MiMeDB: Showing metabocard for Vitamin K1 (MMDBc0000248)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:41:16 UTC

Update Date

2024-04-30 19:31:39 UTC

Metabolite ID

MMDBc0000248

Metabolite Identification

Common Name

Vitamin K1

Description

Vitamin K1, also known as phylloquinone or phytonadione, is a polycyclic aromatic ketone, based on 1,4-naphthoquinone, with 2-methyl and 3-phytyl substituents. Vitamin K is a family of phylloquinones that contain a ring of 2-methyl-1,4-naphthoquinone and an isoprenoid side chain. Several forms of vitamin K have been identified: vitamin K1 derived from plants, vitamin K2 (menaquinone) from bacteria and synthetic naphthoquinone provitamins, and vitamin K3 (menadione). Vitamin K1 has only one double bond on the proximal isoprene unit. Vitamin K1 possesses the same type and degree of activity as does naturally-occurring vitamin K, which is necessary for the production via the liver of active prothrombin (factor II), proconvertin (factor VII), plasma thromboplastin component (factor IX), and Stuart factor (factor X). Rich sources of vitamin K1 include green plants, algae, and photosynthetic bacteria. Vitamin K1 has antihemorrhagic and prothrombogenic activity. Vitamin K1 is a fat-soluble vitamin that is stable to air and moisture but decomposes in sunlight. Vitamin K1 is an antidote for coumatetralyl.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652304022019503D          

 33 34  0  0  0  0            999 V2000
   10.4273   -0.3037   -2.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9001   -0.7819   -0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7970    1.6347    1.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827    1.5306    2.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6954   -0.8752    1.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9399   -0.7458   -2.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9864   -0.3129   -0.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8039    0.3466    0.5451 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0043    0.2528   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2354    0.0962    1.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8679    0.0488    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0714   -0.1294   -1.5922 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9391   -0.3732    0.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4371   -0.3068    0.8147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9515   -0.3706    1.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5172   -0.5125    1.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1229   -0.4810   -0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9084   -0.6545   -1.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5250    0.6564    0.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3615    0.4677   -0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6277    0.6973    0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4814    0.1147   -1.1716 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7194    0.1391    1.4298 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8100    0.0453    1.8937 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3714   -0.2861    0.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0572   -0.3479   -1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8856    0.2771   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6156   -0.3509   -1.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4350    0.3072    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4421   -0.6777   -1.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0820    0.6221    0.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6188   -1.2861   -2.9489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9507    1.2355    1.6218 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 22  1  0  0  0  0
  2 22  1  0  0  0  0
 23  3  1  6  0  0  0
 24  4  1  6  0  0  0
  5 25  1  0  0  0  0
  6 26  1  0  0  0  0
  7  8  2  0  0  0  0
  7 18  1  0  0  0  0
  8 19  1  0  0  0  0
  9 12  1  0  0  0  0
  9 13  1  0  0  0  0
 10 14  1  0  0  0  0
 10 15  1  0  0  0  0
 11 16  1  0  0  0  0
 11 17  1  0  0  0  0
 12 22  1  0  0  0  0
 13 23  1  0  0  0  0
 14 23  1  0  0  0  0
 15 24  1  0  0  0  0
 16 24  1  0  0  0  0
 17 25  1  0  0  0  0
 18 28  2  0  0  0  0
 19 29  2  0  0  0  0
 20 21  1  0  0  0  0
 20 25  2  0  0  0  0
 21 27  1  0  0  0  0
 26 27  2  0  0  0  0
 26 30  1  0  0  0  0
 27 31  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 29 31  1  0  0  0  0
 30 32  2  0  0  0  0
 31 33  2  0  0  0  0
M  END

HMDB0003555
     RDKit          3D
Vitamin K1
 79 80  0  0  0  0  0  0  0  0999 V2000
   -5.8911   -1.7382    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9019   -0.6392    0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6202    0.5847   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3422    1.1061   -0.7589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2088    0.2368   -0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0670    0.4771   -0.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683    1.6595    0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8766   -0.4277   -0.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7532    0.4090   -0.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5326   -0.3067   -1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0764   -0.9386    0.1457 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3625    0.0054    1.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1534   -1.9081   -0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695   -1.4485   -0.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0989   -0.3890   -0.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3536    0.0845   -0.8142 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0754    0.6593   -2.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3901   -0.9960   -0.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8723   -1.5341    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5776   -0.6528    1.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8863   -0.0784    0.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3853    0.7908    2.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8828    0.8343   -0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7293    1.5723   -0.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5115    2.7663   -0.4851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0489    1.2438    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0672    2.1768    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3137    1.8113    0.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5848    0.5201    1.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5918   -0.4311    1.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3281   -0.0481    0.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2528   -1.0130    0.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4982   -2.2117    0.9185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2941   -2.5912    0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8285   -2.1094   -0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9461   -1.4834    0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5787    1.6298   -1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1090    2.0150   -0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1956   -0.6156   -1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8824    1.5462    1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1875    2.6215    0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1244    1.7430    1.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7141   -0.8778    0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1662   -1.2399   -1.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6516    1.3016   -0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0783    0.8223   -1.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3514   -1.1262   -1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417    0.3921   -1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1959   -1.5736    0.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2463   -0.2433    1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5206    0.0237    2.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3684    1.0759    0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7359   -2.8054   -0.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998   -2.3792    0.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122   -1.2236   -1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0601   -2.3481   -0.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4738    0.5215   -0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3490   -0.7400    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7525    0.8921   -0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0155    1.0054   -2.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2641   -0.0822   -2.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327    1.5527   -2.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2321   -0.6018   -1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0124   -1.8574   -1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6094   -2.3634    0.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0652   -2.0760    0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9441    0.1884    1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7505   -1.2725    2.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6978   -0.8467    0.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    0.1921    3.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2744    1.3596    1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5633    1.5167    2.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6593    1.6561   -0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9732    1.3851   -0.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3261    0.3284   -1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8424    3.1871    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1244    2.5529    0.9275 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5543    0.2332    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7206   -1.4625    1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
  3 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 32  2  1  0
 31 26  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  1
 12 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  0
 15 58  1  0
 16 59  1  1
 17 60  1  0
 17 61  1  0
 17 62  1  0
 18 63  1  0
 18 64  1  0
 19 65  1  0
 19 66  1  0
 20 67  1  0
 20 68  1  0
 21 69  1  0
 22 70  1  0
 22 71  1  0
 22 72  1  0
 23 73  1  0
 23 74  1  0
 23 75  1  0
 27 76  1  0
 28 77  1  0
 29 78  1  0
 30 79  1  0
M  END


  Mrv1652304022019503D          

 33 34  0  0  0  0            999 V2000
   10.4273   -0.3037   -2.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9001   -0.7819   -0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7970    1.6347    1.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827    1.5306    2.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6954   -0.8752    1.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9399   -0.7458   -2.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9864   -0.3129   -0.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8039    0.3466    0.5451 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0043    0.2528   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2354    0.0962    1.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8679    0.0488    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0714   -0.1294   -1.5922 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9391   -0.3732    0.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4371   -0.3068    0.8147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9515   -0.3706    1.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5172   -0.5125    1.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1229   -0.4810   -0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9084   -0.6545   -1.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5250    0.6564    0.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3615    0.4677   -0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6277    0.6973    0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4814    0.1147   -1.1716 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7194    0.1391    1.4298 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8100    0.0453    1.8937 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3714   -0.2861    0.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0572   -0.3479   -1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8856    0.2771   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6156   -0.3509   -1.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4350    0.3072    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4421   -0.6777   -1.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0820    0.6221    0.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6188   -1.2861   -2.9489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9507    1.2355    1.6218 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 22  1  0  0  0  0
  2 22  1  0  0  0  0
 23  3  1  6  0  0  0
 24  4  1  6  0  0  0
  5 25  1  0  0  0  0
  6 26  1  0  0  0  0
  7  8  2  0  0  0  0
  7 18  1  0  0  0  0
  8 19  1  0  0  0  0
  9 12  1  0  0  0  0
  9 13  1  0  0  0  0
 10 14  1  0  0  0  0
 10 15  1  0  0  0  0
 11 16  1  0  0  0  0
 11 17  1  0  0  0  0
 12 22  1  0  0  0  0
 13 23  1  0  0  0  0
 14 23  1  0  0  0  0
 15 24  1  0  0  0  0
 16 24  1  0  0  0  0
 17 25  1  0  0  0  0
 18 28  2  0  0  0  0
 19 29  2  0  0  0  0
 20 21  1  0  0  0  0
 20 25  2  0  0  0  0
 21 27  1  0  0  0  0
 26 27  2  0  0  0  0
 26 30  1  0  0  0  0
 27 31  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 29 31  1  0  0  0  0
 30 32  2  0  0  0  0
 31 33  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000248

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC1=C(C)C(=O)C2=CC=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C31H46O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+/t23-,24-/m1/s1

> <INCHI_KEY>
MBWXNTAXLNYFJB-NKFFZRIASA-N

> <FORMULA>
C31H46O2

> <MOLECULAR_WEIGHT>
450.6957

> <EXACT_MASS>
450.349780716

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
55.916546009747535

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methyl-3-[(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]-1,4-dihydronaphthalene-1,4-dione

> <ALOGPS_LOGP>
8.48

> <JCHEM_LOGP>
9.696445808333333

> <ALOGPS_LOGS>
-6.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.224343412034619

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
142.9568

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.92e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
vitamin K

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003555
     RDKit          3D
Vitamin K1
 79 80  0  0  0  0  0  0  0  0999 V2000
   -5.8911   -1.7382    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9019   -0.6392    0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6202    0.5847   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3422    1.1061   -0.7589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2088    0.2368   -0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0670    0.4771   -0.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683    1.6595    0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8766   -0.4277   -0.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7532    0.4090   -0.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5326   -0.3067   -1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0764   -0.9386    0.1457 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3625    0.0054    1.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1534   -1.9081   -0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695   -1.4485   -0.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0989   -0.3890   -0.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3536    0.0845   -0.8142 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0754    0.6593   -2.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3901   -0.9960   -0.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8723   -1.5341    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5776   -0.6528    1.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8863   -0.0784    0.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3853    0.7908    2.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8828    0.8343   -0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7293    1.5723   -0.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5115    2.7663   -0.4851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0489    1.2438    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0672    2.1768    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3137    1.8113    0.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5848    0.5201    1.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5918   -0.4311    1.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3281   -0.0481    0.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2528   -1.0130    0.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4982   -2.2117    0.9185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2941   -2.5912    0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8285   -2.1094   -0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9461   -1.4834    0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5787    1.6298   -1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1090    2.0150   -0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1956   -0.6156   -1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8824    1.5462    1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1875    2.6215    0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1244    1.7430    1.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7141   -0.8778    0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1662   -1.2399   -1.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6516    1.3016   -0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0783    0.8223   -1.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3514   -1.1262   -1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417    0.3921   -1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1959   -1.5736    0.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2463   -0.2433    1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5206    0.0237    2.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3684    1.0759    0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7359   -2.8054   -0.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998   -2.3792    0.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122   -1.2236   -1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0601   -2.3481   -0.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4738    0.5215   -0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3490   -0.7400    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7525    0.8921   -0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0155    1.0054   -2.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2641   -0.0822   -2.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327    1.5527   -2.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2321   -0.6018   -1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0124   -1.8574   -1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6094   -2.3634    0.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0652   -2.0760    0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9441    0.1884    1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7505   -1.2725    2.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6978   -0.8467    0.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    0.1921    3.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2744    1.3596    1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5633    1.5167    2.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6593    1.6561   -0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9732    1.3851   -0.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3261    0.3284   -1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8424    3.1871    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1244    2.5529    0.9275 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5543    0.2332    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7206   -1.4625    1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
  3 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 32  2  1  0
 31 26  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  1
 12 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  0
 15 58  1  0
 16 59  1  1
 17 60  1  0
 17 61  1  0
 17 62  1  0
 18 63  1  0
 18 64  1  0
 19 65  1  0
 19 66  1  0
 20 67  1  0
 20 68  1  0
 21 69  1  0
 22 70  1  0
 22 71  1  0
 22 72  1  0
 23 73  1  0
 23 74  1  0
 23 75  1  0
 27 76  1  0
 28 77  1  0
 29 78  1  0
 30 79  1  0
M  END

HEADER    PROTEIN                                 02-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-APR-20         0                                  
HETATM    1  C   UNK     0      10.427  -0.304  -2.328  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.900  -0.782  -0.010  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.797   1.635   1.599  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.783   1.531   2.049  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.695  -0.875   1.513  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.940  -0.746  -2.346  0.00  0.00           C+0
HETATM    7  C   UNK     0     -11.986  -0.313  -0.649  0.00  0.00           C+0
HETATM    8  C   UNK     0     -11.804   0.347   0.545  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.004   0.253  -0.668  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.235   0.096   1.672  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.868   0.049   0.049  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.071  -0.129  -1.592  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.939  -0.373   0.665  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.437  -0.307   0.815  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.952  -0.371   1.021  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.517  -0.513   1.376  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.123  -0.481  -0.560  0.00  0.00           C+0
HETATM   18  C   UNK     0     -10.908  -0.655  -1.441  0.00  0.00           C+0
HETATM   19  C   UNK     0     -10.525   0.656   0.930  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.362   0.468  -0.345  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.628   0.697   0.279  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.481   0.115  -1.172  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.719   0.139   1.430  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.810   0.045   1.894  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.371  -0.286   0.196  0.00  0.00           C+0
HETATM   26  C   UNK     0      -7.057  -0.348  -1.442  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.886   0.277  -0.310  0.00  0.00           C+0
HETATM   28  C   UNK     0      -9.616  -0.351  -1.070  0.00  0.00           C+0
HETATM   29  C   UNK     0      -9.435   0.307   0.122  0.00  0.00           C+0
HETATM   30  C   UNK     0      -8.442  -0.678  -1.848  0.00  0.00           C+0
HETATM   31  C   UNK     0      -8.082   0.622   0.505  0.00  0.00           C+0
HETATM   32  O   UNK     0      -8.619  -1.286  -2.949  0.00  0.00           O+0
HETATM   33  O   UNK     0      -7.951   1.236   1.622  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   22                                                            
CONECT    3   23                                                            
CONECT    4   24                                                            
CONECT    5   25                                                            
CONECT    6   26                                                            
CONECT    7    8   18                                                       
CONECT    8    7   19                                                       
CONECT    9   12   13                                                       
CONECT   10   14   15                                                       
CONECT   11   16   17                                                       
CONECT   12    9   22                                                       
CONECT   13    9   23                                                       
CONECT   14   10   23                                                       
CONECT   15   10   24                                                       
CONECT   16   11   24                                                       
CONECT   17   11   25                                                       
CONECT   18    7   28                                                       
CONECT   19    8   29                                                       
CONECT   20   21   25                                                       
CONECT   21   20   27                                                       
CONECT   22    1    2   12                                                  
CONECT   23    3   13   14                                                  
CONECT   24    4   15   16                                                  
CONECT   25    5   17   20                                                  
CONECT   26    6   27   30                                                  
CONECT   27   21   26   31                                                  
CONECT   28   18   29   30                                                  
CONECT   29   19   28   31                                                  
CONECT   30   26   28   32                                                  
CONECT   31   27   29   33                                                  
CONECT   32   30                                                            
CONECT   33   31                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

COMPND    HMDB0003555
HETATM    1  C1  UNL     1      -5.891  -1.738   0.039  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.902  -0.639   0.095  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.620   0.585  -0.262  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.342   1.106  -0.759  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.209   0.237  -0.912  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.067   0.477  -0.223  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.068   1.660   0.672  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.877  -0.428  -0.377  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.753   0.409  -0.886  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.533  -0.307  -1.110  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.076  -0.939   0.146  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.362   0.005   1.259  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.153  -1.908  -0.133  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.370  -1.448  -0.837  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.099  -0.389  -0.104  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.354   0.084  -0.814  1.00  0.00           C  
HETATM   17  C17 UNL     1       5.075   0.659  -2.180  1.00  0.00           C  
HETATM   18  C18 UNL     1       6.390  -0.996  -0.933  1.00  0.00           C  
HETATM   19  C19 UNL     1       6.872  -1.534   0.355  1.00  0.00           C  
HETATM   20  C20 UNL     1       7.578  -0.653   1.298  1.00  0.00           C  
HETATM   21  C21 UNL     1       8.886  -0.078   0.930  1.00  0.00           C  
HETATM   22  C22 UNL     1       9.385   0.791   2.113  1.00  0.00           C  
HETATM   23  C23 UNL     1       8.883   0.834  -0.252  1.00  0.00           C  
HETATM   24  C24 UNL     1      -7.729   1.572  -0.154  1.00  0.00           C  
HETATM   25  O1  UNL     1      -7.511   2.766  -0.485  1.00  0.00           O  
HETATM   26  C25 UNL     1      -9.049   1.244   0.310  1.00  0.00           C  
HETATM   27  C26 UNL     1     -10.067   2.177   0.403  1.00  0.00           C  
HETATM   28  C27 UNL     1     -11.314   1.811   0.853  1.00  0.00           C  
HETATM   29  C28 UNL     1     -11.585   0.520   1.222  1.00  0.00           C  
HETATM   30  C29 UNL     1     -10.592  -0.431   1.140  1.00  0.00           C  
HETATM   31  C30 UNL     1      -9.328  -0.048   0.681  1.00  0.00           C  
HETATM   32  C31 UNL     1      -8.253  -1.013   0.578  1.00  0.00           C  
HETATM   33  O2  UNL     1      -8.498  -2.212   0.918  1.00  0.00           O  
HETATM   34  H1  UNL     1      -6.294  -2.591   0.653  1.00  0.00           H  
HETATM   35  H2  UNL     1      -5.828  -2.109  -0.982  1.00  0.00           H  
HETATM   36  H3  UNL     1      -4.946  -1.483   0.541  1.00  0.00           H  
HETATM   37  H4  UNL     1      -5.579   1.630  -1.751  1.00  0.00           H  
HETATM   38  H5  UNL     1      -5.109   2.015  -0.105  1.00  0.00           H  
HETATM   39  H6  UNL     1      -4.196  -0.616  -1.574  1.00  0.00           H  
HETATM   40  H7  UNL     1      -3.882   1.546   1.442  1.00  0.00           H  
HETATM   41  H8  UNL     1      -3.188   2.622   0.132  1.00  0.00           H  
HETATM   42  H9  UNL     1      -2.124   1.743   1.255  1.00  0.00           H  
HETATM   43  H10 UNL     1      -1.714  -0.878   0.608  1.00  0.00           H  
HETATM   44  H11 UNL     1      -2.166  -1.240  -1.066  1.00  0.00           H  
HETATM   45  H12 UNL     1      -0.652   1.302  -0.229  1.00  0.00           H  
HETATM   46  H13 UNL     1      -1.078   0.822  -1.880  1.00  0.00           H  
HETATM   47  H14 UNL     1       0.351  -1.126  -1.830  1.00  0.00           H  
HETATM   48  H15 UNL     1       1.242   0.392  -1.581  1.00  0.00           H  
HETATM   49  H16 UNL     1       0.196  -1.574   0.520  1.00  0.00           H  
HETATM   50  H17 UNL     1       2.246  -0.243   1.879  1.00  0.00           H  
HETATM   51  H18 UNL     1       0.521   0.024   2.027  1.00  0.00           H  
HETATM   52  H19 UNL     1       1.368   1.076   0.899  1.00  0.00           H  
HETATM   53  H20 UNL     1       1.736  -2.805  -0.688  1.00  0.00           H  
HETATM   54  H21 UNL     1       2.500  -2.379   0.839  1.00  0.00           H  
HETATM   55  H22 UNL     1       3.212  -1.224  -1.917  1.00  0.00           H  
HETATM   56  H23 UNL     1       4.060  -2.348  -0.865  1.00  0.00           H  
HETATM   57  H24 UNL     1       3.474   0.522  -0.007  1.00  0.00           H  
HETATM   58  H25 UNL     1       4.349  -0.740   0.899  1.00  0.00           H  
HETATM   59  H26 UNL     1       5.752   0.892  -0.180  1.00  0.00           H  
HETATM   60  H27 UNL     1       4.016   1.005  -2.170  1.00  0.00           H  
HETATM   61  H28 UNL     1       5.264  -0.082  -2.980  1.00  0.00           H  
HETATM   62  H29 UNL     1       5.733   1.553  -2.355  1.00  0.00           H  
HETATM   63  H30 UNL     1       7.232  -0.602  -1.521  1.00  0.00           H  
HETATM   64  H31 UNL     1       6.012  -1.857  -1.553  1.00  0.00           H  
HETATM   65  H32 UNL     1       7.609  -2.363   0.086  1.00  0.00           H  
HETATM   66  H33 UNL     1       6.065  -2.076   0.921  1.00  0.00           H  
HETATM   67  H34 UNL     1       6.944   0.188   1.687  1.00  0.00           H  
HETATM   68  H35 UNL     1       7.750  -1.272   2.239  1.00  0.00           H  
HETATM   69  H36 UNL     1       9.698  -0.847   0.834  1.00  0.00           H  
HETATM   70  H37 UNL     1       9.509   0.192   3.015  1.00  0.00           H  
HETATM   71  H38 UNL     1      10.274   1.360   1.798  1.00  0.00           H  
HETATM   72  H39 UNL     1       8.563   1.517   2.282  1.00  0.00           H  
HETATM   73  H40 UNL     1       9.659   1.656  -0.052  1.00  0.00           H  
HETATM   74  H41 UNL     1       7.973   1.385  -0.446  1.00  0.00           H  
HETATM   75  H42 UNL     1       9.326   0.328  -1.161  1.00  0.00           H  
HETATM   76  H43 UNL     1      -9.842   3.187   0.111  1.00  0.00           H  
HETATM   77  H44 UNL     1     -12.124   2.553   0.927  1.00  0.00           H  
HETATM   78  H45 UNL     1     -12.554   0.233   1.573  1.00  0.00           H  
HETATM   79  H46 UNL     1     -10.721  -1.463   1.409  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    3   32
CONECT    3    4   24
CONECT    4    5   37   38
CONECT    5    6    6   39
CONECT    6    7    8
CONECT    7   40   41   42
CONECT    8    9   43   44
CONECT    9   10   45   46
CONECT   10   11   47   48
CONECT   11   12   13   49
CONECT   12   50   51   52
CONECT   13   14   53   54
CONECT   14   15   55   56
CONECT   15   16   57   58
CONECT   16   17   18   59
CONECT   17   60   61   62
CONECT   18   19   63   64
CONECT   19   20   65   66
CONECT   20   21   67   68
CONECT   21   22   23   69
CONECT   22   70   71   72
CONECT   23   73   74   75
CONECT   24   25   25   26
CONECT   26   27   27   31
CONECT   27   28   76
CONECT   28   29   29   77
CONECT   29   30   78
CONECT   30   31   31   79
CONECT   31   32
CONECT   32   33   33
END

HMDB0003555
     RDKit          3D
Vitamin K1
 79 80  0  0  0  0  0  0  0  0999 V2000
   -5.8911   -1.7382    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9019   -0.6392    0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6202    0.5847   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3422    1.1061   -0.7589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2088    0.2368   -0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0670    0.4771   -0.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683    1.6595    0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8766   -0.4277   -0.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7532    0.4090   -0.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5326   -0.3067   -1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0764   -0.9386    0.1457 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3625    0.0054    1.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1534   -1.9081   -0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695   -1.4485   -0.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0989   -0.3890   -0.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3536    0.0845   -0.8142 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0754    0.6593   -2.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3901   -0.9960   -0.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8723   -1.5341    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5776   -0.6528    1.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8863   -0.0784    0.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3853    0.7908    2.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8828    0.8343   -0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7293    1.5723   -0.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5115    2.7663   -0.4851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0489    1.2438    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0672    2.1768    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3137    1.8113    0.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5848    0.5201    1.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5918   -0.4311    1.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3281   -0.0481    0.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2528   -1.0130    0.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4982   -2.2117    0.9185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2941   -2.5912    0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8285   -2.1094   -0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9461   -1.4834    0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5787    1.6298   -1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1090    2.0150   -0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1956   -0.6156   -1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8824    1.5462    1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1875    2.6215    0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1244    1.7430    1.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7141   -0.8778    0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1662   -1.2399   -1.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6516    1.3016   -0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0783    0.8223   -1.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3514   -1.1262   -1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417    0.3921   -1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1959   -1.5736    0.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2463   -0.2433    1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5206    0.0237    2.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3684    1.0759    0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7359   -2.8054   -0.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998   -2.3792    0.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122   -1.2236   -1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0601   -2.3481   -0.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4738    0.5215   -0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3490   -0.7400    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7525    0.8921   -0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0155    1.0054   -2.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2641   -0.0822   -2.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327    1.5527   -2.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2321   -0.6018   -1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0124   -1.8574   -1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6094   -2.3634    0.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0652   -2.0760    0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9441    0.1884    1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7505   -1.2725    2.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6978   -0.8467    0.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    0.1921    3.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2744    1.3596    1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5633    1.5167    2.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6593    1.6561   -0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9732    1.3851   -0.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3261    0.3284   -1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8424    3.1871    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1244    2.5529    0.9275 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5543    0.2332    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7206   -1.4625    1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
  3 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 32  2  1  0
 31 26  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  1
 12 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  0
 15 58  1  0
 16 59  1  1
 17 60  1  0
 17 61  1  0
 17 62  1  0
 18 63  1  0
 18 64  1  0
 19 65  1  0
 19 66  1  0
 20 67  1  0
 20 68  1  0
 21 69  1  0
 22 70  1  0
 22 71  1  0
 22 72  1  0
 23 73  1  0
 23 74  1  0
 23 75  1  0
 27 76  1  0
 28 77  1  0
 29 78  1  0
 30 79  1  0
M  END

Synonyms

Value	Source
2-Methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-naphthalenedione	ChEBI
2-Methyl-3-[(2E)-3,7,11,15-tetramethyl-2-hexadecenyl]naphthoquinone	ChEBI
2-Methyl-3-phytyl-1,4-naphthochinon	ChEBI
2-Methyl-3-phytyl-1,4-naphthoquinone	ChEBI
3-Phytylmenadione	ChEBI
alpha-Phylloquinone	ChEBI
Fitomenadiona	ChEBI
Phyllochinon	ChEBI
Phyllochinonum	ChEBI
Phytomenadione	ChEBI
Phytomenadionum	ChEBI
Phytonadione	ChEBI
Phytonadionum	ChEBI
Phytylmenadione	ChEBI
trans-Phylloquinone	ChEBI
a-Phylloquinone	Generator
Α-phylloquinone	Generator
Vitamin K hydroquinone (phylloquinone)	HMDB
Phyllohydroquinone	HMDB
Phylloquinone	HMDB
Aquamephyton	HMDB
Konakion	HMDB
Vitamin K 1	HMDB
2',3'-trans-Vitamin K1	HMDB
2’,3’-trans-vitamin K1	HMDB
Vitamin K1	ChEBI

Molecular Formula

C₃₁H₄₆O₂

Average Mass

450.6957

Monoisotopic Mass

450.349780716

IUPAC Name

2-methyl-3-[(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]-1,4-dihydronaphthalene-1,4-dione

Traditional Name

vitamin K

CAS Registry Number

84-80-0

SMILES

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC1=C(C)C(=O)C2=CC=CC=C2C1=O

InChI Identifier

InChI=1S/C31H46O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+/t23-,24-/m1/s1

InChI Key

MBWXNTAXLNYFJB-NKFFZRIASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as vitamin k compounds. These are quinone lipids containing a methylated naphthoquinone ring structure, and vary in the aliphatic side chain attached at the 3-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Vitamin K compounds

Alternative Parents

Substituents

Diterpenoid
Naphthoquinone
Naphthalene
Aryl ketone
Quinone
Benzenoid
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

phylloquinones (CHEBI:18067 )
Vitamin K (LMPR02030028 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	5.9e-05 g/L	ALOGPS
logP	8.48	ALOGPS
logP	9.7	ChemAxon
logS	-6.9	ALOGPS
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	142.96 m³·mol⁻¹	ChemAxon
Polarizability	55.92 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-002r-2930000000-2b32596edebbe7e02cf7	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-0002-1290000000-fa752c2db990f115c3c6	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-0002-8269080000-4bdc9b3a41d7d08b7265	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-0002-7379080000-ba90762b738ee84b3151	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-014i-6749020000-c4e58ef0e538e224dad4	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-0g4i-3149020000-ad93d4a26002eefa74ce	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-00xr-5397040000-221a2f93d46494325e33	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udl-9740400000-e47d11ed7b15a667d611	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udi-2540900000-d08585615fbc2418786a	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-002r-2930000000-2b32596edebbe7e02cf7	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0002-1290000000-fa752c2db990f115c3c6	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0002-8269080000-4bdc9b3a41d7d08b7265	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0002-7379080000-ba90762b738ee84b3151	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-014i-6749020000-c4e58ef0e538e224dad4	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0g4i-3149020000-ad93d4a26002eefa74ce	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-00xr-5397040000-221a2f93d46494325e33	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-002r-2930000000-2b32596edebbe7e02cf7	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0002-1290000000-fa752c2db990f115c3c6	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0002-8269080000-4bdc9b3a41d7d08b7265	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0002-7379080000-ba90762b738ee84b3151	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-014i-6749020000-c4e58ef0e538e224dad4	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0g4i-3149020000-ad93d4a26002eefa74ce	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-00xr-5397040000-221a2f93d46494325e33	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-6895400000-254b168b019b1fc92c97	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0121900000-22d50aa41f7e3fa9b9da	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0apr-1679100000-60b28d715716b428496d	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4j-6592000000-1898f88b8876c5be2ea3	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0000900000-20c987b9d7c887aaedea	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0101900000-ad51a9cf10696cc2c1cc	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0089-2924500000-7863f3ba8e25eb26d7e0	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0000900000-0fa21005c8f318085862	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0012-0900600000-ba5a0890b8d52557000e	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-0926300000-dced2a77b9eada02b080	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0115900000-6948ca06bb1f0c8c7dde	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4u-8519100000-8bd276b091dba2c8054b	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000b-4901000000-1d7702921da0754927fe	2021-09-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Feces
Liver
Urine

Tissue Locations

Liver

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0193201	NAD(P)H dehydrogenase [quinone] 1	Unknown	P15559	Homo sapiens
MMDBp0193203	Vitamin K-dependent gamma-carboxylase	Unknown	P38435	Homo sapiens
MMDBp0193374	Osteocalcin	Unknown	P02818	Homo sapiens
MMDBp0193465	Vitamin K epoxide reductase complex subunit 1	Enzyme	Q9BQB6	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0001938	Adenosine triphosphate	ADP	Not Available	Transport of Phylloquinone	VMH	30371894
MMDBr0005413	Vitamin K1	Vitamin K1	Not Available	Transport of Vitamin K into Lymph	VMH	30371894
MMDBr0007527	S-Adenosylmethionine	S-Adenosylhomocysteine	Not Available	2-heptaprenyl-1,4-naphthoquinone methyltransferase (EC 2.1.1.163)	VMH	30371894
MMDBr0010754	Hydrogen Ion	Phylloquinol	Nad(p)h dehydrogenase, quinone 1	NADH:Phylloquinone Oxidoreductase	VMH; KEGG	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	144	Human feces; Human sputum; Human unknown; Pig ; Human ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal	Metabolic reconstruction
Bacteria	Actinobacteria	44	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human saliva; Human subgingival plaque	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	91	Human feces; Human ; Human stool; Human saliva; Human gastric fluid; Human urine; Human subgingival plaque	Metabolic reconstruction
Bacteria	Firmicutes	148	Human feces; Human ; Human subgingival plaque; Human saliva	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	13	Human feces	Metabolic reconstruction
Bacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	3		Metabolic reconstruction
Bacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Blood	Detected and Quantified	0.00102				uM	Adult (>18 years old)	Female	Normal	HMDB	9109609
Human Blood	Detected and Quantified	0.00106				uM	Adult (>18 years old)	Male	Normal	HMDB	9109609
Human Blood	Detected and Quantified	0.00143				uM	Adult (>18 years old)	Male	Normal	HMDB	9109609
Human Blood	Detected and Quantified	0.00147				uM	Adult (>18 years old)	Female	Normal	HMDB	9109609
Human Blood	Detected and Quantified	0.00049		0.00009	0.0022	uM	Adolescent (13-18 years old)	Both	Normal	HMDB	7657478
Human Blood	Detected and Quantified	0.000500	0.000520			uM	Adult (>18 years old)	Male	Normal	HMDB	12067432
Human Blood	Detected and Quantified	0.000540	0.000560			uM	Adult (>18 years old)	Both	Normal	HMDB	12067432
Human Blood	Detected and Quantified	0.000560	0.000580			uM	Adult (>18 years old)	Female	Normal	HMDB	12067432
Human Blood	Detected and Quantified	0.0011	0.0042			uM	Adult (>18 years old)	Female	Normal	HMDB	15340366
Human Blood	Detected and Quantified	0.00150	0.00219			uM	Adult (>18 years old)	Female	Normal	HMDB	17181887
Human Blood	Detected and Quantified	0.00164	0.00215			uM	Adult (>18 years old)	Both	Normal	HMDB	17181887
Human Blood	Detected and Quantified	0.00180	0.00209			uM	Adult (>18 years old)	Male	Normal	HMDB	17181887
Human Blood	Detected and Quantified	0.0058		0.0020	0.017	uM	Adult (>18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Liver	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0003555

DrugBank ID

DB01022

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Phytonadione

METLIN ID

7027

PubChem Compound

5284607

PDB ID

Not Available

ChEBI ID

18067

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Gover PA, Ingram GI, Cork MS, Holland L, Hopkins RP, Callaghan P, Barkhan P, Shearer MJ: Bleeding from self-administration of phenindione: a detailed case study. Br J Haematol. 1976 Aug;33(4):551-64. doi: 10.1111/j.1365-2141.1976.tb03574.x. [PubMed:1009028 ]
Hirauchi K, Sakano T, Nagaoka T, Morimoto A: Simultaneous determination of vitamin K1, vitamin K1 2,3-epoxide and menaquinone-4 in human plasma by high-performance liquid chromatography with fluorimetric detection. J Chromatogr. 1988 Aug 19;430(1):21-9. doi: 10.1016/s0378-4347(00)83130-8. [PubMed:2851012 ]
Shearer MJ, Mallinson CN, Webster GR, Barkhan P: Absorption of tritiated vitamin K1 in patients with fat malabsorption. Gut. 1970 Dec;11(12):1063-4. [PubMed:5511811 ]
Huang Y, Zhang C, Zhang X, Zhang Z: Chemiluminescence analysis of menadione sodium bisulfite and analgin in pharmaceutical preparations and biological fluids. J Pharm Biomed Anal. 1999 Dec;21(4):817-25. doi: 10.1016/s0731-7085(99)00191-0. [PubMed:10701947 ]
Begley GS, Furie BC, Czerwiec E, Taylor KL, Furie GL, Bronstein L, Stenflo J, Furie B: A conserved motif within the vitamin K-dependent carboxylase gene is widely distributed across animal phyla. J Biol Chem. 2000 Nov 17;275(46):36245-9. doi: 10.1074/jbc.M003944200. [PubMed:10893417 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
de Moerloose P, Boehlen F: [Haemostasis. A search for an ideal antithrombotics agent]. Rev Med Suisse. 2005 Jan 5;1(1):35-8. [PubMed:15773196 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Vitamin K1 (MMDBc0000248)

MOL for #<Metabolite:0x00007fd108113bf0>

3D MOL for #<Metabolite:0x00007fd108113bf0>

3D SDF for #<Metabolite:0x00007fd108113bf0>

3D-SDF for #<Metabolite:0x00007fd108113bf0>

PDB for #<Metabolite:0x00007fd108113bf0>

3D PDB for #<Metabolite:0x00007fd108113bf0>

SMILES for #<Metabolite:0x00007fd108113bf0>

INCHI for #<Metabolite:0x00007fd108113bf0>

Structure for #<Metabolite:0x00007fd108113bf0>

3D Structure for #<Metabolite:0x00007fd108113bf0>