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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:38:34 UTC

Update Date

2021-09-26 23:04:17 UTC

HMDB ID

HMDB0251973

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Estramustine phosphate

Description

Estramustine phosphate belongs to the class of organic compounds known as estrane steroids. These are steroids with a structure based on the estrane skeleton. Based on a literature review very few articles have been published on Estramustine phosphate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Estramustine phosphate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Estramustine phosphate is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1652309081720392D          

 33 36  0  0  0  0            999 V2000
    2.8606   -0.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4481    0.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9632   -0.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1427   -0.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8071    0.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2921    0.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1125    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7256    1.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4401    0.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2686    0.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8206   -0.4249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6276   -0.2534    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.4346   -0.0819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4561    0.5535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7991   -1.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9565    1.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1360    1.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3488    1.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0132    0.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4982   -0.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3186   -0.2206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6542    0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1693    1.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4747    0.6193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9596   -0.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6240   -0.8018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7801    0.0381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2650   -0.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0855   -0.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5704   -1.2105    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.1156    0.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9361    0.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2717    1.6316    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

HMDB0251973
     RDKit          3D
Estramustine phosphate
 65 68  0  0  0  0  0  0  0  0999 V2000
   -5.1340   -1.3660   -0.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0857   -0.2679   -0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4151   -0.1272   -2.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9393    0.0728   -1.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2466   -1.0446   -1.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0858   -0.6410   -0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7571    0.5083   -1.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0209    0.8085   -0.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6582   -0.0153    0.2084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9339    0.3062    0.6644 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0254   -0.1887   -0.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8304   -0.9163   -1.0500 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3427    0.1029    0.3855 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4369   -0.4349   -0.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7995   -1.7962    0.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2747   -1.6702    1.8594 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.5174    0.9654    1.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5795    2.4258    1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7924    3.4103    2.5711 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0148   -1.1728    0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7636   -1.4300    0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0476   -2.6453    0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3104   -2.1154    1.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0622   -1.6125   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1422   -0.6839    0.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6344    0.5495    1.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6095    1.6579    0.6784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6730    1.0077   -0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1010    1.7893   -1.2187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7546    2.0458   -1.2192 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.5061    0.9650   -0.4517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3765    2.0007   -2.8065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0838    3.5710   -0.5679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4801   -1.7037    0.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6086   -2.2283   -1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9489   -1.0638   -1.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8349    0.8027   -2.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6594   -0.9525   -2.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5242    0.0980   -2.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7430    1.0752   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0709   -1.8508   -1.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2522    1.1486   -1.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5521    1.7066   -1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3073    0.2519   -0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1286   -0.5517   -1.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6303   -2.2628   -0.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8902   -2.4310    0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6551    0.8154    2.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4758    0.6806    2.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4461    2.5169    0.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6304    2.6622    0.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5193   -1.8126    1.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5385   -3.1290    1.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1173   -3.3573   -0.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0753   -1.2974    1.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8514   -2.9533    1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6293   -2.5168   -0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7463   -1.2661    1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5955    0.8054    0.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7037    0.4400    2.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0668    2.4679    0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1059    2.0906    1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5350    0.7024    0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2601    2.9077   -3.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2758    4.1462   -0.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
  9 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 30 33  1  0
 25  2  1  0
 28  2  1  0
 24  5  1  0
 21  6  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  7 42  1  0
  8 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 20 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 26 59  1  0
 26 60  1  0
 27 61  1  0
 27 62  1  0
 28 63  1  0
 32 64  1  0
 33 65  1  0
M  END

  Mrv1652309081720392D          

 33 36  0  0  0  0            999 V2000
    2.8606   -0.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4481    0.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9632   -0.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1427   -0.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8071    0.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2921    0.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1125    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7256    1.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4401    0.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2686    0.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8206   -0.4249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6276   -0.2534    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.4346   -0.0819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4561    0.5535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7991   -1.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9565    1.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1360    1.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3488    1.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0132    0.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4982   -0.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3186   -0.2206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6542    0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1693    1.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4747    0.6193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9596   -0.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6240   -0.8018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7801    0.0381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2650   -0.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0855   -0.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5704   -1.2105    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.1156    0.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9361    0.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2717    1.6316    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
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 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251973

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12CCC3C(CCC4=C3C=CC(OC(=O)N(CCCl)CCCl)=C4)C1CCC2OP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H32Cl2NO6P/c1-23-9-8-18-17-5-3-16(31-22(27)26(12-10-24)13-11-25)14-15(17)2-4-19(18)20(23)6-7-21(23)32-33(28,29)30/h3,5,14,18-21H,2,4,6-13H2,1H3,(H2,28,29,30)

> <INCHI_KEY>
ADFOJJHRTBFFOF-UHFFFAOYSA-N

> <FORMULA>
C23H32Cl2NO6P

> <MOLECULAR_WEIGHT>
520.38

> <EXACT_MASS>
519.1344302

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
53.16034538960205

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(5-{[bis(2-chloroethyl)carbamoyl]oxy}-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-yl)oxy]phosphonic acid

> <ALOGPS_LOGP>
4.23

> <JCHEM_LOGP>
4.975547878666667

> <ALOGPS_LOGS>
-6.05

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.884563323113224

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.857862348342322

> <JCHEM_POLAR_SURFACE_AREA>
96.3

> <JCHEM_REFRACTIVITY>
127.08579999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.68e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5-{[bis(2-chloroethyl)carbamoyl]oxy}-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-yl)oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251973
     RDKit          3D
Estramustine phosphate
 65 68  0  0  0  0  0  0  0  0999 V2000
   -5.1340   -1.3660   -0.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0857   -0.2679   -0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4151   -0.1272   -2.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9393    0.0728   -1.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2466   -1.0446   -1.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0858   -0.6410   -0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7571    0.5083   -1.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0209    0.8085   -0.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6582   -0.0153    0.2084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9339    0.3062    0.6644 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0254   -0.1887   -0.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8304   -0.9163   -1.0500 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3427    0.1029    0.3855 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4369   -0.4349   -0.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7995   -1.7962    0.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2747   -1.6702    1.8594 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.5174    0.9654    1.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5795    2.4258    1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7924    3.4103    2.5711 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0148   -1.1728    0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7636   -1.4300    0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0476   -2.6453    0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3104   -2.1154    1.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0622   -1.6125   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1422   -0.6839    0.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6344    0.5495    1.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6095    1.6579    0.6784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6730    1.0077   -0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1010    1.7893   -1.2187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7546    2.0458   -1.2192 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.5061    0.9650   -0.4517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3765    2.0007   -2.8065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0838    3.5710   -0.5679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4801   -1.7037    0.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6086   -2.2283   -1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9489   -1.0638   -1.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8349    0.8027   -2.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6594   -0.9525   -2.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5242    0.0980   -2.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7430    1.0752   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0709   -1.8508   -1.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2522    1.1486   -1.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5521    1.7066   -1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3073    0.2519   -0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1286   -0.5517   -1.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6303   -2.2628   -0.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8902   -2.4310    0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6551    0.8154    2.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4758    0.6806    2.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4461    2.5169    0.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6304    2.6622    0.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5193   -1.8126    1.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5385   -3.1290    1.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1173   -3.3573   -0.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0753   -1.2974    1.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8514   -2.9533    1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6293   -2.5168   -0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7463   -1.2661    1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5955    0.8054    0.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7037    0.4400    2.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0668    2.4679    0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1059    2.0906    1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5350    0.7024    0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2601    2.9077   -3.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2758    4.1462   -0.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
  9 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 30 33  1  0
 25  2  1  0
 28  2  1  0
 24  5  1  0
 21  6  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  7 42  1  0
  8 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 20 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 26 59  1  0
 26 60  1  0
 27 61  1  0
 27 62  1  0
 28 63  1  0
 32 64  1  0
 33 65  1  0
M  END

HEADER    PROTEIN                                 08-SEP-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-17         0                                  
HETATM    1  C   UNK     0       5.340  -1.143   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.570   0.190   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.665  -1.056   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.133  -0.895   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.507   0.512   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.412   1.758   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.943   1.597   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.088   2.627   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.422   1.857   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.101   0.351   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.132  -0.793   0.000  0.00  0.00           O+0
HETATM   12  P   UNK     0       8.638  -0.473   0.000  0.00  0.00           P+0
HETATM   13  O   UNK     0      10.145  -0.153   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       8.318   1.033   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       8.958  -1.979   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.785   3.165   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.254   3.326   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.651   2.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.025   0.673   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.930  -0.573   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.461  -0.412   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.088   0.995   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.183   2.241   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.619   1.156   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -5.525  -0.090   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.898  -1.497   0.000  0.00  0.00           O+0
HETATM   27  N   UNK     0      -7.056   0.071   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0      -7.961  -1.175   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -9.493  -1.014   0.000  0.00  0.00           C+0
HETATM   30 Cl   UNK     0     -10.398  -2.260   0.000  0.00  0.00          Cl+0
HETATM   31  C   UNK     0      -7.682   1.478   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -9.214   1.639   0.000  0.00  0.00           C+0
HETATM   33 Cl   UNK     0      -9.841   3.046   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    7   10                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    2   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
CONECT   16    6   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18    5   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22   18                                                       
CONECT   24   22   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   31                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   27   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0251973
HETATM    1  C1  UNL     1      -5.134  -1.366  -0.821  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.086  -0.268  -0.681  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.415  -0.127  -2.013  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.939   0.073  -1.925  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.247  -1.045  -1.175  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.086  -0.641  -0.728  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.757   0.508  -1.158  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.021   0.808  -0.692  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.658  -0.015   0.208  1.00  0.00           C  
HETATM   10  O1  UNL     1       3.934   0.306   0.664  1.00  0.00           O  
HETATM   11  C10 UNL     1       5.025  -0.189  -0.028  1.00  0.00           C  
HETATM   12  O2  UNL     1       4.830  -0.916  -1.050  1.00  0.00           O  
HETATM   13  N1  UNL     1       6.343   0.103   0.385  1.00  0.00           N  
HETATM   14  C11 UNL     1       7.437  -0.435  -0.362  1.00  0.00           C  
HETATM   15  C12 UNL     1       7.800  -1.796   0.163  1.00  0.00           C  
HETATM   16 CL1  UNL     1       8.275  -1.670   1.859  1.00  0.00          CL  
HETATM   17  C13 UNL     1       6.517   0.965   1.554  1.00  0.00           C  
HETATM   18  C14 UNL     1       6.579   2.426   1.120  1.00  0.00           C  
HETATM   19 CL2  UNL     1       6.792   3.410   2.571  1.00  0.00          CL  
HETATM   20  C15 UNL     1       2.015  -1.173   0.659  1.00  0.00           C  
HETATM   21  C16 UNL     1       0.764  -1.430   0.171  1.00  0.00           C  
HETATM   22  C17 UNL     1       0.048  -2.645   0.634  1.00  0.00           C  
HETATM   23  C18 UNL     1      -1.310  -2.115   1.118  1.00  0.00           C  
HETATM   24  C19 UNL     1      -2.062  -1.613  -0.081  1.00  0.00           C  
HETATM   25  C20 UNL     1      -3.142  -0.684   0.423  1.00  0.00           C  
HETATM   26  C21 UNL     1      -2.634   0.550   1.087  1.00  0.00           C  
HETATM   27  C22 UNL     1      -3.610   1.658   0.678  1.00  0.00           C  
HETATM   28  C23 UNL     1      -4.673   1.008  -0.150  1.00  0.00           C  
HETATM   29  O3  UNL     1      -5.101   1.789  -1.219  1.00  0.00           O  
HETATM   30  P1  UNL     1      -6.755   2.046  -1.219  1.00  0.00           P  
HETATM   31  O4  UNL     1      -7.506   0.965  -0.452  1.00  0.00           O  
HETATM   32  O5  UNL     1      -7.376   2.001  -2.806  1.00  0.00           O  
HETATM   33  O6  UNL     1      -7.084   3.571  -0.568  1.00  0.00           O  
HETATM   34  H1  UNL     1      -5.480  -1.704   0.160  1.00  0.00           H  
HETATM   35  H2  UNL     1      -4.609  -2.228  -1.310  1.00  0.00           H  
HETATM   36  H3  UNL     1      -5.949  -1.064  -1.502  1.00  0.00           H  
HETATM   37  H4  UNL     1      -3.835   0.803  -2.496  1.00  0.00           H  
HETATM   38  H5  UNL     1      -3.659  -0.953  -2.727  1.00  0.00           H  
HETATM   39  H6  UNL     1      -1.524   0.098  -2.951  1.00  0.00           H  
HETATM   40  H7  UNL     1      -1.743   1.075  -1.494  1.00  0.00           H  
HETATM   41  H8  UNL     1      -1.071  -1.851  -1.954  1.00  0.00           H  
HETATM   42  H9  UNL     1       0.252   1.149  -1.864  1.00  0.00           H  
HETATM   43  H10 UNL     1       2.552   1.707  -1.025  1.00  0.00           H  
HETATM   44  H11 UNL     1       8.307   0.252  -0.292  1.00  0.00           H  
HETATM   45  H12 UNL     1       7.129  -0.552  -1.432  1.00  0.00           H  
HETATM   46  H13 UNL     1       8.630  -2.263  -0.442  1.00  0.00           H  
HETATM   47  H14 UNL     1       6.890  -2.431   0.122  1.00  0.00           H  
HETATM   48  H15 UNL     1       5.655   0.815   2.203  1.00  0.00           H  
HETATM   49  H16 UNL     1       7.476   0.681   2.026  1.00  0.00           H  
HETATM   50  H17 UNL     1       7.446   2.517   0.444  1.00  0.00           H  
HETATM   51  H18 UNL     1       5.630   2.662   0.617  1.00  0.00           H  
HETATM   52  H19 UNL     1       2.519  -1.813   1.364  1.00  0.00           H  
HETATM   53  H20 UNL     1       0.538  -3.129   1.492  1.00  0.00           H  
HETATM   54  H21 UNL     1      -0.117  -3.357  -0.207  1.00  0.00           H  
HETATM   55  H22 UNL     1      -1.075  -1.297   1.827  1.00  0.00           H  
HETATM   56  H23 UNL     1      -1.851  -2.953   1.598  1.00  0.00           H  
HETATM   57  H24 UNL     1      -2.629  -2.517  -0.472  1.00  0.00           H  
HETATM   58  H25 UNL     1      -3.746  -1.266   1.159  1.00  0.00           H  
HETATM   59  H26 UNL     1      -1.596   0.805   0.882  1.00  0.00           H  
HETATM   60  H27 UNL     1      -2.704   0.440   2.210  1.00  0.00           H  
HETATM   61  H28 UNL     1      -3.067   2.468   0.123  1.00  0.00           H  
HETATM   62  H29 UNL     1      -4.106   2.091   1.581  1.00  0.00           H  
HETATM   63  H30 UNL     1      -5.535   0.702   0.513  1.00  0.00           H  
HETATM   64  H31 UNL     1      -7.260   2.908  -3.189  1.00  0.00           H  
HETATM   65  H32 UNL     1      -6.276   4.146  -0.759  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   25   28
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6   24   41
CONECT    6    7    7   21
CONECT    7    8   42
CONECT    8    9    9   43
CONECT    9   10   20
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   14   17
CONECT   14   15   44   45
CONECT   15   16   46   47
CONECT   17   18   48   49
CONECT   18   19   50   51
CONECT   20   21   21   52
CONECT   21   22
CONECT   22   23   53   54
CONECT   23   24   55   56
CONECT   24   25   57
CONECT   25   26   58
CONECT   26   27   59   60
CONECT   27   28   61   62
CONECT   28   29   63
CONECT   29   30
CONECT   30   31   31   32   33
CONECT   32   64
CONECT   33   65
END

HMDB0251973
     RDKit          3D
Estramustine phosphate
 65 68  0  0  0  0  0  0  0  0999 V2000
   -5.1340   -1.3660   -0.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0857   -0.2679   -0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4151   -0.1272   -2.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9393    0.0728   -1.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2466   -1.0446   -1.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0858   -0.6410   -0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7571    0.5083   -1.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0209    0.8085   -0.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6582   -0.0153    0.2084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9339    0.3062    0.6644 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0254   -0.1887   -0.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8304   -0.9163   -1.0500 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3427    0.1029    0.3855 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4369   -0.4349   -0.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7995   -1.7962    0.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2747   -1.6702    1.8594 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.5174    0.9654    1.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5795    2.4258    1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7924    3.4103    2.5711 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0148   -1.1728    0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7636   -1.4300    0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0476   -2.6453    0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3104   -2.1154    1.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0622   -1.6125   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1422   -0.6839    0.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6344    0.5495    1.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6095    1.6579    0.6784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6730    1.0077   -0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1010    1.7893   -1.2187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7546    2.0458   -1.2192 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.5061    0.9650   -0.4517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3765    2.0007   -2.8065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0838    3.5710   -0.5679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4801   -1.7037    0.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6086   -2.2283   -1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9489   -1.0638   -1.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8349    0.8027   -2.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6594   -0.9525   -2.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5242    0.0980   -2.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7430    1.0752   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0709   -1.8508   -1.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2522    1.1486   -1.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5521    1.7066   -1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3073    0.2519   -0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1286   -0.5517   -1.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6303   -2.2628   -0.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8902   -2.4310    0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6551    0.8154    2.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4758    0.6806    2.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4461    2.5169    0.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6304    2.6622    0.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5193   -1.8126    1.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5385   -3.1290    1.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1173   -3.3573   -0.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0753   -1.2974    1.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8514   -2.9533    1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6293   -2.5168   -0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7463   -1.2661    1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5955    0.8054    0.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7037    0.4400    2.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0668    2.4679    0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1059    2.0906    1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5350    0.7024    0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2601    2.9077   -3.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2758    4.1462   -0.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
  9 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 30 33  1  0
 25  2  1  0
 28  2  1  0
 24  5  1  0
 21  6  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  7 42  1  0
  8 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 20 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 26 59  1  0
 26 60  1  0
 27 61  1  0
 27 62  1  0
 28 63  1  0
 32 64  1  0
 33 65  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Estramustine phosphoric acid	Generator
[(5-{[bis(2-chloroethyl)carbamoyl]oxy}-15-methyltetracyclo[8.7.0.0,.0,]heptadeca-2,4,6-trien-14-yl)oxy]phosphonate	HMDB
(13-Methyl-17-phosphonooxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl) N,N-bis(2-chloroethyl)carbamic acid	HMDB

Chemical Formula

C₂₃H₃₂Cl₂NO₆P

Average Molecular Weight

520.38

Monoisotopic Molecular Weight

519.1344302

IUPAC Name

[(5-{[bis(2-chloroethyl)carbamoyl]oxy}-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-yl)oxy]phosphonic acid

Traditional Name

(5-{[bis(2-chloroethyl)carbamoyl]oxy}-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-yl)oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CC12CCC3C(CCC4=C3C=CC(OC(=O)N(CCCl)CCCl)=C4)C1CCC2OP(O)(O)=O

InChI Identifier

InChI=1S/C23H32Cl2NO6P/c1-23-9-8-18-17-5-3-16(31-22(27)26(12-10-24)13-11-25)14-15(17)2-4-19(18)20(23)6-7-21(23)32-33(28,29)30/h3,5,14,18-21H,2,4,6-13H2,1H3,(H2,28,29,30)

InChI Key

ADFOJJHRTBFFOF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as estrane steroids. These are steroids with a structure based on the estrane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Estrane steroids

Direct Parent

Estrane steroids

Alternative Parents

Substituents

Estrane-skeleton
Phenanthrene
Tetralin
Nitrogen mustard
Monoalkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Benzenoid
Carbamic acid ester
Carbonic acid derivative
Organic oxide
Alkyl halide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organochloride
Alkyl chloride
Organohalogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0251973)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.23	ALOGPS
logP	4.98	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.3 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	127.09 m³·mol⁻¹	ChemAxon
Polarizability	53.16 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	245.838	30932474
DeepCCS	[M+Na]+	221.065	30932474
AllCCS	[M+H]+	211.7	32859911
AllCCS	[M+H-H2O]+	210.3	32859911
AllCCS	[M+NH4]+	212.9	32859911
AllCCS	[M+Na]+	213.2	32859911
AllCCS	[M-H]-	202.9	32859911
AllCCS	[M+Na-2H]-	204.2	32859911
AllCCS	[M+HCOO]-	205.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Estramustine phosphate	CC12CCC3C(CCC4=C3C=CC(OC(=O)N(CCCl)CCCl)=C4)C1CCC2OP(O)(O)=O	4140.8	Standard polar	33892256
Estramustine phosphate	CC12CCC3C(CCC4=C3C=CC(OC(=O)N(CCCl)CCCl)=C4)C1CCC2OP(O)(O)=O	3520.7	Standard non polar	33892256
Estramustine phosphate	CC12CCC3C(CCC4=C3C=CC(OC(=O)N(CCCl)CCCl)=C4)C1CCC2OP(O)(O)=O	4071.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Estramustine phosphate,1TMS,isomer #1	CC12CCC3C4=CC=C(OC(=O)N(CCCl)CCCl)C=C4CCC3C1CCC2OP(=O)(O)O[Si](C)(C)C	4083.8	Semi standard non polar	33892256
Estramustine phosphate,1TMS,isomer #1	CC12CCC3C4=CC=C(OC(=O)N(CCCl)CCCl)C=C4CCC3C1CCC2OP(=O)(O)O[Si](C)(C)C	3840.5	Standard non polar	33892256
Estramustine phosphate,1TMS,isomer #1	CC12CCC3C4=CC=C(OC(=O)N(CCCl)CCCl)C=C4CCC3C1CCC2OP(=O)(O)O[Si](C)(C)C	4838.1	Standard polar	33892256
Estramustine phosphate,2TMS,isomer #1	CC12CCC3C4=CC=C(OC(=O)N(CCCl)CCCl)C=C4CCC3C1CCC2OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	4039.6	Semi standard non polar	33892256
Estramustine phosphate,2TMS,isomer #1	CC12CCC3C4=CC=C(OC(=O)N(CCCl)CCCl)C=C4CCC3C1CCC2OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3917.3	Standard non polar	33892256
Estramustine phosphate,2TMS,isomer #1	CC12CCC3C4=CC=C(OC(=O)N(CCCl)CCCl)C=C4CCC3C1CCC2OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	4505.6	Standard polar	33892256
Estramustine phosphate,1TBDMS,isomer #1	CC12CCC3C4=CC=C(OC(=O)N(CCCl)CCCl)C=C4CCC3C1CCC2OP(=O)(O)O[Si](C)(C)C(C)(C)C	4296.7	Semi standard non polar	33892256
Estramustine phosphate,1TBDMS,isomer #1	CC12CCC3C4=CC=C(OC(=O)N(CCCl)CCCl)C=C4CCC3C1CCC2OP(=O)(O)O[Si](C)(C)C(C)(C)C	4081.2	Standard non polar	33892256
Estramustine phosphate,1TBDMS,isomer #1	CC12CCC3C4=CC=C(OC(=O)N(CCCl)CCCl)C=C4CCC3C1CCC2OP(=O)(O)O[Si](C)(C)C(C)(C)C	4947.1	Standard polar	33892256
Estramustine phosphate,2TBDMS,isomer #1	CC12CCC3C4=CC=C(OC(=O)N(CCCl)CCCl)C=C4CCC3C1CCC2OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4398.8	Semi standard non polar	33892256
Estramustine phosphate,2TBDMS,isomer #1	CC12CCC3C4=CC=C(OC(=O)N(CCCl)CCCl)C=C4CCC3C1CCC2OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4362.3	Standard non polar	33892256
Estramustine phosphate,2TBDMS,isomer #1	CC12CCC3C4=CC=C(OC(=O)N(CCCl)CCCl)C=C4CCC3C1CCC2OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4667.1	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Estramustine phosphate 10V, Positive-QTOF	splash10-00di-0000390000-4973e0b61bfb3a5dd938	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Estramustine phosphate 20V, Positive-QTOF	splash10-00di-0017900000-f637cd57b471b1d0e77b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Estramustine phosphate 40V, Positive-QTOF	splash10-0bt9-3921000000-572f7df1fe2fc6183fda	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Estramustine phosphate 10V, Negative-QTOF	splash10-00lr-9001260000-b0927f79209eeda2f9ba	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Estramustine phosphate 20V, Negative-QTOF	splash10-001i-9001000000-f864653dcb381fda7394	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Estramustine phosphate 40V, Negative-QTOF	splash10-001i-9000000000-c2fa753da65a4bac80a1	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DBSALT002563

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3153

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Estramustine phosphate

METLIN ID

Not Available

PubChem Compound

3268

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Estramustine phosphate (HMDB0251973)

MOL for HMDB0251973 (Estramustine phosphate)

3D MOL for HMDB0251973 (Estramustine phosphate)

3D SDF for HMDB0251973 (Estramustine phosphate)

3D-SDF for HMDB0251973 (Estramustine phosphate)

PDB for HMDB0251973 (Estramustine phosphate)

3D PDB for HMDB0251973 (Estramustine phosphate)

SMILES for HMDB0251973 (Estramustine phosphate)

INCHI for HMDB0251973 (Estramustine phosphate)

Structure for HMDB0251973 (Estramustine phosphate)

3D Structure for HMDB0251973 (Estramustine phosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

MS/MS Spectra