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enzymes (1) Show 1 protein

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:40 UTC

HMDB ID

HMDB0014573

Secondary Accession Numbers

HMDB14573

Metabolite Identification

Common Name

Carboprost Tromethamine

Description

Carboprost Tromethamine is only found in individuals that have used or taken this drug. It is a nonsteroidal abortifacient agent that is effective in both the first and second trimesters of pregnancy. [PubChem]Carboprost is a synthetic prostaglandin. It binds the prostaglandin E2 receptor, causing myometrial contractions, casuing the induction of labour or the expulsion of the placenta. Prostaglandins occur naturally in the body and act at several sites in the body including the womb (uterus). They act on the muscles of the womb, causing them to contract.

Structure

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


  Mrv1652305171805522D          

 26 26  0  0  1  0            999 V2000
    3.9408   -3.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1123   -2.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8969   -2.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0684   -1.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8531   -1.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0246   -0.7261    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8316   -0.8976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2176   -0.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1961    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9807    0.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1523    1.1428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6002    1.7559    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7798    1.6697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0127    2.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8197    2.2988    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4328    2.8509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9059    1.4784    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6204    1.0659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6204    0.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3349   -0.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0494    0.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7638   -0.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4783    0.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1928   -0.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9072    0.2409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1928   -0.9966    0.0000 O   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
  6  5  1  1  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 15 14  1  0  0  0  0
 15 16  1  6  0  0  0
 17 15  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END

HMDB0014573
     RDKit          3D
Carboprost Tromethamine
 62 62  0  0  0  0  0  0  0  0999 V2000
    4.3723    4.5974    0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2321    3.0945    0.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805    2.7508    0.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5051    1.2769    0.5323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0333    0.8040   -0.7783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7887   -0.6727   -1.0130 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4381   -1.5299    0.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3840   -0.9880   -2.2410 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3116   -0.9162   -1.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7870   -2.1132   -0.8257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859   -2.3768   -0.8691 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8726   -3.5149   -1.8732 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1858   -4.4173   -1.8163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1538   -4.1473   -1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8954   -4.1542    0.1371 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0781   -4.3215    0.8451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1940   -2.8736    0.4460 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1105   -1.8600    1.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4152   -0.5968    1.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7313    0.5879    0.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8902    0.7550    0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8800    1.6968    0.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2357    3.0550    0.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1989    3.9974    1.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3888    3.6596    1.8375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8051    5.2744    1.8361 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2448    4.8470    1.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3885    4.8913    0.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6501    5.1114    0.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6157    2.8432   -0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8588    2.5751    1.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2474    3.1950    1.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3154    3.2346   -0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3894    1.1690    0.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8918    0.7047    1.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1104    0.9798   -0.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4947    1.3419   -1.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4623   -2.5796   -0.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9111   -1.5624    0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5023   -1.2262    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713   -1.8612   -2.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6180   -0.1115   -1.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -2.9255   -0.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2321   -1.5207   -1.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9585   -3.1464   -2.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0971   -5.2448   -1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0213   -3.5412   -1.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2427   -5.1907   -1.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2755   -5.0592    0.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8384   -4.3002    0.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3197   -3.1134    1.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0974   -1.8152    0.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2870   -2.3122    2.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5233   -0.6410    2.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1267    1.4522    1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5142    1.3313   -0.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3390   -0.1345   -0.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8165    1.7744    0.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0750    1.2905    1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3686    2.9947    1.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9135    3.4734   -0.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3739    6.0091    2.1897 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  1  0
  6  8  1  6
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 17 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  7 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  6
 12 45  1  6
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  6
 16 50  1  0
 17 51  1  1
 18 52  1  0
 18 53  1  0
 19 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 23 61  1  0
 26 62  1  0
M  END


  Mrv1652305171805522D          

 26 26  0  0  1  0            999 V2000
    3.9408   -3.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1123   -2.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8969   -2.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0684   -1.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8531   -1.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0246   -0.7261    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8316   -0.8976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2176   -0.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1961    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9807    0.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1523    1.1428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6002    1.7559    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7798    1.6697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0127    2.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8197    2.2988    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4328    2.8509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9059    1.4784    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6204    1.0659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6204    0.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3349   -0.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0494    0.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7638   -0.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4783    0.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1928   -0.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9072    0.2409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1928   -0.9966    0.0000 O   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
  6  5  1  1  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 15 14  1  0  0  0  0
 15 16  1  6  0  0  0
 17 15  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014573

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[C@](C)(O)\C=C\[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H36O5/c1-3-4-9-13-21(2,26)14-12-17-16(18(22)15-19(17)23)10-7-5-6-8-11-20(24)25/h5,7,12,14,16-19,22-23,26H,3-4,6,8-11,13,15H2,1-2H3,(H,24,25)/b7-5-,14-12+/t16-,17-,18+,19+,21+/m1/s1

> <INCHI_KEY>
DLJKPYFALUEJCK-WJDSMEDOSA-N

> <FORMULA>
C21H36O5

> <MOLECULAR_WEIGHT>
368.514

> <EXACT_MASS>
368.256274259

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
43.065320006187065

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z)-7-[(1R,2R,3S,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-3-methyloct-1-en-1-yl]cyclopentyl]hept-5-enoic acid

> <ALOGPS_LOGP>
4.29

> <JCHEM_LOGP>
2.891631085666665

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.513956756173268

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.3552946227378

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2709061809334172

> <JCHEM_POLAR_SURFACE_AREA>
97.99

> <JCHEM_REFRACTIVITY>
105.10889999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15(S)-15-methyl-PGF2α

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014573
     RDKit          3D
Carboprost Tromethamine
 62 62  0  0  0  0  0  0  0  0999 V2000
    4.3723    4.5974    0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2321    3.0945    0.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805    2.7508    0.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5051    1.2769    0.5323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0333    0.8040   -0.7783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7887   -0.6727   -1.0130 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4381   -1.5299    0.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3840   -0.9880   -2.2410 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3116   -0.9162   -1.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7870   -2.1132   -0.8257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859   -2.3768   -0.8691 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8726   -3.5149   -1.8732 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1858   -4.4173   -1.8163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1538   -4.1473   -1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8954   -4.1542    0.1371 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0781   -4.3215    0.8451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1940   -2.8736    0.4460 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1105   -1.8600    1.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4152   -0.5968    1.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7313    0.5879    0.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8902    0.7550    0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8800    1.6968    0.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2357    3.0550    0.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1989    3.9974    1.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3888    3.6596    1.8375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8051    5.2744    1.8361 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2448    4.8470    1.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3885    4.8913    0.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6501    5.1114    0.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6157    2.8432   -0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8588    2.5751    1.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2474    3.1950    1.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3154    3.2346   -0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3894    1.1690    0.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8918    0.7047    1.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1104    0.9798   -0.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4947    1.3419   -1.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4623   -2.5796   -0.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9111   -1.5624    0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5023   -1.2262    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713   -1.8612   -2.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6180   -0.1115   -1.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -2.9255   -0.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2321   -1.5207   -1.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9585   -3.1464   -2.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0971   -5.2448   -1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0213   -3.5412   -1.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2427   -5.1907   -1.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2755   -5.0592    0.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8384   -4.3002    0.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3197   -3.1134    1.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0974   -1.8152    0.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2870   -2.3122    2.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5233   -0.6410    2.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1267    1.4522    1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5142    1.3313   -0.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3390   -0.1345   -0.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8165    1.7744    0.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0750    1.2905    1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3686    2.9947    1.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9135    3.4734   -0.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3739    6.0091    2.1897 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  1  0
  6  8  1  6
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 17 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  7 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  6
 12 45  1  6
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  6
 16 50  1  0
 17 51  1  1
 18 52  1  0
 18 53  1  0
 19 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 23 61  1  0
 26 62  1  0
M  END

HEADER    PROTEIN                                 17-MAY-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-MAY-18         0                                  
HETATM    1  C   UNK     0       7.356  -6.826   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.676  -5.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.141  -4.844   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.461  -3.338   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.926  -2.862   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.246  -1.355   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.752  -1.676   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.740  -1.035   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.566   0.151   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.031   0.627   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.351   2.133   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.320   3.278   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.789   3.117   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      13.090   4.611   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.597   4.291   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      15.741   5.322   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      14.758   2.760   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.091   1.990   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.091   0.450   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.425  -0.320   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.759   0.450   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.092  -0.320   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.426   0.450   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.760  -0.320   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      24.093   0.450   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      22.760  -1.860   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   11   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

COMPND    HMDB0014573
HETATM    1  C1  UNL     1       4.372   4.597   0.810  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.232   3.094   0.639  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.781   2.751   0.681  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.505   1.277   0.532  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.033   0.804  -0.778  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.789  -0.673  -1.013  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.438  -1.530   0.035  1.00  0.00           C  
HETATM    8  O1  UNL     1       3.384  -0.988  -2.241  1.00  0.00           O  
HETATM    9  C8  UNL     1       1.312  -0.916  -1.061  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.787  -2.113  -0.826  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.686  -2.377  -0.869  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.873  -3.515  -1.873  1.00  0.00           C  
HETATM   13  O2  UNL     1       0.186  -4.417  -1.816  1.00  0.00           O  
HETATM   14  C12 UNL     1      -2.154  -4.147  -1.371  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.895  -4.154   0.137  1.00  0.00           C  
HETATM   16  O3  UNL     1      -3.078  -4.322   0.845  1.00  0.00           O  
HETATM   17  C14 UNL     1      -1.194  -2.874   0.446  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.110  -1.860   1.125  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.415  -0.597   1.380  1.00  0.00           C  
HETATM   20  C17 UNL     1      -1.731   0.588   0.920  1.00  0.00           C  
HETATM   21  C18 UNL     1      -2.890   0.755   0.048  1.00  0.00           C  
HETATM   22  C19 UNL     1      -3.880   1.697   0.692  1.00  0.00           C  
HETATM   23  C20 UNL     1      -3.236   3.055   0.921  1.00  0.00           C  
HETATM   24  C21 UNL     1      -4.199   3.997   1.550  1.00  0.00           C  
HETATM   25  O4  UNL     1      -5.389   3.660   1.838  1.00  0.00           O  
HETATM   26  O5  UNL     1      -3.805   5.274   1.836  1.00  0.00           O  
HETATM   27  H1  UNL     1       4.245   4.847   1.876  1.00  0.00           H  
HETATM   28  H2  UNL     1       5.388   4.891   0.504  1.00  0.00           H  
HETATM   29  H3  UNL     1       3.650   5.111   0.154  1.00  0.00           H  
HETATM   30  H4  UNL     1       4.616   2.843  -0.385  1.00  0.00           H  
HETATM   31  H5  UNL     1       4.859   2.575   1.364  1.00  0.00           H  
HETATM   32  H6  UNL     1       2.247   3.195   1.547  1.00  0.00           H  
HETATM   33  H7  UNL     1       2.315   3.235  -0.230  1.00  0.00           H  
HETATM   34  H8  UNL     1       1.389   1.169   0.597  1.00  0.00           H  
HETATM   35  H9  UNL     1       2.892   0.705   1.400  1.00  0.00           H  
HETATM   36  H10 UNL     1       4.110   0.980  -0.917  1.00  0.00           H  
HETATM   37  H11 UNL     1       2.495   1.342  -1.585  1.00  0.00           H  
HETATM   38  H12 UNL     1       3.462  -2.580  -0.364  1.00  0.00           H  
HETATM   39  H13 UNL     1       2.911  -1.562   0.989  1.00  0.00           H  
HETATM   40  H14 UNL     1       4.502  -1.226   0.120  1.00  0.00           H  
HETATM   41  H15 UNL     1       2.971  -1.861  -2.513  1.00  0.00           H  
HETATM   42  H16 UNL     1       0.618  -0.112  -1.293  1.00  0.00           H  
HETATM   43  H17 UNL     1       1.465  -2.926  -0.593  1.00  0.00           H  
HETATM   44  H18 UNL     1      -1.232  -1.521  -1.271  1.00  0.00           H  
HETATM   45  H19 UNL     1      -0.959  -3.146  -2.907  1.00  0.00           H  
HETATM   46  H20 UNL     1      -0.097  -5.245  -1.329  1.00  0.00           H  
HETATM   47  H21 UNL     1      -3.021  -3.541  -1.624  1.00  0.00           H  
HETATM   48  H22 UNL     1      -2.243  -5.191  -1.760  1.00  0.00           H  
HETATM   49  H23 UNL     1      -1.275  -5.059   0.327  1.00  0.00           H  
HETATM   50  H24 UNL     1      -3.838  -4.300   0.205  1.00  0.00           H  
HETATM   51  H25 UNL     1      -0.320  -3.113   1.085  1.00  0.00           H  
HETATM   52  H26 UNL     1      -3.097  -1.815   0.684  1.00  0.00           H  
HETATM   53  H27 UNL     1      -2.287  -2.312   2.153  1.00  0.00           H  
HETATM   54  H28 UNL     1      -0.523  -0.641   2.034  1.00  0.00           H  
HETATM   55  H29 UNL     1      -1.127   1.452   1.185  1.00  0.00           H  
HETATM   56  H30 UNL     1      -2.514   1.331  -0.859  1.00  0.00           H  
HETATM   57  H31 UNL     1      -3.339  -0.135  -0.372  1.00  0.00           H  
HETATM   58  H32 UNL     1      -4.816   1.774   0.127  1.00  0.00           H  
HETATM   59  H33 UNL     1      -4.075   1.290   1.727  1.00  0.00           H  
HETATM   60  H34 UNL     1      -2.369   2.995   1.589  1.00  0.00           H  
HETATM   61  H35 UNL     1      -2.913   3.473  -0.062  1.00  0.00           H  
HETATM   62  H36 UNL     1      -4.374   6.009   2.190  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6   36   37
CONECT    6    7    8    9
CONECT    7   38   39   40
CONECT    8   41
CONECT    9   10   10   42
CONECT   10   11   43
CONECT   11   12   17   44
CONECT   12   13   14   45
CONECT   13   46
CONECT   14   15   47   48
CONECT   15   16   17   49
CONECT   16   50
CONECT   17   18   51
CONECT   18   19   52   53
CONECT   19   20   20   54
CONECT   20   21   55
CONECT   21   22   56   57
CONECT   22   23   58   59
CONECT   23   24   60   61
CONECT   24   25   25   26
CONECT   26   62
END

HMDB0014573
     RDKit          3D
Carboprost Tromethamine
 62 62  0  0  0  0  0  0  0  0999 V2000
    4.3723    4.5974    0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2321    3.0945    0.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805    2.7508    0.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5051    1.2769    0.5323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0333    0.8040   -0.7783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7887   -0.6727   -1.0130 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4381   -1.5299    0.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3840   -0.9880   -2.2410 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3116   -0.9162   -1.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7870   -2.1132   -0.8257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859   -2.3768   -0.8691 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8726   -3.5149   -1.8732 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1858   -4.4173   -1.8163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1538   -4.1473   -1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8954   -4.1542    0.1371 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0781   -4.3215    0.8451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1940   -2.8736    0.4460 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1105   -1.8600    1.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4152   -0.5968    1.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7313    0.5879    0.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8902    0.7550    0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8800    1.6968    0.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2357    3.0550    0.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1989    3.9974    1.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3888    3.6596    1.8375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8051    5.2744    1.8361 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2448    4.8470    1.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3885    4.8913    0.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6501    5.1114    0.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6157    2.8432   -0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8588    2.5751    1.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2474    3.1950    1.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3154    3.2346   -0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3894    1.1690    0.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8918    0.7047    1.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1104    0.9798   -0.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4947    1.3419   -1.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4623   -2.5796   -0.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9111   -1.5624    0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5023   -1.2262    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713   -1.8612   -2.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6180   -0.1115   -1.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -2.9255   -0.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2321   -1.5207   -1.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9585   -3.1464   -2.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0971   -5.2448   -1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0213   -3.5412   -1.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2427   -5.1907   -1.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2755   -5.0592    0.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8384   -4.3002    0.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3197   -3.1134    1.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0974   -1.8152    0.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2870   -2.3122    2.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5233   -0.6410    2.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1267    1.4522    1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5142    1.3313   -0.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3390   -0.1345   -0.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8165    1.7744    0.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0750    1.2905    1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3686    2.9947    1.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9135    3.4734   -0.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3739    6.0091    2.1897 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  1  0
  6  8  1  6
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 17 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  7 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  6
 12 45  1  6
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  6
 16 50  1  0
 17 51  1  1
 18 52  1  0
 18 53  1  0
 19 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 23 61  1  0
 26 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(15S)-15-Methyl-PGF2alpha	ChEBI
(15S)-15-Methylprostaglandin F2alpha	ChEBI
15(S)-15-Methyl-PGF2alpha	ChEBI
15(S)-15-Methylprostaglandin F2alpha	ChEBI
Carboprostum	ChEBI
(15S)-15-Methyl-PGF2a	Generator
(15S)-15-Methyl-PGF2α	Generator
(15S)-15-Methylprostaglandin F2a	Generator
(15S)-15-Methylprostaglandin F2α	Generator
15(S)-15-Methyl-PGF2a	Generator
15(S)-15-Methyl-PGF2α	Generator
15(S)-15-Methylprostaglandin F2a	Generator
15(S)-15-Methylprostaglandin F2α	Generator
(15S)-15-Methyl-PGF2alpha tromethamine salt	HMDB
(15S)-15-Methylprostaglandin F2alpha tromethamine	HMDB
1,3-Dihydroxy-2-(hydroxymethyl)propan-2-aminium (5Z,9alpha,11beta,13E,15S)-9,11,15-trihydroxy-15-methylprosta-5,13-dien-1-Oate	HMDB
15(S)-15-Methyl-PGF2alpha tromethamine salt	HMDB
15(S)-15-Methylprostaglandin F2alpha tromethamine	HMDB
Carboprost trometamol	HMDB
(15S)-15-Methyl-PGF2a tromethamine salt	HMDB
(15S)-15-Methyl-PGF2α tromethamine salt	HMDB
(15S)-15-Methylprostaglandin F2a tromethamine	HMDB
(15S)-15-Methylprostaglandin F2α tromethamine	HMDB
1,3-Dihydroxy-2-(hydroxymethyl)propan-2-aminium (5Z,9a,11b,13E,15S)-9,11,15-trihydroxy-15-methylprosta-5,13-dien-1-Oate	HMDB
1,3-Dihydroxy-2-(hydroxymethyl)propan-2-aminium (5Z,9a,11b,13E,15S)-9,11,15-trihydroxy-15-methylprosta-5,13-dien-1-Oic acid	HMDB
1,3-Dihydroxy-2-(hydroxymethyl)propan-2-aminium (5Z,9alpha,11beta,13E,15S)-9,11,15-trihydroxy-15-methylprosta-5,13-dien-1-Oic acid	HMDB
1,3-Dihydroxy-2-(hydroxymethyl)propan-2-aminium (5Z,9α,11β,13E,15S)-9,11,15-trihydroxy-15-methylprosta-5,13-dien-1-Oate	HMDB
1,3-Dihydroxy-2-(hydroxymethyl)propan-2-aminium (5Z,9α,11β,13E,15S)-9,11,15-trihydroxy-15-methylprosta-5,13-dien-1-Oic acid	HMDB
15(S)-15-Methyl-PGF2a tromethamine salt	HMDB
15(S)-15-Methyl-PGF2α tromethamine salt	HMDB
15(S)-15-Methylprostaglandin F2a tromethamine	HMDB
15(S)-15-Methylprostaglandin F2α tromethamine	HMDB
15-Methylprostaglandin F2alpha-tromethamine	HMDB
Prostin m-15	HMDB

Chemical Formula

C₂₁H₃₆O₅

Average Molecular Weight

368.514

Monoisotopic Molecular Weight

368.256274259

IUPAC Name

(5Z)-7-[(1R,2R,3S,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-3-methyloct-1-en-1-yl]cyclopentyl]hept-5-enoic acid

Traditional Name

15(S)-15-methyl-PGF2α

CAS Registry Number

58551-69-2

SMILES

CCCCC[C@](C)(O)\C=C\[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(O)=O

InChI Identifier

InChI=1S/C21H36O5/c1-3-4-9-13-21(2,26)14-12-17-16(18(22)15-19(17)23)10-7-5-6-8-11-20(24)25/h5,7,12,14,16-19,22-23,26H,3-4,6,8-11,13,15H2,1-2H3,(H,24,25)/b7-5-,14-12+/t16-,17-,18+,19+,21+/m1/s1

InChI Key

DLJKPYFALUEJCK-WJDSMEDOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Long-chain fatty acid
Branched fatty acid
Hydroxy fatty acid
Cyclopentanol
Fatty acid
Unsaturated fatty acid
Cyclic alcohol
Tertiary alcohol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Alcohol
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

hydroxy monocarboxylic acid (CHEBI:3403 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014573)
Extracellular (HMDB: HMDB0014573)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	95 - 105 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.062 g/L	Not Available
LogP	3.3	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.062 g/L	ALOGPS
logP	4.29	ALOGPS
logP	2.89	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	105.11 m³·mol⁻¹	ChemAxon
Polarizability	43.07 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	205.426	30932474
DeepCCS	[M-H]-	203.03	30932474
DeepCCS	[M-2H]-	236.227	30932474
DeepCCS	[M+Na]+	211.338	30932474
AllCCS	[M+H]+	198.4	32859911
AllCCS	[M+H-H2O]+	195.9	32859911
AllCCS	[M+NH4]+	200.8	32859911
AllCCS	[M+Na]+	201.4	32859911
AllCCS	[M-H]-	195.2	32859911
AllCCS	[M+Na-2H]-	196.9	32859911
AllCCS	[M+HCOO]-	198.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Carboprost Tromethamine	CCCCC[C@](C)(O)\C=C\[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(O)=O	4350.3	Standard polar	33892256
Carboprost Tromethamine	CCCCC[C@](C)(O)\C=C\[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(O)=O	2714.0	Standard non polar	33892256
Carboprost Tromethamine	CCCCC[C@](C)(O)\C=C\[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(O)=O	2878.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Carboprost Tromethamine,1TMS,isomer #1	CCCCC[C@@](C)(/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2949.5	Semi standard non polar	33892256
Carboprost Tromethamine,1TMS,isomer #2	CCCCC[C@](C)(O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O	2782.3	Semi standard non polar	33892256
Carboprost Tromethamine,1TMS,isomer #3	CCCCC[C@](C)(O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	2765.4	Semi standard non polar	33892256
Carboprost Tromethamine,1TMS,isomer #4	CCCCC[C@](C)(O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2828.6	Semi standard non polar	33892256
Carboprost Tromethamine,2TMS,isomer #1	CCCCC[C@@](C)(/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2826.8	Semi standard non polar	33892256
Carboprost Tromethamine,2TMS,isomer #2	CCCCC[C@@](C)(/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2807.4	Semi standard non polar	33892256
Carboprost Tromethamine,2TMS,isomer #3	CCCCC[C@@](C)(/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2885.4	Semi standard non polar	33892256
Carboprost Tromethamine,2TMS,isomer #4	CCCCC[C@](C)(O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	2709.7	Semi standard non polar	33892256
Carboprost Tromethamine,2TMS,isomer #5	CCCCC[C@](C)(O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2728.7	Semi standard non polar	33892256
Carboprost Tromethamine,2TMS,isomer #6	CCCCC[C@](C)(O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2712.8	Semi standard non polar	33892256
Carboprost Tromethamine,3TMS,isomer #1	CCCCC[C@@](C)(/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2781.8	Semi standard non polar	33892256
Carboprost Tromethamine,3TMS,isomer #2	CCCCC[C@@](C)(/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2818.7	Semi standard non polar	33892256
Carboprost Tromethamine,3TMS,isomer #3	CCCCC[C@@](C)(/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2800.6	Semi standard non polar	33892256
Carboprost Tromethamine,3TMS,isomer #4	CCCCC[C@](C)(O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2676.6	Semi standard non polar	33892256
Carboprost Tromethamine,4TMS,isomer #1	CCCCC[C@@](C)(/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2786.5	Semi standard non polar	33892256
Carboprost Tromethamine,1TBDMS,isomer #1	CCCCC[C@@](C)(/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3208.7	Semi standard non polar	33892256
Carboprost Tromethamine,1TBDMS,isomer #2	CCCCC[C@](C)(O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O	2999.3	Semi standard non polar	33892256
Carboprost Tromethamine,1TBDMS,isomer #3	CCCCC[C@](C)(O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	2984.8	Semi standard non polar	33892256
Carboprost Tromethamine,1TBDMS,isomer #4	CCCCC[C@](C)(O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3099.7	Semi standard non polar	33892256
Carboprost Tromethamine,2TBDMS,isomer #1	CCCCC[C@@](C)(/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3322.3	Semi standard non polar	33892256
Carboprost Tromethamine,2TBDMS,isomer #2	CCCCC[C@@](C)(/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3300.1	Semi standard non polar	33892256
Carboprost Tromethamine,2TBDMS,isomer #3	CCCCC[C@@](C)(/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3413.3	Semi standard non polar	33892256
Carboprost Tromethamine,2TBDMS,isomer #4	CCCCC[C@](C)(O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	3179.6	Semi standard non polar	33892256
Carboprost Tromethamine,2TBDMS,isomer #5	CCCCC[C@](C)(O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3226.1	Semi standard non polar	33892256
Carboprost Tromethamine,2TBDMS,isomer #6	CCCCC[C@](C)(O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3211.7	Semi standard non polar	33892256
Carboprost Tromethamine,3TBDMS,isomer #1	CCCCC[C@@](C)(/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3477.1	Semi standard non polar	33892256
Carboprost Tromethamine,3TBDMS,isomer #2	CCCCC[C@@](C)(/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3543.4	Semi standard non polar	33892256
Carboprost Tromethamine,3TBDMS,isomer #3	CCCCC[C@@](C)(/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3523.7	Semi standard non polar	33892256
Carboprost Tromethamine,3TBDMS,isomer #4	CCCCC[C@](C)(O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3393.5	Semi standard non polar	33892256
Carboprost Tromethamine,4TBDMS,isomer #1	CCCCC[C@@](C)(/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3663.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Carboprost Tromethamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboprost Tromethamine 10V, Positive-QTOF	splash10-0f89-0019000000-469c4f055dd8640d0656	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboprost Tromethamine 20V, Positive-QTOF	splash10-0pir-3479000000-a2bf44c4779ddafa22e1	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboprost Tromethamine 40V, Positive-QTOF	splash10-0a4i-9431000000-4cd08b28f65942f82a8f	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboprost Tromethamine 10V, Negative-QTOF	splash10-014j-0009000000-0751716629d46123df5f	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboprost Tromethamine 20V, Negative-QTOF	splash10-0002-1009000000-9b8fd264ed555f063c55	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboprost Tromethamine 40V, Negative-QTOF	splash10-0a4i-9832000000-e358a421e5147fd23f36	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboprost Tromethamine 10V, Negative-QTOF	splash10-014i-0009000000-d7fcbcd2c6a4296d7563	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboprost Tromethamine 20V, Negative-QTOF	splash10-014i-0039000000-3af47f29f3af094136d9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboprost Tromethamine 40V, Negative-QTOF	splash10-0059-8493000000-451afab9ad9860c63a6d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboprost Tromethamine 10V, Positive-QTOF	splash10-0f89-0029000000-75709a7ac64508bf58a3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboprost Tromethamine 20V, Positive-QTOF	splash10-0839-8694000000-adcb2e24cc481753347a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carboprost Tromethamine 40V, Positive-QTOF	splash10-05mo-9610000000-d11b176c30fc2456a6fc	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00429	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00429	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26333214

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Carboprost

METLIN ID

Not Available

PubChem Compound

35023177

PDB ID

Not Available

ChEBI ID

3403

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Prostaglandin E2 receptor EP1 subtype

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Receptor for prostaglandin E2 (PGE2). The activity of this receptor is mediated by G(q) proteins which activate a phosphatidylinositol-calcium second messenger system. May play a role as an important modulator of renal function. Implicated the smooth muscle contractile response to PGE2 in various tissues
Gene Name:: PTGER1
Uniprot ID:: P34995
Molecular weight:: 41800.7

References

Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Hay A, Wood S, Olson D, Slater DM: Labour is associated with decreased expression of the PGF2alpha receptor (PTGFR) and a novel PTGFR splice variant in human myometrium but not decidua. Mol Hum Reprod. 2010 Oct;16(10):752-60. doi: 10.1093/molehr/gaq046. Epub 2010 Jun 2. [PubMed:20519365 ]
Tsuboi K, Ichikawa A: [Reproduction physiology and prostanoids]. Nihon Yakurigaku Zasshi. 2001 Apr;117(4):267-73. [PubMed:11338376 ]
Carrasco MP, Asboth G, Phaneuf S, Lopez Bernal A: Activation of the prostaglandin FP receptor in human granulosa cells. J Reprod Fertil. 1997 Nov;111(2):309-17. [PubMed:9462300 ]

Showing metabocard for Carboprost Tromethamine (HMDB0014573)

MOL for HMDB0014573 (Carboprost Tromethamine)

3D MOL for HMDB0014573 (Carboprost Tromethamine)

3D SDF for HMDB0014573 (Carboprost Tromethamine)

3D-SDF for HMDB0014573 (Carboprost Tromethamine)

PDB for HMDB0014573 (Carboprost Tromethamine)

3D PDB for HMDB0014573 (Carboprost Tromethamine)

SMILES for HMDB0014573 (Carboprost Tromethamine)

INCHI for HMDB0014573 (Carboprost Tromethamine)

Structure for HMDB0014573 (Carboprost Tromethamine)

3D Structure for HMDB0014573 (Carboprost Tromethamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References