Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:34:09 UTC

Update Date

2022-11-23 21:48:33 UTC

HMDB ID

HMDB0249084

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Beraprost

Description

Beraprost, also known as TRK 100 or beraprost sodium, belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Based on a literature review a significant number of articles have been published on Beraprost. This compound has been identified in human blood as reported by (PMID: 31557052 ). Beraprost is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Beraprost 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

  Mrv1652309112105342D          

 29 31  0  0  0  0            999 V2000
  -10.6969    1.7191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8899    1.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0829    1.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2760    1.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7239    1.8176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9789    2.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9170    1.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3649    2.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5580    2.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0059    2.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1775    3.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4630    3.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8499    3.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1854    2.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0294    3.2820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9311    3.8433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6620    0.8615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  3  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  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 18 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  2  0  0  0  0
 25 27  1  0  0  0  0
 11 28  1  0  0  0  0
  7 29  1  0  0  0  0
M  END

HMDB0249084
     RDKit          3D
beraprost
 59 61  0  0  0  0  0  0  0  0999 V2000
   -8.6189    2.7264    1.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2395    2.2296    1.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1187    1.8029    1.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7541    1.2669    1.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7026    0.4114   -0.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6696   -0.7186   -0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2718   -0.0981   -0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5233    1.0652   -0.6234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7901   -0.9181    0.6221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7046   -1.5848    0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190   -1.8421   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3400   -1.1145   -1.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4244   -1.9722   -2.2255 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5030    0.1201   -1.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731    0.1242    0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0524    0.4394    0.6838 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7806   -0.6308    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0693   -0.7246   -0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9549    0.4921   -0.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4304    0.6909    1.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3125    1.8769    1.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5395    1.7715    0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8535    0.7652   -0.3339 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4232    2.8510    0.2467 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5787   -1.9133   -0.8586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7615   -3.0277   -0.8303 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4771   -2.9285   -0.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9629   -1.7646    0.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6660   -1.3337    0.7603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1532    2.1287    2.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1992    2.6183    0.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5249    3.7875    1.8435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4209    0.7547    1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0794    2.1481    0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9836    1.0658   -1.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9234   -0.9771    0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3847   -1.6105   -0.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6432   -0.3729   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3725   -0.6225   -1.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8413    1.6316   -1.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4818   -0.9834    1.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6006   -2.1436    1.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3751   -2.9664   -0.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2038   -0.8709   -1.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1717   -2.7805   -2.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0743    1.0460   -1.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4735   -0.0185   -1.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0169    0.7465    0.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7861    0.2991   -1.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3754    1.3653   -0.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5869    0.8069    1.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0303   -0.1905    1.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7540    2.8172    0.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6152    2.0200    2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2811    3.5432   -0.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5882   -1.9449   -1.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1726   -3.9499   -1.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -3.8229   -0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5577   -1.5862    1.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  3  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  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  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 18 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 11  1  0
 29 15  1  0
 28 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  8 40  1  0
  9 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
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 24 55  1  0
 25 56  1  0
 26 57  1  0
 27 58  1  0
 29 59  1  0
M  END

  Mrv1652309112105342D          

 29 31  0  0  0  0            999 V2000
  -10.6969    1.7191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8899    1.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0829    1.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2760    1.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7239    1.8176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9789    2.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9170    1.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3649    2.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5580    2.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0059    2.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1775    3.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4630    3.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8499    3.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1854    2.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0294    3.2820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9311    3.8433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6620    0.8615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  3  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  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 18 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  2  0  0  0  0
 25 27  1  0  0  0  0
 11 28  1  0  0  0  0
  7 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249084

> <DATABASE_NAME>
hmdb

> <SMILES>
CC#CCC(C)C(O)C=CC1C(O)CC2OC3=C(C=CC=C3CCCC(O)=O)C12

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O5/c1-3-4-7-15(2)19(25)13-12-17-20(26)14-21-23(17)18-10-5-8-16(24(18)29-21)9-6-11-22(27)28/h5,8,10,12-13,15,17,19-21,23,25-26H,6-7,9,11,14H2,1-2H3,(H,27,28)

> <INCHI_KEY>
CTPOHARTNNSRSR-UHFFFAOYSA-N

> <FORMULA>
C24H30O5

> <MOLECULAR_WEIGHT>
398.499

> <EXACT_MASS>
398.209324066

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
45.005740761873945

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[4-hydroxy-3-(3-hydroxy-4-methyloct-1-en-6-yn-1-yl)-7-oxatricyclo[6.4.0.0^{2,6}]dodeca-1(8),9,11-trien-9-yl]butanoic acid

> <ALOGPS_LOGP>
3.45

> <JCHEM_LOGP>
3.5970807350000005

> <ALOGPS_LOGS>
-4.60

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.785076344202643

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.200712677771753

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4193389705022526

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
112.72219999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.90e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[4-hydroxy-3-(3-hydroxy-4-methyloct-1-en-6-yn-1-yl)-7-oxatricyclo[6.4.0.0^{2,6}]dodeca-1(8),9,11-trien-9-yl]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249084
     RDKit          3D
beraprost
 59 61  0  0  0  0  0  0  0  0999 V2000
   -8.6189    2.7264    1.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2395    2.2296    1.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1187    1.8029    1.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7541    1.2669    1.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7026    0.4114   -0.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6696   -0.7186   -0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2718   -0.0981   -0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5233    1.0652   -0.6234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7901   -0.9181    0.6221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7046   -1.5848    0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190   -1.8421   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3400   -1.1145   -1.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4244   -1.9722   -2.2255 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5030    0.1201   -1.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731    0.1242    0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0524    0.4394    0.6838 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7806   -0.6308    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0693   -0.7246   -0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9549    0.4921   -0.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4304    0.6909    1.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3125    1.8769    1.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5395    1.7715    0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8535    0.7652   -0.3339 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4232    2.8510    0.2467 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5787   -1.9133   -0.8586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7615   -3.0277   -0.8303 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4771   -2.9285   -0.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9629   -1.7646    0.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6660   -1.3337    0.7603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1532    2.1287    2.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1992    2.6183    0.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5249    3.7875    1.8435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4209    0.7547    1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0794    2.1481    0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9836    1.0658   -1.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9234   -0.9771    0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3847   -1.6105   -0.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6432   -0.3729   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3725   -0.6225   -1.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8413    1.6316   -1.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4818   -0.9834    1.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6006   -2.1436    1.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3751   -2.9664   -0.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2038   -0.8709   -1.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1717   -2.7805   -2.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0743    1.0460   -1.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4735   -0.0185   -1.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0169    0.7465    0.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7861    0.2991   -1.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3754    1.3653   -0.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5869    0.8069    1.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0303   -0.1905    1.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7540    2.8172    0.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6152    2.0200    2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2811    3.5432   -0.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5882   -1.9449   -1.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1726   -3.9499   -1.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -3.8229   -0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5577   -1.5862    1.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  3  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  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  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 18 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 11  1  0
 29 15  1  0
 28 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  8 40  1  0
  9 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
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 24 55  1  0
 25 56  1  0
 26 57  1  0
 27 58  1  0
 29 59  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     -19.968   3.209   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -18.461   2.889   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -16.955   2.569   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -15.448   2.248   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -14.418   3.393   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -14.894   4.858   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -12.912   3.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -11.881   4.217   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -10.375   3.897   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.344   5.041   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.665   6.548   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.331   7.318   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.186   6.287   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -7.813   4.880   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.655   6.126   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0     -11.071   7.174   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0     -12.436   1.608   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                                                  
CONECT    6    5                                                            
CONECT    7    5    8   29                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12   28                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   10   15                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   13                                                       
CONECT   18   16   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   15                                                       
CONECT   22   18   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   11                                                            
CONECT   29    7                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0249084
HETATM    1  C1  UNL     1      -8.619   2.726   1.520  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.240   2.230   1.333  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.119   1.803   1.186  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.754   1.267   1.029  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.703   0.411  -0.217  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.670  -0.719  -0.107  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.272  -0.098  -0.480  1.00  0.00           C  
HETATM    8  O1  UNL     1      -2.523   1.065  -0.623  1.00  0.00           O  
HETATM    9  C8  UNL     1      -2.790  -0.918   0.622  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.705  -1.585   0.735  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.519  -1.842  -0.085  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.340  -1.115  -1.355  1.00  0.00           C  
HETATM   13  O2  UNL     1       0.424  -1.972  -2.225  1.00  0.00           O  
HETATM   14  C12 UNL     1       0.503   0.120  -1.052  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.673   0.124   0.450  1.00  0.00           C  
HETATM   16  O3  UNL     1       2.052   0.439   0.684  1.00  0.00           O  
HETATM   17  C14 UNL     1       2.781  -0.631   0.141  1.00  0.00           C  
HETATM   18  C15 UNL     1       4.069  -0.725  -0.368  1.00  0.00           C  
HETATM   19  C16 UNL     1       4.955   0.492  -0.393  1.00  0.00           C  
HETATM   20  C17 UNL     1       5.430   0.691   1.017  1.00  0.00           C  
HETATM   21  C18 UNL     1       6.313   1.877   1.107  1.00  0.00           C  
HETATM   22  C19 UNL     1       7.539   1.771   0.307  1.00  0.00           C  
HETATM   23  O4  UNL     1       7.853   0.765  -0.334  1.00  0.00           O  
HETATM   24  O5  UNL     1       8.423   2.851   0.247  1.00  0.00           O  
HETATM   25  C20 UNL     1       4.579  -1.913  -0.859  1.00  0.00           C  
HETATM   26  C21 UNL     1       3.761  -3.028  -0.830  1.00  0.00           C  
HETATM   27  C22 UNL     1       2.477  -2.929  -0.322  1.00  0.00           C  
HETATM   28  C23 UNL     1       1.963  -1.765   0.164  1.00  0.00           C  
HETATM   29  C24 UNL     1       0.666  -1.334   0.760  1.00  0.00           C  
HETATM   30  H1  UNL     1      -9.153   2.129   2.287  1.00  0.00           H  
HETATM   31  H2  UNL     1      -9.199   2.618   0.571  1.00  0.00           H  
HETATM   32  H3  UNL     1      -8.525   3.787   1.843  1.00  0.00           H  
HETATM   33  H4  UNL     1      -4.421   0.755   1.937  1.00  0.00           H  
HETATM   34  H5  UNL     1      -4.079   2.148   0.816  1.00  0.00           H  
HETATM   35  H6  UNL     1      -4.984   1.066  -1.071  1.00  0.00           H  
HETATM   36  H7  UNL     1      -5.923  -0.977   0.943  1.00  0.00           H  
HETATM   37  H8  UNL     1      -5.385  -1.610  -0.700  1.00  0.00           H  
HETATM   38  H9  UNL     1      -6.643  -0.373  -0.566  1.00  0.00           H  
HETATM   39  H10 UNL     1      -3.373  -0.622  -1.452  1.00  0.00           H  
HETATM   40  H11 UNL     1      -2.841   1.632  -1.359  1.00  0.00           H  
HETATM   41  H12 UNL     1      -3.482  -0.983   1.526  1.00  0.00           H  
HETATM   42  H13 UNL     1      -1.601  -2.144   1.741  1.00  0.00           H  
HETATM   43  H14 UNL     1      -0.375  -2.966  -0.229  1.00  0.00           H  
HETATM   44  H15 UNL     1      -1.204  -0.871  -1.954  1.00  0.00           H  
HETATM   45  H16 UNL     1      -0.172  -2.780  -2.292  1.00  0.00           H  
HETATM   46  H17 UNL     1       0.074   1.046  -1.452  1.00  0.00           H  
HETATM   47  H18 UNL     1       1.474  -0.018  -1.571  1.00  0.00           H  
HETATM   48  H19 UNL     1      -0.017   0.746   0.999  1.00  0.00           H  
HETATM   49  H20 UNL     1       5.786   0.299  -1.055  1.00  0.00           H  
HETATM   50  H21 UNL     1       4.375   1.365  -0.769  1.00  0.00           H  
HETATM   51  H22 UNL     1       4.587   0.807   1.736  1.00  0.00           H  
HETATM   52  H23 UNL     1       6.030  -0.190   1.376  1.00  0.00           H  
HETATM   53  H24 UNL     1       5.754   2.817   0.875  1.00  0.00           H  
HETATM   54  H25 UNL     1       6.615   2.020   2.191  1.00  0.00           H  
HETATM   55  H26 UNL     1       8.281   3.543  -0.472  1.00  0.00           H  
HETATM   56  H27 UNL     1       5.588  -1.945  -1.247  1.00  0.00           H  
HETATM   57  H28 UNL     1       4.173  -3.950  -1.217  1.00  0.00           H  
HETATM   58  H29 UNL     1       1.870  -3.823  -0.317  1.00  0.00           H  
HETATM   59  H30 UNL     1       0.558  -1.586   1.813  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    3    3
CONECT    3    4
CONECT    4    5   33   34
CONECT    5    6    7   35
CONECT    6   36   37   38
CONECT    7    8    9   39
CONECT    8   40
CONECT    9   10   10   41
CONECT   10   11   42
CONECT   11   12   29   43
CONECT   12   13   14   44
CONECT   13   45
CONECT   14   15   46   47
CONECT   15   16   29   48
CONECT   16   17
CONECT   17   18   18   28
CONECT   18   19   25
CONECT   19   20   49   50
CONECT   20   21   51   52
CONECT   21   22   53   54
CONECT   22   23   23   24
CONECT   24   55
CONECT   25   26   26   56
CONECT   26   27   57
CONECT   27   28   28   58
CONECT   28   29
CONECT   29   59
END

HMDB0249084
     RDKit          3D
beraprost
 59 61  0  0  0  0  0  0  0  0999 V2000
   -8.6189    2.7264    1.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2395    2.2296    1.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1187    1.8029    1.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7541    1.2669    1.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7026    0.4114   -0.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6696   -0.7186   -0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2718   -0.0981   -0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5233    1.0652   -0.6234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7901   -0.9181    0.6221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7046   -1.5848    0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190   -1.8421   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3400   -1.1145   -1.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4244   -1.9722   -2.2255 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5030    0.1201   -1.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731    0.1242    0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0524    0.4394    0.6838 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7806   -0.6308    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0693   -0.7246   -0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9549    0.4921   -0.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4304    0.6909    1.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3125    1.8769    1.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5395    1.7715    0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8535    0.7652   -0.3339 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4232    2.8510    0.2467 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5787   -1.9133   -0.8586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7615   -3.0277   -0.8303 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4771   -2.9285   -0.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9629   -1.7646    0.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6660   -1.3337    0.7603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1532    2.1287    2.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1992    2.6183    0.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5249    3.7875    1.8435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4209    0.7547    1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0794    2.1481    0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9836    1.0658   -1.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9234   -0.9771    0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3847   -1.6105   -0.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6432   -0.3729   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3725   -0.6225   -1.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8413    1.6316   -1.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4818   -0.9834    1.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6006   -2.1436    1.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3751   -2.9664   -0.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2038   -0.8709   -1.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1717   -2.7805   -2.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0743    1.0460   -1.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4735   -0.0185   -1.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0169    0.7465    0.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7861    0.2991   -1.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3754    1.3653   -0.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5869    0.8069    1.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0303   -0.1905    1.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7540    2.8172    0.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6152    2.0200    2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2811    3.5432   -0.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5882   -1.9449   -1.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1726   -3.9499   -1.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -3.8229   -0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5577   -1.5862    1.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  3  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  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  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 18 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 11  1  0
 29 15  1  0
 28 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  8 40  1  0
  9 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
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 24 55  1  0
 25 56  1  0
 26 57  1  0
 27 58  1  0
 29 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-(1,2,3a,8b-Tetrahydro-2-hydroxy-1-(3-hydroxy-4-methyloct-6-yne-1-enyl)-5-cyclopenta(b)benzofuranyl)butyrate	HMDB
TRK 100	HMDB
TRK-100	HMDB
Beraprost sodium	HMDB

Chemical Formula

C₂₄H₃₀O₅

Average Molecular Weight

398.499

Monoisotopic Molecular Weight

398.209324066

IUPAC Name

4-[4-hydroxy-3-(3-hydroxy-4-methyloct-1-en-6-yn-1-yl)-7-oxatricyclo[6.4.0.0^{2,6}]dodeca-1(8),9,11-trien-9-yl]butanoic acid

Traditional Name

4-[4-hydroxy-3-(3-hydroxy-4-methyloct-1-en-6-yn-1-yl)-7-oxatricyclo[6.4.0.0^{2,6}]dodeca-1(8),9,11-trien-9-yl]butanoic acid

CAS Registry Number

Not Available

SMILES

CC#CCC(C)C(O)C=CC1C(O)CC2OC3=C(C=CC=C3CCCC(O)=O)C12

InChI Identifier

InChI=1S/C24H30O5/c1-3-4-7-15(2)19(25)13-12-17-20(26)14-21-23(17)18-10-5-8-16(24(18)29-21)9-6-11-22(27)28/h5,8,10,12-13,15,17,19-21,23,25-26H,6-7,9,11,14H2,1-2H3,(H,27,28)

InChI Key

CTPOHARTNNSRSR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Fatty alcohols

Alternative Parents

Substituents

Coumaran
Fatty alcohol
Alkyl aryl ether
Benzenoid
Cyclic alcohol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Alcohol
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	3.45	ALOGPS
logP	3.6	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	4.2	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	112.72 m³·mol⁻¹	ChemAxon
Polarizability	45.01 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	226.306	30932474
DeepCCS	[M+Na]+	201.533	30932474
AllCCS	[M+H]+	203.1	32859911
AllCCS	[M+H-H2O]+	200.6	32859911
AllCCS	[M+NH4]+	205.4	32859911
AllCCS	[M+Na]+	206.1	32859911
AllCCS	[M-H]-	202.5	32859911
AllCCS	[M+Na-2H]-	203.8	32859911
AllCCS	[M+HCOO]-	205.3	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
beraprost,1TMS,isomer #1	CC#CCC(C)C(C=CC1C(O)CC2OC3=C(CCCC(=O)O)C=CC=C3C21)O[Si](C)(C)C	3291.1	Semi standard non polar	33892256
beraprost,1TMS,isomer #1	CC#CCC(C)C(C=CC1C(O)CC2OC3=C(CCCC(=O)O)C=CC=C3C21)O[Si](C)(C)C	3112.2	Standard non polar	33892256
beraprost,1TMS,isomer #1	CC#CCC(C)C(C=CC1C(O)CC2OC3=C(CCCC(=O)O)C=CC=C3C21)O[Si](C)(C)C	4330.5	Standard polar	33892256
beraprost,1TMS,isomer #2	CC#CCC(C)C(O)C=CC1C(O[Si](C)(C)C)CC2OC3=C(CCCC(=O)O)C=CC=C3C21	3293.9	Semi standard non polar	33892256
beraprost,1TMS,isomer #2	CC#CCC(C)C(O)C=CC1C(O[Si](C)(C)C)CC2OC3=C(CCCC(=O)O)C=CC=C3C21	3114.7	Standard non polar	33892256
beraprost,1TMS,isomer #2	CC#CCC(C)C(O)C=CC1C(O[Si](C)(C)C)CC2OC3=C(CCCC(=O)O)C=CC=C3C21	4308.5	Standard polar	33892256
beraprost,1TMS,isomer #3	CC#CCC(C)C(O)C=CC1C(O)CC2OC3=C(CCCC(=O)O[Si](C)(C)C)C=CC=C3C21	3240.3	Semi standard non polar	33892256
beraprost,1TMS,isomer #3	CC#CCC(C)C(O)C=CC1C(O)CC2OC3=C(CCCC(=O)O[Si](C)(C)C)C=CC=C3C21	3177.6	Standard non polar	33892256
beraprost,1TMS,isomer #3	CC#CCC(C)C(O)C=CC1C(O)CC2OC3=C(CCCC(=O)O[Si](C)(C)C)C=CC=C3C21	4437.7	Standard polar	33892256
beraprost,2TMS,isomer #1	CC#CCC(C)C(C=CC1C(O[Si](C)(C)C)CC2OC3=C(CCCC(=O)O)C=CC=C3C21)O[Si](C)(C)C	3239.5	Semi standard non polar	33892256
beraprost,2TMS,isomer #1	CC#CCC(C)C(C=CC1C(O[Si](C)(C)C)CC2OC3=C(CCCC(=O)O)C=CC=C3C21)O[Si](C)(C)C	3137.7	Standard non polar	33892256
beraprost,2TMS,isomer #1	CC#CCC(C)C(C=CC1C(O[Si](C)(C)C)CC2OC3=C(CCCC(=O)O)C=CC=C3C21)O[Si](C)(C)C	3993.1	Standard polar	33892256
beraprost,2TMS,isomer #2	CC#CCC(C)C(C=CC1C(O)CC2OC3=C(CCCC(=O)O[Si](C)(C)C)C=CC=C3C21)O[Si](C)(C)C	3216.2	Semi standard non polar	33892256
beraprost,2TMS,isomer #2	CC#CCC(C)C(C=CC1C(O)CC2OC3=C(CCCC(=O)O[Si](C)(C)C)C=CC=C3C21)O[Si](C)(C)C	3206.1	Standard non polar	33892256
beraprost,2TMS,isomer #2	CC#CCC(C)C(C=CC1C(O)CC2OC3=C(CCCC(=O)O[Si](C)(C)C)C=CC=C3C21)O[Si](C)(C)C	4109.7	Standard polar	33892256
beraprost,2TMS,isomer #3	CC#CCC(C)C(O)C=CC1C(O[Si](C)(C)C)CC2OC3=C(CCCC(=O)O[Si](C)(C)C)C=CC=C3C21	3199.9	Semi standard non polar	33892256
beraprost,2TMS,isomer #3	CC#CCC(C)C(O)C=CC1C(O[Si](C)(C)C)CC2OC3=C(CCCC(=O)O[Si](C)(C)C)C=CC=C3C21	3194.5	Standard non polar	33892256
beraprost,2TMS,isomer #3	CC#CCC(C)C(O)C=CC1C(O[Si](C)(C)C)CC2OC3=C(CCCC(=O)O[Si](C)(C)C)C=CC=C3C21	4093.7	Standard polar	33892256
beraprost,3TMS,isomer #1	CC#CCC(C)C(C=CC1C(O[Si](C)(C)C)CC2OC3=C(CCCC(=O)O[Si](C)(C)C)C=CC=C3C21)O[Si](C)(C)C	3172.1	Semi standard non polar	33892256
beraprost,3TMS,isomer #1	CC#CCC(C)C(C=CC1C(O[Si](C)(C)C)CC2OC3=C(CCCC(=O)O[Si](C)(C)C)C=CC=C3C21)O[Si](C)(C)C	3223.5	Standard non polar	33892256
beraprost,3TMS,isomer #1	CC#CCC(C)C(C=CC1C(O[Si](C)(C)C)CC2OC3=C(CCCC(=O)O[Si](C)(C)C)C=CC=C3C21)O[Si](C)(C)C	3726.8	Standard polar	33892256
beraprost,1TBDMS,isomer #1	CC#CCC(C)C(C=CC1C(O)CC2OC3=C(CCCC(=O)O)C=CC=C3C21)O[Si](C)(C)C(C)(C)C	3544.3	Semi standard non polar	33892256
beraprost,1TBDMS,isomer #1	CC#CCC(C)C(C=CC1C(O)CC2OC3=C(CCCC(=O)O)C=CC=C3C21)O[Si](C)(C)C(C)(C)C	3350.5	Standard non polar	33892256
beraprost,1TBDMS,isomer #1	CC#CCC(C)C(C=CC1C(O)CC2OC3=C(CCCC(=O)O)C=CC=C3C21)O[Si](C)(C)C(C)(C)C	4395.2	Standard polar	33892256
beraprost,1TBDMS,isomer #2	CC#CCC(C)C(O)C=CC1C(O[Si](C)(C)C(C)(C)C)CC2OC3=C(CCCC(=O)O)C=CC=C3C21	3530.0	Semi standard non polar	33892256
beraprost,1TBDMS,isomer #2	CC#CCC(C)C(O)C=CC1C(O[Si](C)(C)C(C)(C)C)CC2OC3=C(CCCC(=O)O)C=CC=C3C21	3335.6	Standard non polar	33892256
beraprost,1TBDMS,isomer #2	CC#CCC(C)C(O)C=CC1C(O[Si](C)(C)C(C)(C)C)CC2OC3=C(CCCC(=O)O)C=CC=C3C21	4375.8	Standard polar	33892256
beraprost,1TBDMS,isomer #3	CC#CCC(C)C(O)C=CC1C(O)CC2OC3=C(CCCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C3C21	3500.5	Semi standard non polar	33892256
beraprost,1TBDMS,isomer #3	CC#CCC(C)C(O)C=CC1C(O)CC2OC3=C(CCCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C3C21	3410.5	Standard non polar	33892256
beraprost,1TBDMS,isomer #3	CC#CCC(C)C(O)C=CC1C(O)CC2OC3=C(CCCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C3C21	4467.5	Standard polar	33892256
beraprost,2TBDMS,isomer #1	CC#CCC(C)C(C=CC1C(O[Si](C)(C)C(C)(C)C)CC2OC3=C(CCCC(=O)O)C=CC=C3C21)O[Si](C)(C)C(C)(C)C	3708.0	Semi standard non polar	33892256
beraprost,2TBDMS,isomer #1	CC#CCC(C)C(C=CC1C(O[Si](C)(C)C(C)(C)C)CC2OC3=C(CCCC(=O)O)C=CC=C3C21)O[Si](C)(C)C(C)(C)C	3556.7	Standard non polar	33892256
beraprost,2TBDMS,isomer #1	CC#CCC(C)C(C=CC1C(O[Si](C)(C)C(C)(C)C)CC2OC3=C(CCCC(=O)O)C=CC=C3C21)O[Si](C)(C)C(C)(C)C	4097.0	Standard polar	33892256
beraprost,2TBDMS,isomer #2	CC#CCC(C)C(C=CC1C(O)CC2OC3=C(CCCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C3C21)O[Si](C)(C)C(C)(C)C	3686.0	Semi standard non polar	33892256
beraprost,2TBDMS,isomer #2	CC#CCC(C)C(C=CC1C(O)CC2OC3=C(CCCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C3C21)O[Si](C)(C)C(C)(C)C	3639.6	Standard non polar	33892256
beraprost,2TBDMS,isomer #2	CC#CCC(C)C(C=CC1C(O)CC2OC3=C(CCCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C3C21)O[Si](C)(C)C(C)(C)C	4206.8	Standard polar	33892256
beraprost,2TBDMS,isomer #3	CC#CCC(C)C(O)C=CC1C(O[Si](C)(C)C(C)(C)C)CC2OC3=C(CCCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C3C21	3672.0	Semi standard non polar	33892256
beraprost,2TBDMS,isomer #3	CC#CCC(C)C(O)C=CC1C(O[Si](C)(C)C(C)(C)C)CC2OC3=C(CCCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C3C21	3611.4	Standard non polar	33892256
beraprost,2TBDMS,isomer #3	CC#CCC(C)C(O)C=CC1C(O[Si](C)(C)C(C)(C)C)CC2OC3=C(CCCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C3C21	4181.5	Standard polar	33892256
beraprost,3TBDMS,isomer #1	CC#CCC(C)C(C=CC1C(O[Si](C)(C)C(C)(C)C)CC2OC3=C(CCCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C3C21)O[Si](C)(C)C(C)(C)C	3834.4	Semi standard non polar	33892256
beraprost,3TBDMS,isomer #1	CC#CCC(C)C(C=CC1C(O[Si](C)(C)C(C)(C)C)CC2OC3=C(CCCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C3C21)O[Si](C)(C)C(C)(C)C	3811.0	Standard non polar	33892256
beraprost,3TBDMS,isomer #1	CC#CCC(C)C(C=CC1C(O[Si](C)(C)C(C)(C)C)CC2OC3=C(CCCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C3C21)O[Si](C)(C)C(C)(C)C	3852.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Beraprost GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-8339000000-d626016bb05c38339ce6	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Beraprost GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Beraprost 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 - Beraprost 10V, Negative-QTOF	splash10-004j-0009000000-eccb6c00a03c147c4c19	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beraprost 20V, Negative-QTOF	splash10-0171-1079000000-3722e9665f38fd0f063a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beraprost 40V, Negative-QTOF	splash10-014i-4093000000-3d87862675426506d8ea	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beraprost 10V, Positive-QTOF	splash10-08gi-0059000000-43ebefb02b8c7bd43da0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beraprost 20V, Positive-QTOF	splash10-004i-1149000000-5ca38f74a5833fe9ce18	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Beraprost 40V, Positive-QTOF	splash10-0f79-9375000000-695a2166b658c2a56bad	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

2262

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Beraprost

METLIN ID

Not Available

PubChem Compound

2352

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 Beraprost (HMDB0249084)

MOL for HMDB0249084 (Beraprost)

3D MOL for HMDB0249084 (Beraprost)

3D SDF for HMDB0249084 (Beraprost)

3D-SDF for HMDB0249084 (Beraprost)

PDB for HMDB0249084 (Beraprost)

3D PDB for HMDB0249084 (Beraprost)

SMILES for HMDB0249084 (Beraprost)

INCHI for HMDB0249084 (Beraprost)

Structure for HMDB0249084 (Beraprost)

3D Structure for HMDB0249084 (Beraprost)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra