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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:18:07 UTC

Update Date

2021-09-26 22:58:15 UTC

HMDB ID

HMDB0248132

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Alfaprostolum

Description

methyl 7-[2-(5-cyclohexyl-3-hydroxypent-1-yn-1-yl)-3,5-dihydroxycyclopentyl]hept-5-enoate belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Based on a literature review very few articles have been published on methyl 7-[2-(5-cyclohexyl-3-hydroxypent-1-yn-1-yl)-3,5-dihydroxycyclopentyl]hept-5-enoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Alfaprostolum is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Alfaprostolum 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


  Mrv1652309112103182D          

 29 30  0  0  0  0            999 V2000
   -6.0855   -7.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3710   -7.8402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6565   -7.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6565   -6.6027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9421   -7.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2276   -7.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5131   -7.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7986   -7.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0842   -7.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3697   -7.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3697   -6.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0371   -6.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7822   -5.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0428   -5.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2977   -6.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0824   -6.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8670   -6.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6516   -6.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8231   -7.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6078   -7.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2208   -7.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0493   -6.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6624   -6.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4470   -6.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6186   -7.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0055   -7.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2647   -6.3306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5277   -4.6657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8218   -6.3727    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  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  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  3  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  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 18 27  1  0  0  0  0
 14 28  1  0  0  0  0
 12 29  1  0  0  0  0
M  END

HMDB0248132
     RDKit          3D
Alfaprostolum
 67 68  0  0  0  0  0  0  0  0999 V2000
    9.3912    0.6438   -1.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3767   -0.1852   -0.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9946   -1.3288   -1.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6185   -1.5848   -2.2908 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9606   -2.2718   -0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2290   -1.7871    0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4801   -0.4879    0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8122   -0.2000    1.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5386   -0.0621    1.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5033   -0.1735    0.7504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6839    1.0884    0.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5112    2.3120    0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2081    2.7998    1.3574 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422    3.2399   -0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5476    2.3611   -1.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9452    2.4755   -2.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7759    0.9582   -0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3981    0.2188   -0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3795   -0.4163    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5639   -1.2055    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7797   -1.2787    1.7432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7678   -0.5628   -0.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0231   -1.3375   -0.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2382   -0.7337   -0.7009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5212    0.6546   -0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8930    0.8603    0.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2827   -0.1738    1.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9566   -1.5751    0.9058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4673   -1.5718   -0.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9893    1.0506   -0.2521 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9698    1.4829   -1.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0247    0.0258   -1.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4268   -3.2519   -0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2133   -2.3887   -1.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9939   -1.6071    1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4939   -2.5521    0.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2458    0.3079    0.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7902   -0.6243   -0.5815 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5302   -0.0928    2.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2712    0.1498    2.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7747   -0.9828    1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9354   -0.3838   -0.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1159    1.2522    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1594    2.0475   -0.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2583    3.7692    1.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8662    3.7173    0.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8977    4.0437   -0.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5062    2.6954   -0.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3408    1.9500   -2.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3528    0.3916   -1.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4783   -2.2424   -0.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4448   -2.1462    2.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -0.5789   -1.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7982    0.4795    0.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2180   -1.2649    1.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8681   -2.3695   -0.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0077   -0.7259   -1.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4312    1.3505   -1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7167    0.9660    0.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6562    0.9287   -0.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8905    1.8479    0.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3864   -0.1214    1.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8594    0.0439    2.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1202   -1.9375    1.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8070   -2.2591    1.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2771   -1.0670   -1.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3705   -2.5800   -0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  3
  9 10  1  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  3  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 17 11  1  0
 29 24  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 16 49  1  0
 17 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  1  0
 28 64  1  0
 28 65  1  0
 29 66  1  0
 29 67  1  0
M  END


  Mrv1652309112103182D          

 29 30  0  0  0  0            999 V2000
   -6.0855   -7.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3710   -7.8402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6565   -7.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6565   -6.6027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9421   -7.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2276   -7.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5131   -7.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7986   -7.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0842   -7.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3697   -7.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3697   -6.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0371   -6.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7822   -5.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0428   -5.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2977   -6.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0824   -6.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8670   -6.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6516   -6.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8231   -7.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6078   -7.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2208   -7.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0493   -6.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6624   -6.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4470   -6.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6186   -7.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0055   -7.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2647   -6.3306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5277   -4.6657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8218   -6.3727    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  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  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  3  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  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 18 27  1  0  0  0  0
 14 28  1  0  0  0  0
 12 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248132

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)CCCC=CCC1C(O)CC(O)C1C#CC(O)CCC1CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C24H38O5/c1-29-24(28)12-8-3-2-7-11-20-21(23(27)17-22(20)26)16-15-19(25)14-13-18-9-5-4-6-10-18/h2,7,18-23,25-27H,3-6,8-14,17H2,1H3

> <INCHI_KEY>
OZDSQCVLNUIYLN-UHFFFAOYSA-N

> <FORMULA>
C24H38O5

> <MOLECULAR_WEIGHT>
406.563

> <EXACT_MASS>
406.271924324

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
47.67757259616799

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 7-[2-(5-cyclohexyl-3-hydroxypent-1-yn-1-yl)-3,5-dihydroxycyclopentyl]hept-5-enoate

> <ALOGPS_LOGP>
3.87

> <JCHEM_LOGP>
3.4160073183333335

> <ALOGPS_LOGS>
-4.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.903822949851527

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.280962389879285

> <JCHEM_PKA_STRONGEST_BASIC>
-2.710239280576717

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
115.43299999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.13e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 7-[2-(5-cyclohexyl-3-hydroxypent-1-yn-1-yl)-3,5-dihydroxycyclopentyl]hept-5-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248132
     RDKit          3D
Alfaprostolum
 67 68  0  0  0  0  0  0  0  0999 V2000
    9.3912    0.6438   -1.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3767   -0.1852   -0.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9946   -1.3288   -1.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6185   -1.5848   -2.2908 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9606   -2.2718   -0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2290   -1.7871    0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4801   -0.4879    0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8122   -0.2000    1.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5386   -0.0621    1.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5033   -0.1735    0.7504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6839    1.0884    0.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5112    2.3120    0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2081    2.7998    1.3574 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422    3.2399   -0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5476    2.3611   -1.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9452    2.4755   -2.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7759    0.9582   -0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3981    0.2188   -0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3795   -0.4163    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5639   -1.2055    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7797   -1.2787    1.7432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7678   -0.5628   -0.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0231   -1.3375   -0.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2382   -0.7337   -0.7009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5212    0.6546   -0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8930    0.8603    0.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2827   -0.1738    1.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9566   -1.5751    0.9058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4673   -1.5718   -0.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9893    1.0506   -0.2521 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9698    1.4829   -1.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0247    0.0258   -1.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4268   -3.2519   -0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2133   -2.3887   -1.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9939   -1.6071    1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4939   -2.5521    0.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2458    0.3079    0.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7902   -0.6243   -0.5815 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5302   -0.0928    2.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2712    0.1498    2.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7747   -0.9828    1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9354   -0.3838   -0.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1159    1.2522    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1594    2.0475   -0.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2583    3.7692    1.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8662    3.7173    0.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8977    4.0437   -0.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5062    2.6954   -0.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3408    1.9500   -2.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3528    0.3916   -1.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4783   -2.2424   -0.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4448   -2.1462    2.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -0.5789   -1.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7982    0.4795    0.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2180   -1.2649    1.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8681   -2.3695   -0.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0077   -0.7259   -1.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4312    1.3505   -1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7167    0.9660    0.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6562    0.9287   -0.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8905    1.8479    0.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3864   -0.1214    1.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8594    0.0439    2.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1202   -1.9375    1.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8070   -2.2591    1.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2771   -1.0670   -1.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3705   -2.5800   -0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  3
  9 10  1  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  3  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 17 11  1  0
 29 24  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 16 49  1  0
 17 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  1  0
 28 64  1  0
 28 65  1  0
 29 66  1  0
 29 67  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0     -11.360 -13.865   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0     -10.026 -14.635   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -8.692 -13.865   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -8.692 -12.325   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -7.359 -14.635   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.025 -13.865   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.691 -14.635   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.357 -13.865   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.024 -14.635   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.690 -13.865   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.690 -12.325   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.936 -11.420   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.460  -9.955   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.080  -9.955   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.556 -11.420   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.020 -11.896   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.485 -12.372   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.950 -12.848   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.270 -14.354   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.734 -14.830   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.879 -13.799   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.559 -12.293   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.703 -11.263   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.168 -11.738   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.488 -13.245   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.344 -14.275   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.094 -11.817   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.985  -8.709   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -3.401 -11.896   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13   29                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   28                                                  
CONECT   15   14   11   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   27                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   18                                                            
CONECT   28   14                                                            
CONECT   29   12                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

COMPND    HMDB0248132
HETATM    1  C1  UNL     1       9.391   0.644  -1.090  1.00  0.00           C  
HETATM    2  O1  UNL     1       8.377  -0.185  -0.559  1.00  0.00           O  
HETATM    3  C2  UNL     1       7.995  -1.329  -1.194  1.00  0.00           C  
HETATM    4  O2  UNL     1       8.618  -1.585  -2.291  1.00  0.00           O  
HETATM    5  C3  UNL     1       6.961  -2.272  -0.747  1.00  0.00           C  
HETATM    6  C4  UNL     1       6.229  -1.787   0.457  1.00  0.00           C  
HETATM    7  C5  UNL     1       5.480  -0.488   0.256  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.812  -0.200   1.551  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.539  -0.062   1.785  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.503  -0.174   0.750  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.684   1.088   0.631  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.511   2.312   0.281  1.00  0.00           C  
HETATM   13  O3  UNL     1       3.208   2.800   1.357  1.00  0.00           O  
HETATM   14  C11 UNL     1       1.442   3.240  -0.240  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.548   2.361  -1.053  1.00  0.00           C  
HETATM   16  O4  UNL     1       0.945   2.476  -2.402  1.00  0.00           O  
HETATM   17  C13 UNL     1       0.776   0.958  -0.601  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.398   0.219  -0.231  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.379  -0.416   0.054  1.00  0.00           C  
HETATM   20  C16 UNL     1      -2.564  -1.206   0.370  1.00  0.00           C  
HETATM   21  O5  UNL     1      -2.780  -1.279   1.743  1.00  0.00           O  
HETATM   22  C17 UNL     1      -3.768  -0.563  -0.317  1.00  0.00           C  
HETATM   23  C18 UNL     1      -5.023  -1.337  -0.041  1.00  0.00           C  
HETATM   24  C19 UNL     1      -6.238  -0.734  -0.701  1.00  0.00           C  
HETATM   25  C20 UNL     1      -6.521   0.655  -0.242  1.00  0.00           C  
HETATM   26  C21 UNL     1      -7.893   0.860   0.337  1.00  0.00           C  
HETATM   27  C22 UNL     1      -8.283  -0.174   1.372  1.00  0.00           C  
HETATM   28  C23 UNL     1      -7.957  -1.575   0.906  1.00  0.00           C  
HETATM   29  C24 UNL     1      -7.467  -1.572  -0.530  1.00  0.00           C  
HETATM   30  H1  UNL     1       9.989   1.051  -0.252  1.00  0.00           H  
HETATM   31  H2  UNL     1       8.970   1.483  -1.673  1.00  0.00           H  
HETATM   32  H3  UNL     1      10.025   0.026  -1.785  1.00  0.00           H  
HETATM   33  H4  UNL     1       7.427  -3.252  -0.490  1.00  0.00           H  
HETATM   34  H5  UNL     1       6.213  -2.389  -1.568  1.00  0.00           H  
HETATM   35  H6  UNL     1       6.994  -1.607   1.255  1.00  0.00           H  
HETATM   36  H7  UNL     1       5.494  -2.552   0.814  1.00  0.00           H  
HETATM   37  H8  UNL     1       6.246   0.308   0.026  1.00  0.00           H  
HETATM   38  H9  UNL     1       4.790  -0.624  -0.581  1.00  0.00           H  
HETATM   39  H10 UNL     1       5.530  -0.093   2.408  1.00  0.00           H  
HETATM   40  H11 UNL     1       3.271   0.150   2.839  1.00  0.00           H  
HETATM   41  H12 UNL     1       1.775  -0.983   1.026  1.00  0.00           H  
HETATM   42  H13 UNL     1       2.935  -0.384  -0.234  1.00  0.00           H  
HETATM   43  H14 UNL     1       1.116   1.252   1.548  1.00  0.00           H  
HETATM   44  H15 UNL     1       3.159   2.047  -0.585  1.00  0.00           H  
HETATM   45  H16 UNL     1       3.258   3.769   1.327  1.00  0.00           H  
HETATM   46  H17 UNL     1       0.866   3.717   0.583  1.00  0.00           H  
HETATM   47  H18 UNL     1       1.898   4.044  -0.882  1.00  0.00           H  
HETATM   48  H19 UNL     1      -0.506   2.695  -0.934  1.00  0.00           H  
HETATM   49  H20 UNL     1       0.341   1.950  -2.965  1.00  0.00           H  
HETATM   50  H21 UNL     1       1.353   0.392  -1.387  1.00  0.00           H  
HETATM   51  H22 UNL     1      -2.478  -2.242  -0.001  1.00  0.00           H  
HETATM   52  H23 UNL     1      -2.445  -2.146   2.118  1.00  0.00           H  
HETATM   53  H24 UNL     1      -3.562  -0.579  -1.419  1.00  0.00           H  
HETATM   54  H25 UNL     1      -3.798   0.480   0.006  1.00  0.00           H  
HETATM   55  H26 UNL     1      -5.218  -1.265   1.063  1.00  0.00           H  
HETATM   56  H27 UNL     1      -4.868  -2.369  -0.391  1.00  0.00           H  
HETATM   57  H28 UNL     1      -6.008  -0.726  -1.795  1.00  0.00           H  
HETATM   58  H29 UNL     1      -6.431   1.350  -1.102  1.00  0.00           H  
HETATM   59  H30 UNL     1      -5.717   0.966   0.462  1.00  0.00           H  
HETATM   60  H31 UNL     1      -8.656   0.929  -0.462  1.00  0.00           H  
HETATM   61  H32 UNL     1      -7.890   1.848   0.855  1.00  0.00           H  
HETATM   62  H33 UNL     1      -9.386  -0.121   1.479  1.00  0.00           H  
HETATM   63  H34 UNL     1      -7.859   0.044   2.374  1.00  0.00           H  
HETATM   64  H35 UNL     1      -7.120  -1.937   1.536  1.00  0.00           H  
HETATM   65  H36 UNL     1      -8.807  -2.259   1.069  1.00  0.00           H  
HETATM   66  H37 UNL     1      -8.277  -1.067  -1.119  1.00  0.00           H  
HETATM   67  H38 UNL     1      -7.371  -2.580  -0.943  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   33   34
CONECT    6    7   35   36
CONECT    7    8   37   38
CONECT    8    9    9   39
CONECT    9   10   40
CONECT   10   11   41   42
CONECT   11   12   17   43
CONECT   12   13   14   44
CONECT   13   45
CONECT   14   15   46   47
CONECT   15   16   17   48
CONECT   16   49
CONECT   17   18   50
CONECT   18   19   19   19
CONECT   19   20
CONECT   20   21   22   51
CONECT   21   52
CONECT   22   23   53   54
CONECT   23   24   55   56
CONECT   24   25   29   57
CONECT   25   26   58   59
CONECT   26   27   60   61
CONECT   27   28   62   63
CONECT   28   29   64   65
CONECT   29   66   67
END

HMDB0248132
     RDKit          3D
Alfaprostolum
 67 68  0  0  0  0  0  0  0  0999 V2000
    9.3912    0.6438   -1.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3767   -0.1852   -0.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9946   -1.3288   -1.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6185   -1.5848   -2.2908 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9606   -2.2718   -0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2290   -1.7871    0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4801   -0.4879    0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8122   -0.2000    1.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5386   -0.0621    1.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5033   -0.1735    0.7504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6839    1.0884    0.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5112    2.3120    0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2081    2.7998    1.3574 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422    3.2399   -0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5476    2.3611   -1.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9452    2.4755   -2.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7759    0.9582   -0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3981    0.2188   -0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3795   -0.4163    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5639   -1.2055    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7797   -1.2787    1.7432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7678   -0.5628   -0.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0231   -1.3375   -0.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2382   -0.7337   -0.7009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5212    0.6546   -0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8930    0.8603    0.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2827   -0.1738    1.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9566   -1.5751    0.9058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4673   -1.5718   -0.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9893    1.0506   -0.2521 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9698    1.4829   -1.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0247    0.0258   -1.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4268   -3.2519   -0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2133   -2.3887   -1.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9939   -1.6071    1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4939   -2.5521    0.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2458    0.3079    0.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7902   -0.6243   -0.5815 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5302   -0.0928    2.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2712    0.1498    2.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7747   -0.9828    1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9354   -0.3838   -0.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1159    1.2522    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1594    2.0475   -0.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2583    3.7692    1.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8662    3.7173    0.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8977    4.0437   -0.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5062    2.6954   -0.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3408    1.9500   -2.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3528    0.3916   -1.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4783   -2.2424   -0.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4448   -2.1462    2.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -0.5789   -1.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7982    0.4795    0.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2180   -1.2649    1.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8681   -2.3695   -0.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0077   -0.7259   -1.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4312    1.3505   -1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7167    0.9660    0.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6562    0.9287   -0.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8905    1.8479    0.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3864   -0.1214    1.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8594    0.0439    2.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1202   -1.9375    1.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8070   -2.2591    1.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2771   -1.0670   -1.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3705   -2.5800   -0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  3
  9 10  1  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  3  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 17 11  1  0
 29 24  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 16 49  1  0
 17 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  1  0
 28 64  1  0
 28 65  1  0
 29 66  1  0
 29 67  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 7-[2-(5-cyclohexyl-3-hydroxypent-1-yn-1-yl)-3,5-dihydroxycyclopentyl]hept-5-enoic acid	Generator

Chemical Formula

C₂₄H₃₈O₅

Average Molecular Weight

406.563

Monoisotopic Molecular Weight

406.271924324

IUPAC Name

methyl 7-[2-(5-cyclohexyl-3-hydroxypent-1-yn-1-yl)-3,5-dihydroxycyclopentyl]hept-5-enoate

Traditional Name

methyl 7-[2-(5-cyclohexyl-3-hydroxypent-1-yn-1-yl)-3,5-dihydroxycyclopentyl]hept-5-enoate

CAS Registry Number

Not Available

SMILES

COC(=O)CCCC=CCC1C(O)CC(O)C1C#CC(O)CCC1CCCCC1

InChI Identifier

InChI=1S/C24H38O5/c1-29-24(28)12-8-3-2-7-11-20-21(23(27)17-22(20)26)16-15-19(25)14-13-18-9-5-4-6-10-18/h2,7,18-23,25-27H,3-6,8-14,17H2,1H3

InChI Key

OZDSQCVLNUIYLN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid methyl esters

Alternative Parents

Substituents

Fatty acid methyl ester
Cyclopentanol
Methyl ester
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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)

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	3.87	ALOGPS
logP	3.42	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	14.28	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	115.43 m³·mol⁻¹	ChemAxon
Polarizability	47.68 Å³	ChemAxon
Number of Rings	2	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]+	193.376	30932474
DeepCCS	[M-H]-	191.018	30932474
DeepCCS	[M-2H]-	224.873	30932474
DeepCCS	[M+Na]+	200.1	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Alfaprostolum,1TMS,isomer #1	COC(=O)CCCC=CCC1C(O[Si](C)(C)C)CC(O)C1C#CC(O)CCC1CCCCC1	3270.4	Semi standard non polar	33892256
Alfaprostolum,1TMS,isomer #1	COC(=O)CCCC=CCC1C(O[Si](C)(C)C)CC(O)C1C#CC(O)CCC1CCCCC1	3104.0	Standard non polar	33892256
Alfaprostolum,1TMS,isomer #1	COC(=O)CCCC=CCC1C(O[Si](C)(C)C)CC(O)C1C#CC(O)CCC1CCCCC1	4201.8	Standard polar	33892256
Alfaprostolum,1TMS,isomer #2	COC(=O)CCCC=CCC1C(O)CC(O[Si](C)(C)C)C1C#CC(O)CCC1CCCCC1	3263.0	Semi standard non polar	33892256
Alfaprostolum,1TMS,isomer #2	COC(=O)CCCC=CCC1C(O)CC(O[Si](C)(C)C)C1C#CC(O)CCC1CCCCC1	3113.5	Standard non polar	33892256
Alfaprostolum,1TMS,isomer #2	COC(=O)CCCC=CCC1C(O)CC(O[Si](C)(C)C)C1C#CC(O)CCC1CCCCC1	4214.0	Standard polar	33892256
Alfaprostolum,1TMS,isomer #3	COC(=O)CCCC=CCC1C(O)CC(O)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C	3253.7	Semi standard non polar	33892256
Alfaprostolum,1TMS,isomer #3	COC(=O)CCCC=CCC1C(O)CC(O)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C	3153.0	Standard non polar	33892256
Alfaprostolum,1TMS,isomer #3	COC(=O)CCCC=CCC1C(O)CC(O)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C	4292.6	Standard polar	33892256
Alfaprostolum,2TMS,isomer #1	COC(=O)CCCC=CCC1C(O[Si](C)(C)C)CC(O[Si](C)(C)C)C1C#CC(O)CCC1CCCCC1	3203.4	Semi standard non polar	33892256
Alfaprostolum,2TMS,isomer #1	COC(=O)CCCC=CCC1C(O[Si](C)(C)C)CC(O[Si](C)(C)C)C1C#CC(O)CCC1CCCCC1	3140.3	Standard non polar	33892256
Alfaprostolum,2TMS,isomer #1	COC(=O)CCCC=CCC1C(O[Si](C)(C)C)CC(O[Si](C)(C)C)C1C#CC(O)CCC1CCCCC1	3858.3	Standard polar	33892256
Alfaprostolum,2TMS,isomer #2	COC(=O)CCCC=CCC1C(O[Si](C)(C)C)CC(O)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C	3178.4	Semi standard non polar	33892256
Alfaprostolum,2TMS,isomer #2	COC(=O)CCCC=CCC1C(O[Si](C)(C)C)CC(O)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C	3187.9	Standard non polar	33892256
Alfaprostolum,2TMS,isomer #2	COC(=O)CCCC=CCC1C(O[Si](C)(C)C)CC(O)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C	3961.2	Standard polar	33892256
Alfaprostolum,2TMS,isomer #3	COC(=O)CCCC=CCC1C(O)CC(O[Si](C)(C)C)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C	3180.4	Semi standard non polar	33892256
Alfaprostolum,2TMS,isomer #3	COC(=O)CCCC=CCC1C(O)CC(O[Si](C)(C)C)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C	3202.8	Standard non polar	33892256
Alfaprostolum,2TMS,isomer #3	COC(=O)CCCC=CCC1C(O)CC(O[Si](C)(C)C)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C	3971.4	Standard polar	33892256
Alfaprostolum,3TMS,isomer #1	COC(=O)CCCC=CCC1C(O[Si](C)(C)C)CC(O[Si](C)(C)C)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C	3117.5	Semi standard non polar	33892256
Alfaprostolum,3TMS,isomer #1	COC(=O)CCCC=CCC1C(O[Si](C)(C)C)CC(O[Si](C)(C)C)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C	3204.2	Standard non polar	33892256
Alfaprostolum,3TMS,isomer #1	COC(=O)CCCC=CCC1C(O[Si](C)(C)C)CC(O[Si](C)(C)C)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C	3558.0	Standard polar	33892256
Alfaprostolum,1TBDMS,isomer #1	COC(=O)CCCC=CCC1C(O[Si](C)(C)C(C)(C)C)CC(O)C1C#CC(O)CCC1CCCCC1	3503.9	Semi standard non polar	33892256
Alfaprostolum,1TBDMS,isomer #1	COC(=O)CCCC=CCC1C(O[Si](C)(C)C(C)(C)C)CC(O)C1C#CC(O)CCC1CCCCC1	3328.9	Standard non polar	33892256
Alfaprostolum,1TBDMS,isomer #1	COC(=O)CCCC=CCC1C(O[Si](C)(C)C(C)(C)C)CC(O)C1C#CC(O)CCC1CCCCC1	4260.4	Standard polar	33892256
Alfaprostolum,1TBDMS,isomer #2	COC(=O)CCCC=CCC1C(O)CC(O[Si](C)(C)C(C)(C)C)C1C#CC(O)CCC1CCCCC1	3490.1	Semi standard non polar	33892256
Alfaprostolum,1TBDMS,isomer #2	COC(=O)CCCC=CCC1C(O)CC(O[Si](C)(C)C(C)(C)C)C1C#CC(O)CCC1CCCCC1	3347.9	Standard non polar	33892256
Alfaprostolum,1TBDMS,isomer #2	COC(=O)CCCC=CCC1C(O)CC(O[Si](C)(C)C(C)(C)C)C1C#CC(O)CCC1CCCCC1	4274.1	Standard polar	33892256
Alfaprostolum,1TBDMS,isomer #3	COC(=O)CCCC=CCC1C(O)CC(O)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C(C)(C)C	3509.0	Semi standard non polar	33892256
Alfaprostolum,1TBDMS,isomer #3	COC(=O)CCCC=CCC1C(O)CC(O)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C(C)(C)C	3399.8	Standard non polar	33892256
Alfaprostolum,1TBDMS,isomer #3	COC(=O)CCCC=CCC1C(O)CC(O)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C(C)(C)C	4334.8	Standard polar	33892256
Alfaprostolum,2TBDMS,isomer #1	COC(=O)CCCC=CCC1C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C1C#CC(O)CCC1CCCCC1	3694.7	Semi standard non polar	33892256
Alfaprostolum,2TBDMS,isomer #1	COC(=O)CCCC=CCC1C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C1C#CC(O)CCC1CCCCC1	3525.8	Standard non polar	33892256
Alfaprostolum,2TBDMS,isomer #1	COC(=O)CCCC=CCC1C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C1C#CC(O)CCC1CCCCC1	3965.5	Standard polar	33892256
Alfaprostolum,2TBDMS,isomer #2	COC(=O)CCCC=CCC1C(O[Si](C)(C)C(C)(C)C)CC(O)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C(C)(C)C	3672.9	Semi standard non polar	33892256
Alfaprostolum,2TBDMS,isomer #2	COC(=O)CCCC=CCC1C(O[Si](C)(C)C(C)(C)C)CC(O)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C(C)(C)C	3594.9	Standard non polar	33892256
Alfaprostolum,2TBDMS,isomer #2	COC(=O)CCCC=CCC1C(O[Si](C)(C)C(C)(C)C)CC(O)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C(C)(C)C	4044.9	Standard polar	33892256
Alfaprostolum,2TBDMS,isomer #3	COC(=O)CCCC=CCC1C(O)CC(O[Si](C)(C)C(C)(C)C)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C(C)(C)C	3666.8	Semi standard non polar	33892256
Alfaprostolum,2TBDMS,isomer #3	COC(=O)CCCC=CCC1C(O)CC(O[Si](C)(C)C(C)(C)C)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C(C)(C)C	3622.2	Standard non polar	33892256
Alfaprostolum,2TBDMS,isomer #3	COC(=O)CCCC=CCC1C(O)CC(O[Si](C)(C)C(C)(C)C)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C(C)(C)C	4054.8	Standard polar	33892256
Alfaprostolum,3TBDMS,isomer #1	COC(=O)CCCC=CCC1C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C(C)(C)C	3874.9	Semi standard non polar	33892256
Alfaprostolum,3TBDMS,isomer #1	COC(=O)CCCC=CCC1C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C(C)(C)C	3759.1	Standard non polar	33892256
Alfaprostolum,3TBDMS,isomer #1	COC(=O)CCCC=CCC1C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C1C#CC(CCC1CCCCC1)O[Si](C)(C)C(C)(C)C	3687.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Alfaprostolum GC-MS (Non-derivatized) - 70eV, Positive	splash10-01q0-2129000000-b3f5e68dc79b36b93427	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alfaprostolum GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alfaprostolum 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 - Alfaprostolum 10V, Positive-QTOF	splash10-0abi-0019200000-6c02d9ce98645fa1604d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfaprostolum 20V, Positive-QTOF	splash10-097i-3069100000-be8df883e34de0b02c0d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfaprostolum 40V, Positive-QTOF	splash10-07c7-9510100000-378a5492a345a320c3ac	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfaprostolum 10V, Negative-QTOF	splash10-0a4i-0004900000-1c7de9a5570947212be9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfaprostolum 20V, Negative-QTOF	splash10-0a4i-0019300000-705f5dd30247a99dec89	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alfaprostolum 40V, Negative-QTOF	splash10-01u3-9877100000-839fe69fbc452d6e50df	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

21234751

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73152410

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 Alfaprostolum (HMDB0248132)

MOL for HMDB0248132 (Alfaprostolum)

3D MOL for HMDB0248132 (Alfaprostolum)

3D SDF for HMDB0248132 (Alfaprostolum)

3D-SDF for HMDB0248132 (Alfaprostolum)

PDB for HMDB0248132 (Alfaprostolum)

3D PDB for HMDB0248132 (Alfaprostolum)

SMILES for HMDB0248132 (Alfaprostolum)

INCHI for HMDB0248132 (Alfaprostolum)

Structure for HMDB0248132 (Alfaprostolum)

3D Structure for HMDB0248132 (Alfaprostolum)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra