MiMeDB: Showing metabocard for dTDP-4-dehydro-beta-L-rhamnose (MMDBc0054467)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:14:03 UTC

Update Date

2022-08-12 20:09:00 UTC

Metabolite ID

MMDBc0054467

Metabolite Identification

Common Name

dTDP-4-dehydro-beta-L-rhamnose

Description

dTDP-4-dehydro-beta-L-rhamnose, also known as dTDP-4-oxo-6-deoxy-L-mannose or dTDP-4-oxo-L-rhamnose, belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. Based on a literature review very few articles have been published on dTDP-4-dehydro-beta-L-rhamnose.

Structure

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

 
  Mrv0541 07101213072D          
 
 35 37  0  0  1  0            999 V2000
   16.7582  -10.1782    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.1897   -8.9558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0846   -9.6976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5009  -10.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4782   -8.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9125   -8.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4262  -10.1782    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.6759  -10.9654    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.4782   -7.6994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7630   -8.9407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9125   -7.6994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6427   -9.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1877  -11.6315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1934   -7.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6277   -7.2869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0297  -10.4696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1897   -6.4657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2046  -10.4659    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.3834  -10.4659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2046   -9.6446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2046  -11.2909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5584  -10.4659    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.7371  -10.4696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5584   -9.6446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5584  -11.2909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0219  -10.8784    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0219  -11.6996    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3029  -10.4696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3029  -12.1121    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7371  -12.1121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5914  -10.8784    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5914  -11.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3105  -12.9371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8875  -10.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8875  -12.1121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  2  0  0  0  0
  6 11  2  0  0  0  0
  7 12  1  1  0  0  0
  8 13  1  6  0  0  0
  9 14  1  0  0  0  0
 11 15  1  0  0  0  0
 12 16  1  0  0  0  0
 14 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  2  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  2  0  0  0  0
 26 23  1  6  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  6  0  0  0
 28 31  1  0  0  0  0
 29 32  1  0  0  0  0
 29 33  1  6  0  0  0
 31 34  1  6  0  0  0
 32 35  2  0  0  0  0
  7  8  1  0  0  0  0
 11 14  1  0  0  0  0
 31 32  1  0  0  0  0
M  END

HMDB0304343
     RDKit          3D
dTDP-4-dehydro-6-deoxy-beta-L-mannose
 59 61  0  0  0  0  0  0  0  0999 V2000
   -8.8902   -0.7823    1.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9721   -0.3419    0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5842   -0.2535    0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8045    0.1337   -0.1902 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3959    0.0939   -0.0228 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7385   -0.7532   -1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5184    0.1310   -1.4652 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4192   -0.6893   -1.7547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4239    0.8271   -0.1384 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2025    1.5383    0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1814    0.5535   -0.1357 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4684   -0.0079    1.3321 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.2781    0.5635    2.5081 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0739   -1.7143    1.3774 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0931    0.0930    1.4000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7742    0.1567   -0.1352 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.1966    1.6131   -0.3373 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436   -0.2373   -1.3304 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1452   -0.8463   -0.2297 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2760   -0.1425    0.1784 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1017   -0.8099    1.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0683    0.0572    1.5042 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8819   -0.4981    2.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9415    0.4538    0.3692 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1236    0.3139    0.4099 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2592    1.0239   -0.8242 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0287    0.9274   -1.9619 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9728    0.2844   -1.1077 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1248   -0.7987   -1.9565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6854    1.3138    0.0056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3235    0.4435   -1.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6012    0.8016   -2.3058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6866    0.3657   -1.5880 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4961   -0.0194   -0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7455   -0.1151   -0.7506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5794   -0.2857    2.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8801   -1.8873    1.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9452   -0.5341    1.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1638   -0.5075    1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0658   -0.4359    0.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3210   -1.7088   -0.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3622   -0.9780   -1.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7603    0.8758   -2.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8551   -0.1837   -2.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4471   -0.0714    0.6688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9804    2.3665   -0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1199    1.8538    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900   -2.0264    0.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9103    0.1260   -2.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9099    0.8096    0.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4980    0.9582    1.8886 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3085    0.3707    3.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7146   -1.1391    2.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2692   -1.1082    3.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0399    2.1152   -0.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0873   -0.0337   -2.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2830    1.0415   -1.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2283   -1.1931   -2.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0851    0.6042   -2.5336 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  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
  9 30  1  0
  4 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  0
 34 35  2  0
 34  2  1  0
 30  5  1  0
 28 20  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  5 40  1  1
  6 41  1  0
  6 42  1  0
  7 43  1  6
  8 44  1  0
  9 45  1  1
 10 46  1  0
 10 47  1  0
 14 48  1  0
 18 49  1  0
 20 50  1  1
 22 51  1  1
 23 52  1  0
 23 53  1  0
 23 54  1  0
 26 55  1  1
 27 56  1  0
 28 57  1  6
 29 58  1  0
 33 59  1  0
M  END

 
  Mrv0541 07101213072D          
 
 35 37  0  0  1  0            999 V2000
   16.7582  -10.1782    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.1897   -8.9558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0846   -9.6976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5009  -10.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4782   -8.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9125   -8.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4262  -10.1782    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.6759  -10.9654    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.4782   -7.6994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7630   -8.9407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9125   -7.6994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6427   -9.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1877  -11.6315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1934   -7.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6277   -7.2869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0297  -10.4696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1897   -6.4657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2046  -10.4659    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.3834  -10.4659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2046   -9.6446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2046  -11.2909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5584  -10.4659    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.7371  -10.4696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5584   -9.6446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5584  -11.2909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0219  -10.8784    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0219  -11.6996    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3029  -10.4696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3029  -12.1121    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7371  -12.1121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5914  -10.8784    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5914  -11.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3105  -12.9371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8875  -10.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8875  -12.1121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  2  0  0  0  0
  6 11  2  0  0  0  0
  7 12  1  1  0  0  0
  8 13  1  6  0  0  0
  9 14  1  0  0  0  0
 11 15  1  0  0  0  0
 12 16  1  0  0  0  0
 14 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  2  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  2  0  0  0  0
 26 23  1  6  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  6  0  0  0
 28 31  1  0  0  0  0
 29 32  1  0  0  0  0
 29 33  1  6  0  0  0
 31 34  1  6  0  0  0
 32 35  2  0  0  0  0
  7  8  1  0  0  0  0
 11 14  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054467

> <DATABASE_NAME>
MIME

> <SMILES>
C[C@@H]1O[C@H](OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H](C[C@@H]2O)N2C=C(C)C(=O)NC2=O)[C@H](O)[C@H](O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H24N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-10,12-13,15,19,21-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8-,9+,10+,12+,13+,15+/m0/s1

> <INCHI_KEY>
PSXWNITXWWECNY-LPVGZGSHSA-N

> <FORMULA>
C16H24N2O15P2

> <MOLECULAR_WEIGHT>
546.3137

> <EXACT_MASS>
546.065191132

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
45.26414065005398

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3R,4S,6S)-3,4-dihydroxy-6-methyl-5-oxooxan-2-yl]oxy}({[hydroxy({[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphoryl]oxy})phosphinic acid

> <ALOGPS_LOGP>
-0.93

> <JCHEM_LOGP>
-2.038333385333333

> <ALOGPS_LOGS>
-1.68

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.156267955531494

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7324983702137238

> <JCHEM_PKA_STRONGEST_BASIC>
-3.240344259094388

> <JCHEM_POLAR_SURFACE_AREA>
247.91999999999993

> <JCHEM_REFRACTIVITY>
106.9918

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.13e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dtdp-4-keto-L-rhamnose

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304343
     RDKit          3D
dTDP-4-dehydro-6-deoxy-beta-L-mannose
 59 61  0  0  0  0  0  0  0  0999 V2000
   -8.8902   -0.7823    1.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9721   -0.3419    0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5842   -0.2535    0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8045    0.1337   -0.1902 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3959    0.0939   -0.0228 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7385   -0.7532   -1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5184    0.1310   -1.4652 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4192   -0.6893   -1.7547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4239    0.8271   -0.1384 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2025    1.5383    0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1814    0.5535   -0.1357 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4684   -0.0079    1.3321 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.2781    0.5635    2.5081 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0739   -1.7143    1.3774 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0931    0.0930    1.4000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7742    0.1567   -0.1352 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.1966    1.6131   -0.3373 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436   -0.2373   -1.3304 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1452   -0.8463   -0.2297 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2760   -0.1425    0.1784 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1017   -0.8099    1.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0683    0.0572    1.5042 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8819   -0.4981    2.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9415    0.4538    0.3692 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1236    0.3139    0.4099 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2592    1.0239   -0.8242 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0287    0.9274   -1.9619 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9728    0.2844   -1.1077 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1248   -0.7987   -1.9565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6854    1.3138    0.0056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3235    0.4435   -1.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6012    0.8016   -2.3058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6866    0.3657   -1.5880 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4961   -0.0194   -0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7455   -0.1151   -0.7506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5794   -0.2857    2.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8801   -1.8873    1.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9452   -0.5341    1.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1638   -0.5075    1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0658   -0.4359    0.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3210   -1.7088   -0.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3622   -0.9780   -1.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7603    0.8758   -2.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8551   -0.1837   -2.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4471   -0.0714    0.6688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9804    2.3665   -0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1199    1.8538    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900   -2.0264    0.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9103    0.1260   -2.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9099    0.8096    0.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4980    0.9582    1.8886 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3085    0.3707    3.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7146   -1.1391    2.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2692   -1.1082    3.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0399    2.1152   -0.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0873   -0.0337   -2.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2830    1.0415   -1.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2283   -1.1931   -2.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0851    0.6042   -2.5336 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  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
  9 30  1  0
  4 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  0
 34 35  2  0
 34  2  1  0
 30  5  1  0
 28 20  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  5 40  1  1
  6 41  1  0
  6 42  1  0
  7 43  1  6
  8 44  1  0
  9 45  1  1
 10 46  1  0
 10 47  1  0
 14 48  1  0
 18 49  1  0
 20 50  1  1
 22 51  1  1
 23 52  1  0
 23 53  1  0
 23 54  1  0
 26 55  1  1
 27 56  1  0
 28 57  1  6
 29 58  1  0
 33 59  1  0
M  END

HEADER    PROTEIN                                 10-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JUL-12         0                                  
HETATM    1  C   UNK     0      31.282 -18.999   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      32.087 -16.718   0.000  0.00  0.00           N+0
HETATM    3  O   UNK     0      30.025 -18.102   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      30.802 -20.469   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      30.759 -15.926   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      33.437 -15.926   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      28.795 -18.999   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      29.262 -20.469   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      30.759 -14.372   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0      29.424 -16.689   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      33.437 -14.372   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      27.333 -18.519   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      28.350 -21.712   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      32.094 -13.609   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      34.772 -13.602   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      26.189 -19.543   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      32.087 -12.069   0.000  0.00  0.00           O+0
HETATM   18  P   UNK     0      24.649 -19.536   0.000  0.00  0.00           P+0
HETATM   19  O   UNK     0      23.116 -19.536   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      24.649 -18.003   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      24.649 -21.076   0.000  0.00  0.00           O+0
HETATM   22  P   UNK     0      21.576 -19.536   0.000  0.00  0.00           P+0
HETATM   23  O   UNK     0      20.043 -19.543   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      21.576 -18.003   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      21.576 -21.076   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      18.708 -20.306   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.708 -21.839   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      17.365 -19.543   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      17.365 -22.609   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      20.043 -22.609   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      16.037 -20.306   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      16.037 -21.839   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      17.380 -24.149   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      14.723 -19.543   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      14.723 -22.609   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9   10                                                  
CONECT    6    2   11                                                       
CONECT    7    3   12    8                                                  
CONECT    8    4   13    7                                                  
CONECT    9    5   14                                                       
CONECT   10    5                                                            
CONECT   11    6   15   14                                                  
CONECT   12    7   16                                                       
CONECT   13    8                                                            
CONECT   14    9   17   11                                                  
CONECT   15   11                                                            
CONECT   16   12   18                                                       
CONECT   17   14                                                            
CONECT   18   16   19   20   21                                             
CONECT   19   18   22                                                       
CONECT   20   18                                                            
CONECT   21   18                                                            
CONECT   22   19   23   24   25                                             
CONECT   23   22   26                                                       
CONECT   24   22                                                            
CONECT   25   22                                                            
CONECT   26   23   27   28                                                  
CONECT   27   26   29   30                                                  
CONECT   28   26   31                                                       
CONECT   29   27   32   33                                                  
CONECT   30   27                                                            
CONECT   31   28   34   32                                                  
CONECT   32   29   35   31                                                  
CONECT   33   29                                                            
CONECT   34   31                                                            
CONECT   35   32                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

COMPND    HMDB0304343
HETATM    1  C1  UNL     1      -8.890  -0.782   1.720  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.972  -0.342   0.646  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.584  -0.254   0.828  1.00  0.00           C  
HETATM    4  N1  UNL     1      -5.804   0.134  -0.190  1.00  0.00           N  
HETATM    5  C4  UNL     1      -4.396   0.094  -0.023  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.739  -0.753  -1.127  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.518   0.131  -1.465  1.00  0.00           C  
HETATM    8  O1  UNL     1      -1.419  -0.689  -1.755  1.00  0.00           O  
HETATM    9  C7  UNL     1      -2.424   0.827  -0.138  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.203   1.538   0.222  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.181   0.554  -0.136  1.00  0.00           O  
HETATM   12  P1  UNL     1       0.468  -0.008   1.332  1.00  0.00           P  
HETATM   13  O3  UNL     1      -0.278   0.563   2.508  1.00  0.00           O  
HETATM   14  O4  UNL     1       0.074  -1.714   1.377  1.00  0.00           O  
HETATM   15  O5  UNL     1       2.093   0.093   1.400  1.00  0.00           O  
HETATM   16  P2  UNL     1       2.774   0.157  -0.135  1.00  0.00           P  
HETATM   17  O6  UNL     1       3.197   1.613  -0.337  1.00  0.00           O  
HETATM   18  O7  UNL     1       1.644  -0.237  -1.330  1.00  0.00           O  
HETATM   19  O8  UNL     1       4.145  -0.846  -0.230  1.00  0.00           O  
HETATM   20  C9  UNL     1       5.276  -0.143   0.178  1.00  0.00           C  
HETATM   21  O9  UNL     1       6.102  -0.810   1.032  1.00  0.00           O  
HETATM   22  C10 UNL     1       7.068   0.057   1.504  1.00  0.00           C  
HETATM   23  C11 UNL     1       7.882  -0.498   2.633  1.00  0.00           C  
HETATM   24  C12 UNL     1       7.942   0.454   0.369  1.00  0.00           C  
HETATM   25  O10 UNL     1       9.124   0.314   0.410  1.00  0.00           O  
HETATM   26  C13 UNL     1       7.259   1.024  -0.824  1.00  0.00           C  
HETATM   27  O11 UNL     1       8.029   0.927  -1.962  1.00  0.00           O  
HETATM   28  C14 UNL     1       5.973   0.284  -1.108  1.00  0.00           C  
HETATM   29  O12 UNL     1       6.125  -0.799  -1.957  1.00  0.00           O  
HETATM   30  O13 UNL     1      -3.685   1.314   0.006  1.00  0.00           O  
HETATM   31  C15 UNL     1      -6.323   0.443  -1.382  1.00  0.00           C  
HETATM   32  O14 UNL     1      -5.601   0.802  -2.306  1.00  0.00           O  
HETATM   33  N2  UNL     1      -7.687   0.366  -1.588  1.00  0.00           N  
HETATM   34  C16 UNL     1      -8.496  -0.019  -0.606  1.00  0.00           C  
HETATM   35  O15 UNL     1      -9.745  -0.115  -0.751  1.00  0.00           O  
HETATM   36  H1  UNL     1      -8.579  -0.286   2.639  1.00  0.00           H  
HETATM   37  H2  UNL     1      -8.880  -1.887   1.875  1.00  0.00           H  
HETATM   38  H3  UNL     1      -9.945  -0.534   1.473  1.00  0.00           H  
HETATM   39  H4  UNL     1      -6.164  -0.508   1.780  1.00  0.00           H  
HETATM   40  H5  UNL     1      -4.066  -0.436   0.937  1.00  0.00           H  
HETATM   41  H6  UNL     1      -3.321  -1.709  -0.702  1.00  0.00           H  
HETATM   42  H7  UNL     1      -4.362  -0.978  -1.965  1.00  0.00           H  
HETATM   43  H8  UNL     1      -2.760   0.876  -2.212  1.00  0.00           H  
HETATM   44  H9  UNL     1      -0.855  -0.184  -2.401  1.00  0.00           H  
HETATM   45  H10 UNL     1      -2.447  -0.071   0.669  1.00  0.00           H  
HETATM   46  H11 UNL     1      -0.980   2.367  -0.535  1.00  0.00           H  
HETATM   47  H12 UNL     1      -1.120   1.854   1.231  1.00  0.00           H  
HETATM   48  H13 UNL     1       0.090  -2.026   0.415  1.00  0.00           H  
HETATM   49  H14 UNL     1       1.910   0.126  -2.189  1.00  0.00           H  
HETATM   50  H15 UNL     1       4.910   0.810   0.649  1.00  0.00           H  
HETATM   51  H16 UNL     1       6.498   0.958   1.889  1.00  0.00           H  
HETATM   52  H17 UNL     1       8.308   0.371   3.196  1.00  0.00           H  
HETATM   53  H18 UNL     1       8.715  -1.139   2.231  1.00  0.00           H  
HETATM   54  H19 UNL     1       7.269  -1.108   3.302  1.00  0.00           H  
HETATM   55  H20 UNL     1       7.040   2.115  -0.656  1.00  0.00           H  
HETATM   56  H21 UNL     1       8.087  -0.034  -2.219  1.00  0.00           H  
HETATM   57  H22 UNL     1       5.283   1.042  -1.582  1.00  0.00           H  
HETATM   58  H23 UNL     1       5.228  -1.193  -2.107  1.00  0.00           H  
HETATM   59  H24 UNL     1      -8.085   0.604  -2.534  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3    3   34
CONECT    3    4   39
CONECT    4    5   31
CONECT    5    6   30   40
CONECT    6    7   41   42
CONECT    7    8    9   43
CONECT    8   44
CONECT    9   10   30   45
CONECT   10   11   46   47
CONECT   11   12
CONECT   12   13   13   14   15
CONECT   14   48
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   18   49
CONECT   19   20
CONECT   20   21   28   50
CONECT   21   22
CONECT   22   23   24   51
CONECT   23   52   53   54
CONECT   24   25   25   26
CONECT   26   27   28   55
CONECT   27   56
CONECT   28   29   57
CONECT   29   58
CONECT   31   32   32   33
CONECT   33   34   59
CONECT   34   35   35
END

HMDB0304343
     RDKit          3D
dTDP-4-dehydro-6-deoxy-beta-L-mannose
 59 61  0  0  0  0  0  0  0  0999 V2000
   -8.8902   -0.7823    1.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9721   -0.3419    0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5842   -0.2535    0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8045    0.1337   -0.1902 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3959    0.0939   -0.0228 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7385   -0.7532   -1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5184    0.1310   -1.4652 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4192   -0.6893   -1.7547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4239    0.8271   -0.1384 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2025    1.5383    0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1814    0.5535   -0.1357 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4684   -0.0079    1.3321 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.2781    0.5635    2.5081 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0739   -1.7143    1.3774 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0931    0.0930    1.4000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7742    0.1567   -0.1352 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.1966    1.6131   -0.3373 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436   -0.2373   -1.3304 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1452   -0.8463   -0.2297 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2760   -0.1425    0.1784 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1017   -0.8099    1.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0683    0.0572    1.5042 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8819   -0.4981    2.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9415    0.4538    0.3692 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1236    0.3139    0.4099 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2592    1.0239   -0.8242 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0287    0.9274   -1.9619 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9728    0.2844   -1.1077 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1248   -0.7987   -1.9565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6854    1.3138    0.0056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3235    0.4435   -1.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6012    0.8016   -2.3058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6866    0.3657   -1.5880 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4961   -0.0194   -0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7455   -0.1151   -0.7506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5794   -0.2857    2.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8801   -1.8873    1.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9452   -0.5341    1.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1638   -0.5075    1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0658   -0.4359    0.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3210   -1.7088   -0.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3622   -0.9780   -1.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7603    0.8758   -2.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8551   -0.1837   -2.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4471   -0.0714    0.6688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9804    2.3665   -0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1199    1.8538    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900   -2.0264    0.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9103    0.1260   -2.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9099    0.8096    0.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4980    0.9582    1.8886 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3085    0.3707    3.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7146   -1.1391    2.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2692   -1.1082    3.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0399    2.1152   -0.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0873   -0.0337   -2.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2830    1.0415   -1.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2283   -1.1931   -2.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0851    0.6042   -2.5336 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  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
  9 30  1  0
  4 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  0
 34 35  2  0
 34  2  1  0
 30  5  1  0
 28 20  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  5 40  1  1
  6 41  1  0
  6 42  1  0
  7 43  1  6
  8 44  1  0
  9 45  1  1
 10 46  1  0
 10 47  1  0
 14 48  1  0
 18 49  1  0
 20 50  1  1
 22 51  1  1
 23 52  1  0
 23 53  1  0
 23 54  1  0
 26 55  1  1
 27 56  1  0
 28 57  1  6
 29 58  1  0
 33 59  1  0
M  END

Synonyms

Value	Source
dTDP-4-KETO-L-rhamnose	ChEBI
dTDP-4-oxo-6-Deoxy-L-mannose	ChEBI
dTDP-4-oxo-L-Rhamnose	ChEBI
dTDP-6-Deoxy-beta-L-lyxo-hex-4-ulose	ChEBI
dTDP-4-Dehydro-6-deoxy-beta-L-mannose	Kegg
dTDP-6-Deoxy-b-L-lyxo-hex-4-ulose	Generator
dTDP-6-Deoxy-β-L-lyxo-hex-4-ulose	Generator
dTDP-4-Dehydro-6-deoxy-b-L-mannose	Generator
dTDP-4-Dehydro-6-deoxy-β-L-mannose	Generator
dTDP-4-Dehydro-b-L-rhamnose	Generator
dTDP-4-Dehydro-β-L-rhamnose	Generator

Molecular Formula

C₁₆H₂₄N₂O₁₅P₂

Average Mass

546.3137

Monoisotopic Mass

546.065191132

IUPAC Name

{[(2R,3R,4S,6S)-3,4-dihydroxy-6-methyl-5-oxooxan-2-yl]oxy}({[hydroxy({[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphoryl]oxy})phosphinic acid

Traditional Name

dtdp-4-keto-L-rhamnose

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@H](OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H](C[C@@H]2O)N2C=C(C)C(=O)NC2=O)[C@H](O)[C@H](O)C1=O

InChI Identifier

InChI=1S/C16H24N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-10,12-13,15,19,21-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8-,9+,10+,12+,13+,15+/m0/s1

InChI Key

PSXWNITXWWECNY-LPVGZGSHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Kaurane diterpenoids

Alternative Parents

Substituents

Kaurane diterpenoid
Cyclic alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	11.3 g/L	ALOGPS
logP	-0.93	ALOGPS
logP	-2	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	1.73	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	247.92 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	106.99 m³·mol⁻¹	ChemAxon
Polarizability	45.26 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_32) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0900000000-d8bcab3cb69bb9b31977	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-3911000000-e257b0c304ce6807e2ed	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-4900000000-ad5cfef5709e8b291915	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0f6t-3303290000-7fe9024fb90fd086b54e	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0w4l-8905010000-ce0f223b98fc4e83f4b0	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a6u-5901000000-b3d378b57fb833ddd965	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002b-0301090000-2b178203d01f87884f2e	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-9864440000-97fb5055e9291bb118ba	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05di-9510000000-03d88eb4122699f5460b	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0000090000-7f4d40042dbc95c44622	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056r-9404310000-f137c2cfff47fd5ef4e3	2021-10-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-2309100000-9ccb4e49f4478067383b	2021-10-21	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

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

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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
Bacteria	Proteobacteria	9	Human ; Human feces; Human subgingival plaque; Human saliva; Human feces; pleural fluid plaque; bal; Human stool
Archaea/Archaea	Euryarchaeota	1
Bacteria	Actinobacteria	5	Human

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0304343

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030837

KNApSAcK ID

Not Available

Chemspider ID

391477

KEGG Compound ID

C00688

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

443211

PDB ID

Not Available

ChEBI ID

45868

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for dTDP-4-dehydro-beta-L-rhamnose (MMDBc0054467)

MOL for #<Metabolite:0x00007fdb182ef0b8>

3D MOL for #<Metabolite:0x00007fdb182ef0b8>

3D SDF for #<Metabolite:0x00007fdb182ef0b8>

3D-SDF for #<Metabolite:0x00007fdb182ef0b8>

PDB for #<Metabolite:0x00007fdb182ef0b8>

3D PDB for #<Metabolite:0x00007fdb182ef0b8>

SMILES for #<Metabolite:0x00007fdb182ef0b8>

INCHI for #<Metabolite:0x00007fdb182ef0b8>

Structure for #<Metabolite:0x00007fdb182ef0b8>

3D Structure for #<Metabolite:0x00007fdb182ef0b8>