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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-08-29 22:37:57 UTC

Update Date

2022-11-23 21:39:02 UTC

HMDB ID

HMDB0242321

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(11R,16S)-Misoprostol

Description

(11R,16S)-misoprostol 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. Based on a literature review a small amount of articles have been published on (11R,16S)-misoprostol. This compound has been identified in human blood as reported by (PMID: 31557052 ). (11r,16s)-misoprostol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (11R,16S)-Misoprostol 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

  Mrv1533004241522342D          

 27 27  0  0  0  0            999 V2000
    2.7581   -6.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1450   -6.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3166   -5.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7035   -4.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8750   -3.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6820   -4.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0465   -3.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4334   -2.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6050   -1.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9919   -1.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849   -1.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2276   -0.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3244    0.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1529    0.8406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0781   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7926    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2215    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9360   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6505    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3649   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794    0.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7939   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5083    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1507   -2.0477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0680   -3.6689    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
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 11 26  1  0  0  0  0
  5 27  1  0  0  0  0
M  END

HMDB0242321
     RDKit          3D
(11R,16S)-misoprostol
 65 65  0  0  0  0  0  0  0  0999 V2000
    8.1134    1.2723    0.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4407    0.3880    1.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4632   -0.5786    0.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3989    0.2185    0.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3788   -0.6684   -0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0432   -1.5524   -1.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7909   -1.4469    0.5706 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2918    0.2023   -1.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2273   -0.5328   -1.7037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9615   -0.6387   -1.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0129   -0.1127   -0.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4531    0.6406    0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5348    0.4437    1.6750 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1855    2.1195    0.2543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2025    1.8755   -0.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1217    2.5682    0.0579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0448    0.7845   -1.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1659    0.0222   -1.7634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204   -0.8143   -0.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8219   -0.2367    0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8533    0.7688   -0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5904    1.2917    0.9709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3156    0.2760    1.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3868   -0.4510    1.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6827   -0.1684   -0.1099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1164   -1.4771    1.6749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1427   -2.1662    0.9851 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1528    0.7071   -0.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6182    2.2485    0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1759    1.4619    0.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2319   -0.2335    2.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9771    0.9901    2.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0432   -1.1729    0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0556   -1.2115    1.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9308    0.7688   -0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9475    0.9894    0.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3459   -2.0715   -2.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7827   -1.0332   -2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6291   -2.3184   -0.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4480   -2.1847    0.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0286    0.9796   -0.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8516    0.7780   -1.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6015   -1.1353   -2.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4384   -1.3136   -2.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6402   -0.9933   -0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4214    0.4969    1.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1074    0.6154    2.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1943    2.7676    1.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9030    2.3873   -0.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4573    1.1741   -2.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8397    0.6718   -2.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7191   -0.6631   -2.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4632   -1.7452   -0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7795   -1.2834   -1.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3891   -1.0361    0.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1636    0.2071    0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4954    1.6370   -0.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6166    0.2926   -0.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8813    1.8545    1.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2871    2.0746    0.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6045   -0.4623    2.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7241    0.8251    2.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8260   -3.1936    0.7152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5469   -1.6028    0.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9982   -2.3006    1.7032 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
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  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
 26 27  1  0
 17 11  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  0
 23 62  1  0
 27 63  1  0
 27 64  1  0
 27 65  1  0
M  END

  Mrv1533004241522342D          

 27 27  0  0  0  0            999 V2000
    2.7581   -6.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1450   -6.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3166   -5.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7035   -4.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8750   -3.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6820   -4.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0465   -3.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4334   -2.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6050   -1.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9919   -1.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849   -1.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2276   -0.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3244    0.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1529    0.8406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0781   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7926    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2215    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9360   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6505    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3649   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0794    0.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7939   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5083    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1507   -2.0477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0680   -3.6689    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
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 11 26  1  0  0  0  0
  5 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242321

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC(C)(O)CC=CC1C(O)CC(=O)C1CCCCCCC(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C22H38O5/c1-4-5-14-22(2,26)15-10-12-18-17(19(23)16-20(18)24)11-8-6-7-9-13-21(25)27-3/h10,12,17-18,20,24,26H,4-9,11,13-16H2,1-3H3

> <INCHI_KEY>
OJLOPKGSLYJEMD-UHFFFAOYSA-N

> <FORMULA>
C22H38O5

> <MOLECULAR_WEIGHT>
382.541

> <EXACT_MASS>
382.271924324

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
46.15510450097495

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 7-[3-hydroxy-2-(4-hydroxy-4-methyloct-1-en-1-yl)-5-oxocyclopentyl]heptanoate

> <ALOGPS_LOGP>
3.88

> <JCHEM_LOGP>
3.8577550579999986

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.426349684612113

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.680622594807385

> <JCHEM_PKA_STRONGEST_BASIC>
-0.950334136392576

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
107.87979999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 7-[3-hydroxy-2-(4-hydroxy-4-methyloct-1-en-1-yl)-5-oxocyclopentyl]heptanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242321
     RDKit          3D
(11R,16S)-misoprostol
 65 65  0  0  0  0  0  0  0  0999 V2000
    8.1134    1.2723    0.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4407    0.3880    1.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4632   -0.5786    0.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3989    0.2185    0.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3788   -0.6684   -0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0432   -1.5524   -1.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7909   -1.4469    0.5706 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2918    0.2023   -1.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2273   -0.5328   -1.7037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9615   -0.6387   -1.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0129   -0.1127   -0.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4531    0.6406    0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5348    0.4437    1.6750 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1855    2.1195    0.2543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2025    1.8755   -0.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1217    2.5682    0.0579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0448    0.7845   -1.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1659    0.0222   -1.7634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204   -0.8143   -0.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8219   -0.2367    0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8533    0.7688   -0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5904    1.2917    0.9709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3156    0.2760    1.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3868   -0.4510    1.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6827   -0.1684   -0.1099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1164   -1.4771    1.6749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1427   -2.1662    0.9851 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1528    0.7071   -0.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6182    2.2485    0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1759    1.4619    0.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2319   -0.2335    2.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9771    0.9901    2.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0432   -1.1729    0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0556   -1.2115    1.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9308    0.7688   -0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9475    0.9894    0.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3459   -2.0715   -2.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7827   -1.0332   -2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6291   -2.3184   -0.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4480   -2.1847    0.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0286    0.9796   -0.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8516    0.7780   -1.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6015   -1.1353   -2.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4384   -1.3136   -2.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6402   -0.9933   -0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4214    0.4969    1.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1074    0.6154    2.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1943    2.7676    1.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9030    2.3873   -0.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4573    1.1741   -2.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8397    0.6718   -2.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7191   -0.6631   -2.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4632   -1.7452   -0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7795   -1.2834   -1.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3891   -1.0361    0.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1636    0.2071    0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4954    1.6370   -0.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6166    0.2926   -0.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8813    1.8545    1.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2871    2.0746    0.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6045   -0.4623    2.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7241    0.8251    2.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8260   -3.1936    0.7152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5469   -1.6028    0.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9982   -2.3006    1.7032 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
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  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
 26 27  1  0
 17 11  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  0
 23 62  1  0
 27 63  1  0
 27 64  1  0
 27 65  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       5.149 -12.242   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.004 -11.212   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.324  -9.706   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.180  -8.675   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.500  -7.169   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.006  -7.489   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.820  -5.663   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.676  -4.632   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.996  -3.126   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.851  -2.095   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.345  -2.415   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.425  -1.082   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.606   0.063   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.285   1.569   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.012  -0.564   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.346   0.206   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.680  -0.564   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.013   0.206   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.347  -0.564   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.681   0.206   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.015  -0.564   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.348   0.206   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      11.348   1.746   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      12.682  -0.564   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      14.016   0.206   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.281  -3.822   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.994  -6.849   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    7   27                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12   26                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   10   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26   11                                                            
CONECT   27    5                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

COMPND    HMDB0242321
HETATM    1  C1  UNL     1       8.113   1.272   0.583  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.441   0.388   1.585  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.463  -0.579   0.950  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.399   0.219   0.229  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.379  -0.668  -0.435  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.043  -1.552  -1.436  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.791  -1.447   0.571  1.00  0.00           O  
HETATM    8  C7  UNL     1       3.292   0.202  -1.023  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.227  -0.533  -1.704  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.962  -0.639  -1.500  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.013  -0.113  -0.540  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.453   0.641   0.641  1.00  0.00           C  
HETATM   13  O2  UNL     1      -0.535   0.444   1.675  1.00  0.00           O  
HETATM   14  C12 UNL     1       0.186   2.120   0.254  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.202   1.876  -0.311  1.00  0.00           C  
HETATM   16  O3  UNL     1      -2.122   2.568   0.058  1.00  0.00           O  
HETATM   17  C14 UNL     1      -1.045   0.785  -1.220  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.166   0.022  -1.763  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.020  -0.814  -0.930  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.822  -0.237   0.159  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.853   0.769  -0.234  1.00  0.00           C  
HETATM   22  C19 UNL     1      -5.590   1.292   0.971  1.00  0.00           C  
HETATM   23  C20 UNL     1      -6.316   0.276   1.775  1.00  0.00           C  
HETATM   24  C21 UNL     1      -7.387  -0.451   1.071  1.00  0.00           C  
HETATM   25  O4  UNL     1      -7.683  -0.168  -0.110  1.00  0.00           O  
HETATM   26  O5  UNL     1      -8.116  -1.477   1.675  1.00  0.00           O  
HETATM   27  C22 UNL     1      -9.143  -2.166   0.985  1.00  0.00           C  
HETATM   28  H1  UNL     1       8.153   0.707  -0.382  1.00  0.00           H  
HETATM   29  H2  UNL     1       7.618   2.248   0.484  1.00  0.00           H  
HETATM   30  H3  UNL     1       9.176   1.462   0.869  1.00  0.00           H  
HETATM   31  H4  UNL     1       8.232  -0.233   2.091  1.00  0.00           H  
HETATM   32  H5  UNL     1       6.977   0.990   2.378  1.00  0.00           H  
HETATM   33  H6  UNL     1       7.043  -1.173   0.216  1.00  0.00           H  
HETATM   34  H7  UNL     1       6.056  -1.211   1.747  1.00  0.00           H  
HETATM   35  H8  UNL     1       5.931   0.769  -0.591  1.00  0.00           H  
HETATM   36  H9  UNL     1       4.948   0.989   0.876  1.00  0.00           H  
HETATM   37  H10 UNL     1       4.346  -2.071  -2.111  1.00  0.00           H  
HETATM   38  H11 UNL     1       5.783  -1.033  -2.066  1.00  0.00           H  
HETATM   39  H12 UNL     1       5.629  -2.318  -0.856  1.00  0.00           H  
HETATM   40  H13 UNL     1       4.448  -2.185   0.762  1.00  0.00           H  
HETATM   41  H14 UNL     1       3.029   0.980  -0.326  1.00  0.00           H  
HETATM   42  H15 UNL     1       3.852   0.778  -1.852  1.00  0.00           H  
HETATM   43  H16 UNL     1       2.601  -1.135  -2.600  1.00  0.00           H  
HETATM   44  H17 UNL     1       0.438  -1.314  -2.263  1.00  0.00           H  
HETATM   45  H18 UNL     1      -0.640  -0.993  -0.177  1.00  0.00           H  
HETATM   46  H19 UNL     1       1.421   0.497   1.061  1.00  0.00           H  
HETATM   47  H20 UNL     1      -0.107   0.615   2.549  1.00  0.00           H  
HETATM   48  H21 UNL     1       0.194   2.768   1.123  1.00  0.00           H  
HETATM   49  H22 UNL     1       0.903   2.387  -0.526  1.00  0.00           H  
HETATM   50  H23 UNL     1      -0.457   1.174  -2.131  1.00  0.00           H  
HETATM   51  H24 UNL     1      -2.840   0.672  -2.403  1.00  0.00           H  
HETATM   52  H25 UNL     1      -1.719  -0.663  -2.555  1.00  0.00           H  
HETATM   53  H26 UNL     1      -2.463  -1.745  -0.603  1.00  0.00           H  
HETATM   54  H27 UNL     1      -3.780  -1.283  -1.645  1.00  0.00           H  
HETATM   55  H28 UNL     1      -4.389  -1.036   0.727  1.00  0.00           H  
HETATM   56  H29 UNL     1      -3.164   0.207   0.929  1.00  0.00           H  
HETATM   57  H30 UNL     1      -4.495   1.637  -0.804  1.00  0.00           H  
HETATM   58  H31 UNL     1      -5.617   0.293  -0.904  1.00  0.00           H  
HETATM   59  H32 UNL     1      -4.881   1.855   1.646  1.00  0.00           H  
HETATM   60  H33 UNL     1      -6.287   2.075   0.599  1.00  0.00           H  
HETATM   61  H34 UNL     1      -5.604  -0.462   2.252  1.00  0.00           H  
HETATM   62  H35 UNL     1      -6.724   0.825   2.680  1.00  0.00           H  
HETATM   63  H36 UNL     1      -8.826  -3.194   0.715  1.00  0.00           H  
HETATM   64  H37 UNL     1      -9.547  -1.603   0.132  1.00  0.00           H  
HETATM   65  H38 UNL     1      -9.998  -2.301   1.703  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6    7    8
CONECT    6   37   38   39
CONECT    7   40
CONECT    8    9   41   42
CONECT    9   10   10   43
CONECT   10   11   44
CONECT   11   12   17   45
CONECT   12   13   14   46
CONECT   13   47
CONECT   14   15   48   49
CONECT   15   16   16   17
CONECT   17   18   50
CONECT   18   19   51   52
CONECT   19   20   53   54
CONECT   20   21   55   56
CONECT   21   22   57   58
CONECT   22   23   59   60
CONECT   23   24   61   62
CONECT   24   25   25   26
CONECT   26   27
CONECT   27   63   64   65
END

HMDB0242321
     RDKit          3D
(11R,16S)-misoprostol
 65 65  0  0  0  0  0  0  0  0999 V2000
    8.1134    1.2723    0.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4407    0.3880    1.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4632   -0.5786    0.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3989    0.2185    0.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3788   -0.6684   -0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0432   -1.5524   -1.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7909   -1.4469    0.5706 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2918    0.2023   -1.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2273   -0.5328   -1.7037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9615   -0.6387   -1.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0129   -0.1127   -0.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4531    0.6406    0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5348    0.4437    1.6750 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1855    2.1195    0.2543 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1217    2.5682    0.0579 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0432   -1.1729    0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0556   -1.2115    1.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9308    0.7688   -0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9475    0.9894    0.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3459   -2.0715   -2.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7827   -1.0332   -2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6291   -2.3184   -0.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4480   -2.1847    0.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0286    0.9796   -0.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8516    0.7780   -1.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6015   -1.1353   -2.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4384   -1.3136   -2.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6402   -0.9933   -0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4214    0.4969    1.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1074    0.6154    2.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1943    2.7676    1.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9030    2.3873   -0.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4573    1.1741   -2.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8397    0.6718   -2.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7191   -0.6631   -2.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4632   -1.7452   -0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7795   -1.2834   -1.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3891   -1.0361    0.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1636    0.2071    0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4954    1.6370   -0.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6166    0.2926   -0.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8813    1.8545    1.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2871    2.0746    0.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6045   -0.4623    2.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7241    0.8251    2.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8260   -3.1936    0.7152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5469   -1.6028    0.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9982   -2.3006    1.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 7-[3-hydroxy-2-(4-hydroxy-4-methyloct-1-en-1-yl)-5-oxocyclopentyl]heptanoic acid	HMDB

Chemical Formula

C₂₂H₃₈O₅

Average Molecular Weight

382.541

Monoisotopic Molecular Weight

382.271924324

IUPAC Name

methyl 7-[3-hydroxy-2-(4-hydroxy-4-methyloct-1-en-1-yl)-5-oxocyclopentyl]heptanoate

Traditional Name

methyl 7-[3-hydroxy-2-(4-hydroxy-4-methyloct-1-en-1-yl)-5-oxocyclopentyl]heptanoate

CAS Registry Number

Not Available

SMILES

CCCCC(C)(O)CC=CC1C(O)CC(=O)C1CCCCCCC(=O)OC

InChI Identifier

InChI=1S/C22H38O5/c1-4-5-14-22(2,26)15-10-12-18-17(19(23)16-20(18)24)11-8-6-7-9-13-21(25)27-3/h10,12,17-18,20,24,26H,4-9,11,13-16H2,1-3H3

InChI Key

OJLOPKGSLYJEMD-UHFFFAOYSA-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
Fatty acid ester
Fatty acid methyl ester
Cyclopentanol
Cyclic alcohol
Tertiary alcohol
Methyl ester
Secondary alcohol
Ketone
Carboxylic acid ester
Cyclic ketone
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic 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 (PMID: 31557052)

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	3.88	ALOGPS
logP	3.86	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	14.68	ChemAxon
pKa (Strongest Basic)	-0.95	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	107.88 m³·mol⁻¹	ChemAxon
Polarizability	46.16 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]+	203.6	30932474
DeepCCS	[M-H]-	201.242	30932474
DeepCCS	[M-2H]-	234.129	30932474
DeepCCS	[M+Na]+	209.693	30932474
AllCCS	[M+H]+	201.9	32859911
AllCCS	[M+H-H2O]+	199.5	32859911
AllCCS	[M+NH4]+	204.1	32859911
AllCCS	[M+Na]+	204.7	32859911
AllCCS	[M-H]-	198.8	32859911
AllCCS	[M+Na-2H]-	200.7	32859911
AllCCS	[M+HCOO]-	203.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(11R,16S)-misoprostol	CCCCC(C)(O)CC=CC1C(O)CC(=O)C1CCCCCCC(=O)OC	3286.2	Standard polar	33892256
(11R,16S)-misoprostol	CCCCC(C)(O)CC=CC1C(O)CC(=O)C1CCCCCCC(=O)OC	2551.5	Standard non polar	33892256
(11R,16S)-misoprostol	CCCCC(C)(O)CC=CC1C(O)CC(=O)C1CCCCCCC(=O)OC	2835.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(11R,16S)-misoprostol,3TMS,isomer #1	CCCCC(C)(CC=CC1C(CCCCCCC(=O)OC)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C)O[Si](C)(C)C	2930.7	Semi standard non polar	33892256
(11R,16S)-misoprostol,3TMS,isomer #1	CCCCC(C)(CC=CC1C(CCCCCCC(=O)OC)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C)O[Si](C)(C)C	2858.3	Standard non polar	33892256
(11R,16S)-misoprostol,3TMS,isomer #1	CCCCC(C)(CC=CC1C(CCCCCCC(=O)OC)=C(O[Si](C)(C)C)CC1O[Si](C)(C)C)O[Si](C)(C)C	3065.5	Standard polar	33892256
(11R,16S)-misoprostol,3TMS,isomer #2	CCCCC(C)(CC=CC1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C1CCCCCCC(=O)OC)O[Si](C)(C)C	2954.6	Semi standard non polar	33892256
(11R,16S)-misoprostol,3TMS,isomer #2	CCCCC(C)(CC=CC1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C1CCCCCCC(=O)OC)O[Si](C)(C)C	2829.9	Standard non polar	33892256
(11R,16S)-misoprostol,3TMS,isomer #2	CCCCC(C)(CC=CC1C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C1CCCCCCC(=O)OC)O[Si](C)(C)C	3143.6	Standard polar	33892256
(11R,16S)-misoprostol,3TBDMS,isomer #1	CCCCC(C)(CC=CC1C(CCCCCCC(=O)OC)=C(O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3626.4	Semi standard non polar	33892256
(11R,16S)-misoprostol,3TBDMS,isomer #1	CCCCC(C)(CC=CC1C(CCCCCCC(=O)OC)=C(O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3368.2	Standard non polar	33892256
(11R,16S)-misoprostol,3TBDMS,isomer #1	CCCCC(C)(CC=CC1C(CCCCCCC(=O)OC)=C(O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3251.5	Standard polar	33892256
(11R,16S)-misoprostol,3TBDMS,isomer #2	CCCCC(C)(CC=CC1C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C1CCCCCCC(=O)OC)O[Si](C)(C)C(C)(C)C	3677.2	Semi standard non polar	33892256
(11R,16S)-misoprostol,3TBDMS,isomer #2	CCCCC(C)(CC=CC1C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C1CCCCCCC(=O)OC)O[Si](C)(C)C(C)(C)C	3244.7	Standard non polar	33892256
(11R,16S)-misoprostol,3TBDMS,isomer #2	CCCCC(C)(CC=CC1C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C1CCCCCCC(=O)OC)O[Si](C)(C)C(C)(C)C	3296.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (11R,16S)-Misoprostol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zgl-7669000000-5ba5f8c705e7fe123902	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (11R,16S)-Misoprostol 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 - (11R,16S)-Misoprostol 10V, Positive-QTOF	splash10-00l2-0019000000-a30a015b55a7d64d4e49	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (11R,16S)-Misoprostol 20V, Positive-QTOF	splash10-0002-9376000000-a19eba8dafb15c38a80a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (11R,16S)-Misoprostol 40V, Positive-QTOF	splash10-052e-7900000000-ae532ea752261cff1c63	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (11R,16S)-Misoprostol 10V, Negative-QTOF	splash10-03e9-0009000000-9a1f646784188d0f175d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (11R,16S)-Misoprostol 20V, Negative-QTOF	splash10-01pk-0029000000-7b266207147b4e586bdc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (11R,16S)-Misoprostol 40V, Negative-QTOF	splash10-0ufv-8689000000-1772fe79b59691de0087	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3394748

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4183806

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 (11R,16S)-Misoprostol (HMDB0242321)

MOL for HMDB0242321 ((11R,16S)-Misoprostol)

3D MOL for HMDB0242321 ((11R,16S)-Misoprostol)

3D SDF for HMDB0242321 ((11R,16S)-Misoprostol)

3D-SDF for HMDB0242321 ((11R,16S)-Misoprostol)

PDB for HMDB0242321 ((11R,16S)-Misoprostol)

3D PDB for HMDB0242321 ((11R,16S)-Misoprostol)

SMILES for HMDB0242321 ((11R,16S)-Misoprostol)

INCHI for HMDB0242321 ((11R,16S)-Misoprostol)

Structure for HMDB0242321 ((11R,16S)-Misoprostol)

3D Structure for HMDB0242321 ((11R,16S)-Misoprostol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra