MiMeDB: Showing metabocard for Ergosterol (MMDBc0000554)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:40:24 UTC

Update Date

2024-04-30 19:32:58 UTC

Metabolite ID

MMDBc0000554

Metabolite Identification

Common Name

Ergosterol

Description

Ergosterol, also known as provitamin D2, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, ergosterol is considered to be a sterol lipid molecule. Ergosterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Ergosterol is the biological precursor to vitamin D2. It is turned into viosterol by ultraviolet light, and is then converted into ergocalciferol, which is a form of vitamin D. Ergosterol is a component of fungal cell membranes, serving the same function that cholesterol serves in animal cells. Ergosterol is not found in mammalian cell membranes.

Structure

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


  Mrv1652303062020122D          

 32 35  0  0  0  0            999 V2000
 9999.976210000.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8391 9999.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6978 9997.4912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5515 9998.3265    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9762 9998.3265    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1260 9999.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4115 9998.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4115 9997.9077    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.1260 9997.4953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8374 9998.7328    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.8374 9997.9077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5519 9997.4953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2664 9997.9077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.264410000.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5499 9999.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5499 9999.1530    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.2644 9998.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9789 9999.9780    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.9788 9999.1531    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7635 9998.8981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2483 9999.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.763510000.2330    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.763510001.0580    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.479210001.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.192810001.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.908510001.4685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10003.624210001.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.337810001.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.624210000.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.908510002.2935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.049910001.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.479210000.6435    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8  3  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  9 11  1  0  0  0  0
  6 10  1  0  0  0  0
 10  2  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 10  1  0  0  0  0
 16  4  1  6  0  0  0
 13 17  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 22 32  1  6  0  0  0
 23 24  1  0  0  0  0
 23 31  1  6  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 30  1  6  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 22 18  1  0  0  0  0
 22 21  1  0  0  0  0
 17 19  1  0  0  0  0
 19  5  1  6  0  0  0
 14 18  1  0  0  0  0
 18  1  1  1  0  0  0
M  END

HMDB0000878
     RDKit          3D
Ergosterol
 73 76  0  0  0  0  0  0  0  0999 V2000
   -6.9996   -0.2912    1.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9849   -0.2010    0.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2391   -0.8566   -0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7962   -0.9461   -0.2472 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7228   -0.8935   -1.7518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5718   -0.3001    0.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6159    0.2148   -0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3734    0.8713    0.1076 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4779    0.8255    1.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1793    0.1068   -0.3694 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1517    0.1160   -1.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2949    0.2997   -2.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9551   -0.1823   -1.0802 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3577    0.1675   -0.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0559    0.9265   -1.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4682    1.2058   -1.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0663    0.6907   -0.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4986    0.9477   -0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2034   -0.3944   -0.2202 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0293   -0.7110    0.8354 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2659   -1.4903   -0.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0298   -1.6154    0.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3697   -0.2403    0.5200 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6788    0.0904    1.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9139   -0.4040    0.3521 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0886    0.0137    1.5477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6976    0.4420    1.3234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1648    0.6198   -0.0325 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1878    2.1053   -0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0024    0.0968    2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9299   -1.3553    2.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2289    0.2964    2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8917    0.8483   -0.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2004   -1.9345   -0.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1427   -0.4600    0.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3162   -0.6033   -1.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7979   -2.0126    0.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7048    0.1762   -2.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8499   -1.4468   -2.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6193   -1.4180   -2.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4918   -0.2752    1.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7400    0.1579   -1.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3900    1.9001   -0.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064    1.4083    2.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4385    1.2925    1.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3879   -0.2212    1.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2536   -0.9607   -0.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4998   -0.8375   -2.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8008    0.9228   -2.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5266    1.3440   -2.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5944   -0.3417   -3.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7366   -1.2335   -0.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5617    1.3530   -2.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0351    1.8608   -2.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    1.2026    1.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9307    1.7426   -0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8930   -0.2445   -1.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8881   -1.6545    1.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8379   -2.4543   -0.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0846   -1.4464   -1.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3098   -2.2512   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2137   -2.1236    1.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6243    1.1634    2.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0467   -0.5121    2.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7266   -0.2131    2.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7163   -1.5185    0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6821    0.8105    2.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0993   -0.8408    2.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5907    1.4440    1.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0023   -0.2163    1.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5656    2.3390   -1.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2043    2.4518   -0.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1259    2.6471    0.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  1
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  6
 28 10  1  0
 28 13  1  0
 25 14  1  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  6
  5 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  6
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  1
 11 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  1
 15 53  1  0
 16 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  6
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 24 63  1  0
 24 64  1  0
 24 65  1  0
 25 66  1  6
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
M  END


  Mrv1652303062020122D          

 32 35  0  0  0  0            999 V2000
 9999.976210000.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8391 9999.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6978 9997.4912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5515 9998.3265    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9762 9998.3265    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1260 9999.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4115 9998.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4115 9997.9077    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.1260 9997.4953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8374 9998.7328    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.8374 9997.9077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5519 9997.4953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2664 9997.9077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.264410000.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5499 9999.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5499 9999.1530    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.2644 9998.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9789 9999.9780    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.9788 9999.1531    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7635 9998.8981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2483 9999.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.763510000.2330    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.763510001.0580    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.479210001.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.192810001.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.908510001.4685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10003.624210001.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.337810001.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.624210000.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.908510002.2935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.049910001.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.479210000.6435    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8  3  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  9 11  1  0  0  0  0
  6 10  1  0  0  0  0
 10  2  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 10  1  0  0  0  0
 16  4  1  6  0  0  0
 13 17  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 22 32  1  6  0  0  0
 23 24  1  0  0  0  0
 23 31  1  6  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 30  1  6  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 22 18  1  0  0  0  0
 22 21  1  0  0  0  0
 17 19  1  0  0  0  0
 19  5  1  6  0  0  0
 14 18  1  0  0  0  0
 18  1  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000554

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)\C=C\[C@H](C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1

> <INCHI_KEY>
DNVPQKQSNYMLRS-APGDWVJJSA-N

> <FORMULA>
C28H44O

> <MOLECULAR_WEIGHT>
396.659

> <EXACT_MASS>
396.339216037

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
51.061177321579876

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

> <ALOGPS_LOGP>
7.39

> <JCHEM_LOGP>
6.632406989000003

> <ALOGPS_LOGS>
-6.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.270805421445605

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3681497086596925

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
127.13169999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.56e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0000878
     RDKit          3D
Ergosterol
 73 76  0  0  0  0  0  0  0  0999 V2000
   -6.9996   -0.2912    1.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9849   -0.2010    0.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2391   -0.8566   -0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7962   -0.9461   -0.2472 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7228   -0.8935   -1.7518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5718   -0.3001    0.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6159    0.2148   -0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3734    0.8713    0.1076 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4779    0.8255    1.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1793    0.1068   -0.3694 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1517    0.1160   -1.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2949    0.2997   -2.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9551   -0.1823   -1.0802 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3577    0.1675   -0.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0559    0.9265   -1.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4682    1.2058   -1.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0663    0.6907   -0.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4986    0.9477   -0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2034   -0.3944   -0.2202 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0293   -0.7110    0.8354 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2659   -1.4903   -0.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0298   -1.6154    0.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3697   -0.2403    0.5200 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6788    0.0904    1.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9139   -0.4040    0.3521 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0886    0.0137    1.5477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6976    0.4420    1.3234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1648    0.6198   -0.0325 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1878    2.1053   -0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0024    0.0968    2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9299   -1.3553    2.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2289    0.2964    2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8917    0.8483   -0.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2004   -1.9345   -0.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1427   -0.4600    0.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3162   -0.6033   -1.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7979   -2.0126    0.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7048    0.1762   -2.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8499   -1.4468   -2.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6193   -1.4180   -2.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4918   -0.2752    1.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7400    0.1579   -1.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3900    1.9001   -0.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064    1.4083    2.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4385    1.2925    1.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3879   -0.2212    1.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2536   -0.9607   -0.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4998   -0.8375   -2.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8008    0.9228   -2.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5266    1.3440   -2.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5944   -0.3417   -3.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7366   -1.2335   -0.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5617    1.3530   -2.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0351    1.8608   -2.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    1.2026    1.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9307    1.7426   -0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8930   -0.2445   -1.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8881   -1.6545    1.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8379   -2.4543   -0.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0846   -1.4464   -1.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3098   -2.2512   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2137   -2.1236    1.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6243    1.1634    2.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0467   -0.5121    2.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7266   -0.2131    2.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7163   -1.5185    0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6821    0.8105    2.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0993   -0.8408    2.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5907    1.4440    1.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0023   -0.2163    1.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5656    2.3390   -1.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2043    2.4518   -0.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1259    2.6471    0.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  1
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  6
 28 10  1  0
 28 13  1  0
 25 14  1  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  6
  5 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  6
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  1
 11 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  1
 15 53  1  0
 16 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  6
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 24 63  1  0
 24 64  1  0
 24 65  1  0
 25 66  1  6
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
M  END

HEADER    PROTEIN                                 06-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAR-20         0                                  
HETATM    1  C   UNK     0    8666.6228668.173   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8662.6338665.847   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8658.6368661.984   0.000  0.00  0.00           O+0
HETATM    4  H   UNK     0    8663.9638663.543   0.000  0.00  0.00           H+0
HETATM    5  H   UNK     0    8666.6228663.543   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0    8661.3028665.071   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8659.9688664.301   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8659.9688662.761   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8661.3028661.991   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8662.6308664.301   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8662.6308662.761   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8663.9648661.991   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.2978662.761   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8665.2948667.396   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8663.9608666.626   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8663.9608665.086   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8665.2948664.316   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8666.6278666.626   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8666.6278665.086   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8668.0928664.610   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8668.9978665.856   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8668.0928667.102   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8668.0928668.642   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8669.4288669.408   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8670.7608668.642   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8672.0968669.408   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8673.4328668.642   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8674.7648669.408   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8673.4328667.102   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8672.0968670.948   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8666.7608669.408   0.000  0.00  0.00           C+0
HETATM   32  H   UNK     0    8669.4288667.868   0.000  0.00  0.00           H+0
CONECT    1   18                                                            
CONECT    2   10                                                            
CONECT    3    8                                                            
CONECT    4   16                                                            
CONECT    5   19                                                            
CONECT    6    7   10                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9    3                                                  
CONECT    9    8   11                                                       
CONECT   10   11    6    2   16                                             
CONECT   11   10   12    9                                                  
CONECT   12   11   13                                                       
CONECT   13   12   17                                                       
CONECT   14   15   18                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   10    4                                             
CONECT   17   16   13   19                                                  
CONECT   18   19   22   14    1                                             
CONECT   19   18   20   17    5                                             
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   23   32   18   21                                             
CONECT   23   22   24   31                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   30                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   26                                                            
CONECT   31   23                                                            
CONECT   32   22                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0000878
HETATM    1  C1  UNL     1      -7.000  -0.291   1.788  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.985  -0.201   0.296  1.00  0.00           C  
HETATM    3  C3  UNL     1      -8.239  -0.857  -0.238  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.796  -0.946  -0.247  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.723  -0.894  -1.752  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.572  -0.300   0.294  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.616   0.215  -0.455  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.373   0.871   0.108  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.478   0.825   1.602  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.179   0.107  -0.369  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.152   0.116  -1.919  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.295   0.300  -2.318  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.955  -0.182  -1.080  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.358   0.168  -0.903  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.056   0.926  -1.687  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.468   1.206  -1.416  1.00  0.00           C  
HETATM   17  C17 UNL     1       5.066   0.691  -0.379  1.00  0.00           C  
HETATM   18  C18 UNL     1       6.499   0.948  -0.058  1.00  0.00           C  
HETATM   19  C19 UNL     1       7.203  -0.394  -0.220  1.00  0.00           C  
HETATM   20  O1  UNL     1       8.029  -0.711   0.835  1.00  0.00           O  
HETATM   21  C20 UNL     1       6.266  -1.490  -0.595  1.00  0.00           C  
HETATM   22  C21 UNL     1       5.030  -1.615   0.217  1.00  0.00           C  
HETATM   23  C22 UNL     1       4.370  -0.240   0.520  1.00  0.00           C  
HETATM   24  C23 UNL     1       4.679   0.090   1.980  1.00  0.00           C  
HETATM   25  C24 UNL     1       2.914  -0.404   0.352  1.00  0.00           C  
HETATM   26  C25 UNL     1       2.089   0.014   1.548  1.00  0.00           C  
HETATM   27  C26 UNL     1       0.698   0.442   1.323  1.00  0.00           C  
HETATM   28  C27 UNL     1       0.165   0.620  -0.032  1.00  0.00           C  
HETATM   29  C28 UNL     1       0.188   2.105  -0.433  1.00  0.00           C  
HETATM   30  H1  UNL     1      -8.002   0.097   2.129  1.00  0.00           H  
HETATM   31  H2  UNL     1      -6.930  -1.355   2.116  1.00  0.00           H  
HETATM   32  H3  UNL     1      -6.229   0.296   2.295  1.00  0.00           H  
HETATM   33  H4  UNL     1      -6.892   0.848  -0.008  1.00  0.00           H  
HETATM   34  H5  UNL     1      -8.200  -1.934  -0.082  1.00  0.00           H  
HETATM   35  H6  UNL     1      -9.143  -0.460   0.256  1.00  0.00           H  
HETATM   36  H7  UNL     1      -8.316  -0.603  -1.319  1.00  0.00           H  
HETATM   37  H8  UNL     1      -5.798  -2.013   0.053  1.00  0.00           H  
HETATM   38  H9  UNL     1      -5.705   0.176  -2.046  1.00  0.00           H  
HETATM   39  H10 UNL     1      -4.850  -1.447  -2.097  1.00  0.00           H  
HETATM   40  H11 UNL     1      -6.619  -1.418  -2.150  1.00  0.00           H  
HETATM   41  H12 UNL     1      -4.492  -0.275   1.391  1.00  0.00           H  
HETATM   42  H13 UNL     1      -3.740   0.158  -1.544  1.00  0.00           H  
HETATM   43  H14 UNL     1      -2.390   1.900  -0.281  1.00  0.00           H  
HETATM   44  H15 UNL     1      -1.706   1.408   2.141  1.00  0.00           H  
HETATM   45  H16 UNL     1      -3.439   1.292   1.960  1.00  0.00           H  
HETATM   46  H17 UNL     1      -2.388  -0.221   1.952  1.00  0.00           H  
HETATM   47  H18 UNL     1      -1.254  -0.961  -0.092  1.00  0.00           H  
HETATM   48  H19 UNL     1      -1.500  -0.837  -2.328  1.00  0.00           H  
HETATM   49  H20 UNL     1      -1.801   0.923  -2.303  1.00  0.00           H  
HETATM   50  H21 UNL     1       0.527   1.344  -2.593  1.00  0.00           H  
HETATM   51  H22 UNL     1       0.594  -0.342  -3.169  1.00  0.00           H  
HETATM   52  H23 UNL     1       0.737  -1.233  -0.921  1.00  0.00           H  
HETATM   53  H24 UNL     1       2.562   1.353  -2.558  1.00  0.00           H  
HETATM   54  H25 UNL     1       5.035   1.861  -2.096  1.00  0.00           H  
HETATM   55  H26 UNL     1       6.570   1.203   1.024  1.00  0.00           H  
HETATM   56  H27 UNL     1       6.931   1.743  -0.669  1.00  0.00           H  
HETATM   57  H28 UNL     1       7.893  -0.244  -1.104  1.00  0.00           H  
HETATM   58  H29 UNL     1       7.888  -1.654   1.149  1.00  0.00           H  
HETATM   59  H30 UNL     1       6.838  -2.454  -0.449  1.00  0.00           H  
HETATM   60  H31 UNL     1       6.085  -1.446  -1.689  1.00  0.00           H  
HETATM   61  H32 UNL     1       4.310  -2.251  -0.350  1.00  0.00           H  
HETATM   62  H33 UNL     1       5.214  -2.124   1.168  1.00  0.00           H  
HETATM   63  H34 UNL     1       4.624   1.163   2.200  1.00  0.00           H  
HETATM   64  H35 UNL     1       4.047  -0.512   2.651  1.00  0.00           H  
HETATM   65  H36 UNL     1       5.727  -0.213   2.222  1.00  0.00           H  
HETATM   66  H37 UNL     1       2.716  -1.518   0.230  1.00  0.00           H  
HETATM   67  H38 UNL     1       2.682   0.811   2.052  1.00  0.00           H  
HETATM   68  H39 UNL     1       2.099  -0.841   2.281  1.00  0.00           H  
HETATM   69  H40 UNL     1       0.591   1.444   1.848  1.00  0.00           H  
HETATM   70  H41 UNL     1      -0.002  -0.216   1.895  1.00  0.00           H  
HETATM   71  H42 UNL     1      -0.566   2.339  -1.184  1.00  0.00           H  
HETATM   72  H43 UNL     1       1.204   2.452  -0.651  1.00  0.00           H  
HETATM   73  H44 UNL     1      -0.126   2.647   0.507  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    4   33
CONECT    3   34   35   36
CONECT    4    5    6   37
CONECT    5   38   39   40
CONECT    6    7    7   41
CONECT    7    8   42
CONECT    8    9   10   43
CONECT    9   44   45   46
CONECT   10   11   28   47
CONECT   11   12   48   49
CONECT   12   13   50   51
CONECT   13   14   28   52
CONECT   14   15   15   25
CONECT   15   16   53
CONECT   16   17   17   54
CONECT   17   18   23
CONECT   18   19   55   56
CONECT   19   20   21   57
CONECT   20   58
CONECT   21   22   59   60
CONECT   22   23   61   62
CONECT   23   24   25
CONECT   24   63   64   65
CONECT   25   26   66
CONECT   26   27   67   68
CONECT   27   28   69   70
CONECT   28   29
CONECT   29   71   72   73
END

HMDB0000878
     RDKit          3D
Ergosterol
 73 76  0  0  0  0  0  0  0  0999 V2000
   -6.9996   -0.2912    1.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9849   -0.2010    0.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2391   -0.8566   -0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7962   -0.9461   -0.2472 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7228   -0.8935   -1.7518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5718   -0.3001    0.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6159    0.2148   -0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3734    0.8713    0.1076 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4779    0.8255    1.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1793    0.1068   -0.3694 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1517    0.1160   -1.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2949    0.2997   -2.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9551   -0.1823   -1.0802 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3577    0.1675   -0.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0559    0.9265   -1.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4682    1.2058   -1.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0663    0.6907   -0.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4986    0.9477   -0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2034   -0.3944   -0.2202 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0293   -0.7110    0.8354 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2659   -1.4903   -0.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0298   -1.6154    0.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3697   -0.2403    0.5200 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6788    0.0904    1.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9139   -0.4040    0.3521 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0886    0.0137    1.5477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6976    0.4420    1.3234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1648    0.6198   -0.0325 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1878    2.1053   -0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0024    0.0968    2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9299   -1.3553    2.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2289    0.2964    2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8917    0.8483   -0.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2004   -1.9345   -0.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1427   -0.4600    0.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3162   -0.6033   -1.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7979   -2.0126    0.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7048    0.1762   -2.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8499   -1.4468   -2.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6193   -1.4180   -2.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4918   -0.2752    1.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7400    0.1579   -1.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3900    1.9001   -0.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064    1.4083    2.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4385    1.2925    1.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3879   -0.2212    1.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2536   -0.9607   -0.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4998   -0.8375   -2.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8008    0.9228   -2.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5266    1.3440   -2.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5944   -0.3417   -3.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7366   -1.2335   -0.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5617    1.3530   -2.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0351    1.8608   -2.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    1.2026    1.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9307    1.7426   -0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8930   -0.2445   -1.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8881   -1.6545    1.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8379   -2.4543   -0.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0846   -1.4464   -1.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3098   -2.2512   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2137   -2.1236    1.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6243    1.1634    2.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0467   -0.5121    2.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7266   -0.2131    2.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7163   -1.5185    0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6821    0.8105    2.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0993   -0.8408    2.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5907    1.4440    1.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0023   -0.2163    1.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5656    2.3390   -1.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2043    2.4518   -0.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1259    2.6471    0.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  1
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  6
 28 10  1  0
 28 13  1  0
 25 14  1  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  6
  5 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  6
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  1
 11 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  1
 15 53  1  0
 16 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  6
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 24 63  1  0
 24 64  1  0
 24 65  1  0
 25 66  1  6
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
M  END

Synonyms

Value	Source
(22E,24S)-24-Methylcholesta-5,7,22-trien-3beta-ol	ChEBI
Provitamin D2	ChEBI
(22E,24S)-24-Methylcholesta-5,7,22-trien-3b-ol	Generator
(22E,24S)-24-Methylcholesta-5,7,22-trien-3β-ol	Generator
Lumisterol	HMDB
Provitamin D 2	HMDB
D2, Pro-vitamin	HMDB
Pro vitamin D2	HMDB
Pro-vitamin D2	HMDB
(22E,24R)-Ergosta-5,7,22-trien-3beta-ol	HMDB
(22E,24R)-Ergosta-5,7,22-trien-3β-ol	HMDB
(24R)-Ergosta-5,7,22-trien-3beta-ol	HMDB
(24R)-Ergosta-5,7,22-trien-3β-ol	HMDB
(3beta,22E)-Ergosta-5,7,22-trien-3-ol	HMDB
(3Β,22E)-ergosta-5,7,22-trien-3-ol	HMDB
24-Methylcholesta-5,7,22-trien-3beta-ol	HMDB
24-Methylcholesta-5,7,22-trien-3β-ol	HMDB
24R-Methylcholesta-5,7,22E-trien-3beta-ol	HMDB
24R-Methylcholesta-5,7,22E-trien-3β-ol	HMDB
24alpha-Methyl-22E-dehydrocholesterol	HMDB
24Α-methyl-22E-dehydrocholesterol	HMDB
3beta-Hydroxyergosta-5,7,22-triene	HMDB
3Β-hydroxyergosta-5,7,22-triene	HMDB
Ergosterin	HMDB
Provitamin D	HMDB
Ergosterol	HMDB

Molecular Formula

C₂₈H₄₄O

Average Mass

396.659

Monoisotopic Mass

396.339216037

IUPAC Name

(1S,2R,5S,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

Traditional Name

(1S,2R,5S,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)\C=C\[C@H](C)C(C)C

InChI Identifier

InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1

InChI Key

DNVPQKQSNYMLRS-APGDWVJJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ergostane steroids

Direct Parent

Ergosterols and derivatives

Alternative Parents

Substituents

Ergosterol-skeleton
3-hydroxy-delta-5-steroid
3-hydroxy-delta-7-steroid
3-hydroxysteroid
Hydroxysteroid
3-beta-hydroxy-delta-5-steroid
3-beta-hydroxysteroid
Delta-7-steroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3beta-sterol (CHEBI:16933 )
ergostanoid (CHEBI:16933 )
phytosterols (CHEBI:16933 )
Ergosterols and C24-methyl derivatives (C01694 )
Vitamin D2 and derivatives (C01694 )
Ergostane and derivatives (C01694 )
Ergosterols and C24-methyl derivatives (LMST01030093 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00016 g/L	ALOGPS
logP	7.39	ALOGPS
logP	6.63	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	18.27	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	127.13 m³·mol⁻¹	ChemAxon
Polarizability	51.06 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-0536-2911000000-0f3a53ac2076470e08fd	2014-06-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0fgo-0922000000-9e58e829d6b96c0c52ee	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004j-1019000000-9682b479cb367468e4f7	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ss-6149000000-8fcdb7198ebd094e3658	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00li-9085000000-b5f06c3d8a32fea4fc08	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0009000000-36b82459f90e5096bbff	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0009000000-17e94d8c42f8b29d1d7a	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-3019000000-d968e794cb4f844efc59	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0009000000-2f6aa9af0bd8878fb6c6	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0009000000-5bdbce66488e82a677b2	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-0009000000-be11aef2535ad8ca3d13	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0049000000-cc82bd885904a278a47b	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-100r-8279000000-8081dfcf7f1cac20c1c1	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0apl-9330000000-662ba8b80c27a5fa1d58	2021-09-25	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-07bg-6943000000-5fbc1f7b29d046df3944	2015-03-01	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)		2015-03-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, CDCl₃, experimental)		2016-10-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, CDCl₃, experimental)		2016-10-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0013775	Ergosterol	ergosta-5,7,22,24(28)-tetraen-3beta-ol	Delta(24(24(1)))-sterol reductase	Reduction	RHEA	34755880
MMDBr0013776	ergosta-5,7,22,24(28)-tetraen-3beta-ol	Ergosterol	Delta(24(24(1)))-sterol reductase	Reduction	RHEA	34755880
MMDBr0014470	ergosteryl 3-beta-D-glucoside	D-Glucose	Ergosteryl-beta-glucosidase	Carbohydrate hydrolysis	RHEA	34755880
MMDBr0019928	Hydrogen Ion	Ergosterol	Delta(24(24(1)))-sterol reductase ERG4	Reduction	PathBank	31602464
MMDBr0024916	Ergosterol	CoA	Sterol O-acyltransferase 2	Acylation	RHEA	34755880
MMDBr0024917	Ergosterol	CoA	Sterol O-acyltransferase 2	Acylation	RHEA	34755880

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	1		Indirect association between microbiota composition and metabolites measured in host biospecimen
Eukaryota/Fungi	Ascomycota	6	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Blood	Detected and Quantified	0.009326	0.003782	0.014870	uM	Adult (>18 years old)	Not Specified	Normal	HMDB	7499681
Human Blood	Detected and Quantified	0.009326	0.003782	0.014870	uM	Adult (>18 years old)	Not Specified	Normal	HMDB	8791989
Human Blood	Detected and Quantified	0.009326	0.003782	0.014870	uM	Adult (>18 years old)	Not Specified	Normal	HMDB	10705477
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0000878

DrugBank ID

DB04038

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00023755

Chemspider ID

392539

KEGG Compound ID

C01694

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ergosterol

METLIN ID

Not Available

PubChem Compound

444679

PDB ID

Not Available

ChEBI ID

16933

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Ryder NS, Frank I: Interaction of terbinafine with human serum and serum proteins. J Med Vet Mycol. 1992;30(6):451-60. doi: 10.1080/02681219280000611. [PubMed:1287164 ]
Liu TT, Lee RE, Barker KS, Lee RE, Wei L, Homayouni R, Rogers PD: Genome-wide expression profiling of the response to azole, polyene, echinocandin, and pyrimidine antifungal agents in Candida albicans. Antimicrob Agents Chemother. 2005 Jun;49(6):2226-36. doi: 10.1128/AAC.49.6.2226-2236.2005. [PubMed:15917516 ]
Kim DH, Jung SJ, Chung IS, Lee YH, Kim DK, Kim SH, Kwon BM, Jeong TS, Park MH, Seoung NS, Baek NI: Ergosterol peroxide from flowers of Erigeron annuus L. as an anti-atherosclerosis agent. Arch Pharm Res. 2005 May;28(5):541-5. doi: 10.1007/BF02977755. [PubMed:15974439 ]
Matsumori N, Sawada Y, Murata M: Mycosamine orientation of amphotericin B controlling interaction with ergosterol: sterol-dependent activity of conformation-restricted derivatives with an amino-carbonyl bridge. J Am Chem Soc. 2005 Aug 3;127(30):10667-75. doi: 10.1021/ja051597r. [PubMed:16045354 ]
Akins RA: An update on antifungal targets and mechanisms of resistance in Candida albicans. Med Mycol. 2005 Jun;43(4):285-318. doi: 10.1080/13693780500138971. [PubMed:16110776 ]
Ferreira ME, Colombo AL, Paulsen I, Ren Q, Wortman J, Huang J, Goldman MH, Goldman GH: The ergosterol biosynthesis pathway, transporter genes, and azole resistance in Aspergillus fumigatus. Med Mycol. 2005 May;43 Suppl 1:S313-9. doi: 10.1080/13693780400029114. [PubMed:16110826 ]

Showing metabocard for Ergosterol (MMDBc0000554)

MOL for #<Metabolite:0x00007fa4db64b180>

3D MOL for #<Metabolite:0x00007fa4db64b180>

3D SDF for #<Metabolite:0x00007fa4db64b180>

3D-SDF for #<Metabolite:0x00007fa4db64b180>

PDB for #<Metabolite:0x00007fa4db64b180>

3D PDB for #<Metabolite:0x00007fa4db64b180>

SMILES for #<Metabolite:0x00007fa4db64b180>

INCHI for #<Metabolite:0x00007fa4db64b180>

Structure for #<Metabolite:0x00007fa4db64b180>

3D Structure for #<Metabolite:0x00007fa4db64b180>