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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:42:00 UTC

Update Date

2022-09-22 17:44:20 UTC

HMDB ID

HMDB0246682

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3alpha-Hydroxy-7-oxo-5beta-cholanic acid

Description

3alpha-Hydroxy-7-oxo-5beta-cholanic acid, also known as 3α-hydroxy-7-oxo-5β-cholanate or 7-ketolithocholate, belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group. Based on a literature review a small amount of articles have been published on 3alpha-Hydroxy-7-oxo-5beta-cholanic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3alpha-hydroxy-7-oxo-5beta-cholanic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3alpha-Hydroxy-7-oxo-5beta-cholanic acid 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


  Mrv1533004171502062D          

 28 31  0  0  0  0            999 V2000
    4.9830   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -0.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1111   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4347   -1.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9411   -1.8698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7456   -0.4543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3228   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8069   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220    2.1594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  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
 15 16  1  0  0  0  0
  8 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 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
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 18 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  2  0  0  0  0
M  END

HMDB0246682
     RDKit          3D
3alpha-Hydroxy-7-oxo-5beta-cholanic acid
 66 69  0  0  0  0  0  0  0  0999 V2000
   -5.1681   -0.4436   -1.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8258   -1.0087   -0.8401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1259   -1.4360    0.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6004   -0.2413    1.3622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9129   -0.6409    2.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7797   -1.8044    3.1755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3595    0.3483    3.6263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7609    0.0263   -0.8704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5904    0.5432   -2.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1074    0.6722   -2.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5933    0.6908   -1.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8290    0.7857   -0.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7620    0.7577   -2.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4298    0.5926   -3.1926 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2025    0.9457   -1.7553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4103    1.1506   -0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8769    1.2342   -0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3422    0.9882    1.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6080    2.1912    2.0462 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4935    0.1173    2.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9905    0.2863    1.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7513    0.0171    0.5119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6050   -1.2278    0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3380   -0.2000    0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3360   -0.0590    1.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9844   -0.7031    0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3520   -0.4988   -0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2372   -1.7208   -1.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9941   -1.0388   -0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2412   -0.5728   -2.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1955    0.6037   -1.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5749   -1.9292   -1.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0219   -2.1335    0.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2909   -1.9763    1.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9187    0.5953    1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5510    0.1428    0.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1253    1.3231    3.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9002    0.8966   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0705   -0.1245   -3.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1118    1.5211   -2.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9277    1.6177   -3.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7248   -0.1596   -3.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1290    1.5841   -0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0485    1.7900   -0.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7570   -0.0048   -1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6463    1.8252   -2.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9701    2.0957    0.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4526    0.6390   -0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1777    2.3009   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3533    0.4890    1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3678    2.6227    1.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6786    0.3935    3.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7621   -0.9486    2.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6248    1.2550    2.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5537   -0.5371    2.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6615   -1.0091    0.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2232   -1.6078   -0.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917   -2.0194    0.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2515   -1.2530   -0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1606    1.0235    1.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5829   -0.5380    2.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9375   -1.8120    0.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7299   -0.2945    1.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2372   -1.9126   -1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8811   -1.6387   -2.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6779   -2.5719   -0.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27  8  1  0
 27 11  1  0
 24 12  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 23 56  1  0
 23 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 25 61  1  0
 26 62  1  0
 26 63  1  0
 28 64  1  0
 28 65  1  0
 28 66  1  0
M  END


  Mrv1533004171502062D          

 28 31  0  0  0  0            999 V2000
    4.9830   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -0.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1111   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4347   -1.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9411   -1.8698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7456   -0.4543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3228   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8069   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220    2.1594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  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
 15 16  1  0  0  0  0
  8 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 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
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 18 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246682

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCC(O)=O)C1CCC2C3C(CCC12C)C1(C)CCC(O)CC1CC3=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H38O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-19,22,25H,4-13H2,1-3H3,(H,27,28)

> <INCHI_KEY>
DXOCDBGWDZAYRQ-UHFFFAOYSA-N

> <FORMULA>
C24H38O4

> <MOLECULAR_WEIGHT>
390.564

> <EXACT_MASS>
390.277009704

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
45.689403783325005

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{5-hydroxy-2,15-dimethyl-9-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}pentanoic acid

> <ALOGPS_LOGP>
3.52

> <JCHEM_LOGP>
4.098819777333333

> <ALOGPS_LOGS>
-4.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.361716911793224

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.556917014493273

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3283852427336238

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
108.34859999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{5-hydroxy-2,15-dimethyl-9-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246682
     RDKit          3D
3alpha-Hydroxy-7-oxo-5beta-cholanic acid
 66 69  0  0  0  0  0  0  0  0999 V2000
   -5.1681   -0.4436   -1.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8258   -1.0087   -0.8401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1259   -1.4360    0.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6004   -0.2413    1.3622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9129   -0.6409    2.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7797   -1.8044    3.1755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3595    0.3483    3.6263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7609    0.0263   -0.8704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5904    0.5432   -2.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1074    0.6722   -2.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5933    0.6908   -1.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8290    0.7857   -0.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7620    0.7577   -2.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4298    0.5926   -3.1926 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2025    0.9457   -1.7553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4103    1.1506   -0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8769    1.2342   -0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3422    0.9882    1.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6080    2.1912    2.0462 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4935    0.1173    2.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9905    0.2863    1.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7513    0.0171    0.5119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6050   -1.2278    0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3380   -0.2000    0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3360   -0.0590    1.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9844   -0.7031    0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3520   -0.4988   -0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2372   -1.7208   -1.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9941   -1.0388   -0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2412   -0.5728   -2.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1955    0.6037   -1.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5749   -1.9292   -1.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0219   -2.1335    0.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2909   -1.9763    1.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9187    0.5953    1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5510    0.1428    0.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1253    1.3231    3.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9002    0.8966   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0705   -0.1245   -3.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1118    1.5211   -2.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9277    1.6177   -3.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7248   -0.1596   -3.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1290    1.5841   -0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0485    1.7900   -0.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7570   -0.0048   -1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6463    1.8252   -2.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9701    2.0957    0.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4526    0.6390   -0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1777    2.3009   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3533    0.4890    1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3678    2.6227    1.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6786    0.3935    3.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7621   -0.9486    2.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6248    1.2550    2.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5537   -0.5371    2.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6615   -1.0091    0.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2232   -1.6078   -0.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917   -2.0194    0.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2515   -1.2530   -0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1606    1.0235    1.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5829   -0.5380    2.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9375   -1.8120    0.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7299   -0.2945    1.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2372   -1.9126   -1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8811   -1.6387   -2.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6779   -2.5719   -0.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27  8  1  0
 27 11  1  0
 24 12  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 23 56  1  0
 23 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 25 61  1  0
 26 62  1  0
 26 63  1  0
 28 64  1  0
 28 65  1  0
 28 66  1  0
M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       9.302  -2.907   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.882  -1.480   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.407  -1.269   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.353  -2.485   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.878  -2.275   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      14.823  -3.490   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      14.458  -0.848   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.937  -0.264   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.365   1.215   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.090   2.079   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.874   1.134   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.358   1.405   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.366   0.228   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.889  -1.221   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.405  -1.492   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.398  -0.314   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.069  -1.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.850   0.499   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.373  -0.949   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.857  -0.678   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.341  -0.407   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.182   1.041   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.698   1.312   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.810   2.218   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.326   1.947   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.319   3.125   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.835   2.854   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.828   4.031   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    2    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13   27                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    8   11   17                                             
CONECT   17   16                                                            
CONECT   18   13   19   20   25                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   18   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   12   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0246682
HETATM    1  C1  UNL     1      -5.168  -0.444  -1.352  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.826  -1.009  -0.840  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.126  -1.436   0.569  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.600  -0.241   1.362  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.913  -0.641   2.777  1.00  0.00           C  
HETATM    6  O1  UNL     1      -4.780  -1.804   3.175  1.00  0.00           O  
HETATM    7  O2  UNL     1      -5.359   0.348   3.626  1.00  0.00           O  
HETATM    8  C6  UNL     1      -2.761   0.026  -0.870  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.590   0.543  -2.324  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.107   0.672  -2.574  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.593   0.691  -1.161  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.829   0.786  -0.943  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.762   0.758  -2.057  1.00  0.00           C  
HETATM   14  O3  UNL     1       1.430   0.593  -3.193  1.00  0.00           O  
HETATM   15  C12 UNL     1       3.202   0.946  -1.755  1.00  0.00           C  
HETATM   16  C13 UNL     1       3.410   1.151  -0.246  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.877   1.234  -0.038  1.00  0.00           C  
HETATM   18  C15 UNL     1       5.342   0.988   1.360  1.00  0.00           C  
HETATM   19  O4  UNL     1       5.608   2.191   2.046  1.00  0.00           O  
HETATM   20  C16 UNL     1       4.493   0.117   2.195  1.00  0.00           C  
HETATM   21  C17 UNL     1       2.991   0.286   1.982  1.00  0.00           C  
HETATM   22  C18 UNL     1       2.751   0.017   0.512  1.00  0.00           C  
HETATM   23  C19 UNL     1       3.605  -1.228   0.205  1.00  0.00           C  
HETATM   24  C20 UNL     1       1.338  -0.200   0.128  1.00  0.00           C  
HETATM   25  C21 UNL     1       0.336  -0.059   1.232  1.00  0.00           C  
HETATM   26  C22 UNL     1      -0.984  -0.703   0.788  1.00  0.00           C  
HETATM   27  C23 UNL     1      -1.352  -0.499  -0.616  1.00  0.00           C  
HETATM   28  C24 UNL     1      -1.237  -1.721  -1.489  1.00  0.00           C  
HETATM   29  H1  UNL     1      -5.994  -1.039  -0.912  1.00  0.00           H  
HETATM   30  H2  UNL     1      -5.241  -0.573  -2.450  1.00  0.00           H  
HETATM   31  H3  UNL     1      -5.196   0.604  -1.037  1.00  0.00           H  
HETATM   32  H4  UNL     1      -3.575  -1.929  -1.400  1.00  0.00           H  
HETATM   33  H5  UNL     1      -5.022  -2.133   0.562  1.00  0.00           H  
HETATM   34  H6  UNL     1      -3.291  -1.976   1.064  1.00  0.00           H  
HETATM   35  H7  UNL     1      -3.919   0.595   1.428  1.00  0.00           H  
HETATM   36  H8  UNL     1      -5.551   0.143   0.917  1.00  0.00           H  
HETATM   37  H9  UNL     1      -5.125   1.323   3.520  1.00  0.00           H  
HETATM   38  H10 UNL     1      -2.900   0.897  -0.238  1.00  0.00           H  
HETATM   39  H11 UNL     1      -3.071  -0.124  -3.048  1.00  0.00           H  
HETATM   40  H12 UNL     1      -3.112   1.521  -2.394  1.00  0.00           H  
HETATM   41  H13 UNL     1      -0.928   1.618  -3.113  1.00  0.00           H  
HETATM   42  H14 UNL     1      -0.725  -0.160  -3.197  1.00  0.00           H  
HETATM   43  H15 UNL     1      -1.129   1.584  -0.701  1.00  0.00           H  
HETATM   44  H16 UNL     1       1.048   1.790  -0.428  1.00  0.00           H  
HETATM   45  H17 UNL     1       3.757  -0.005  -1.983  1.00  0.00           H  
HETATM   46  H18 UNL     1       3.646   1.825  -2.242  1.00  0.00           H  
HETATM   47  H19 UNL     1       2.970   2.096   0.111  1.00  0.00           H  
HETATM   48  H20 UNL     1       5.453   0.639  -0.785  1.00  0.00           H  
HETATM   49  H21 UNL     1       5.178   2.301  -0.277  1.00  0.00           H  
HETATM   50  H22 UNL     1       6.353   0.489   1.278  1.00  0.00           H  
HETATM   51  H23 UNL     1       6.368   2.623   1.558  1.00  0.00           H  
HETATM   52  H24 UNL     1       4.679   0.394   3.274  1.00  0.00           H  
HETATM   53  H25 UNL     1       4.762  -0.949   2.126  1.00  0.00           H  
HETATM   54  H26 UNL     1       2.625   1.255   2.318  1.00  0.00           H  
HETATM   55  H27 UNL     1       2.554  -0.537   2.622  1.00  0.00           H  
HETATM   56  H28 UNL     1       4.661  -1.009   0.094  1.00  0.00           H  
HETATM   57  H29 UNL     1       3.223  -1.608  -0.766  1.00  0.00           H  
HETATM   58  H30 UNL     1       3.392  -2.019   0.951  1.00  0.00           H  
HETATM   59  H31 UNL     1       1.252  -1.253  -0.212  1.00  0.00           H  
HETATM   60  H32 UNL     1       0.161   1.024   1.436  1.00  0.00           H  
HETATM   61  H33 UNL     1       0.583  -0.538   2.175  1.00  0.00           H  
HETATM   62  H34 UNL     1      -0.938  -1.812   0.999  1.00  0.00           H  
HETATM   63  H35 UNL     1      -1.730  -0.294   1.500  1.00  0.00           H  
HETATM   64  H36 UNL     1      -0.237  -1.913  -1.901  1.00  0.00           H  
HETATM   65  H37 UNL     1      -1.881  -1.639  -2.417  1.00  0.00           H  
HETATM   66  H38 UNL     1      -1.678  -2.572  -0.931  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    8   32
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6    6    7
CONECT    7   37
CONECT    8    9   27   38
CONECT    9   10   39   40
CONECT   10   11   41   42
CONECT   11   12   27   43
CONECT   12   13   24   44
CONECT   13   14   14   15
CONECT   15   16   45   46
CONECT   16   17   22   47
CONECT   17   18   48   49
CONECT   18   19   20   50
CONECT   19   51
CONECT   20   21   52   53
CONECT   21   22   54   55
CONECT   22   23   24
CONECT   23   56   57   58
CONECT   24   25   59
CONECT   25   26   60   61
CONECT   26   27   62   63
CONECT   27   28
CONECT   28   64   65   66
END

HMDB0246682
     RDKit          3D
3alpha-Hydroxy-7-oxo-5beta-cholanic acid
 66 69  0  0  0  0  0  0  0  0999 V2000
   -5.1681   -0.4436   -1.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8258   -1.0087   -0.8401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1259   -1.4360    0.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6004   -0.2413    1.3622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9129   -0.6409    2.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7797   -1.8044    3.1755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3595    0.3483    3.6263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7609    0.0263   -0.8704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5904    0.5432   -2.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1074    0.6722   -2.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5933    0.6908   -1.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8290    0.7857   -0.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7620    0.7577   -2.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4298    0.5926   -3.1926 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2025    0.9457   -1.7553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4103    1.1506   -0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8769    1.2342   -0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3422    0.9882    1.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6080    2.1912    2.0462 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4935    0.1173    2.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9905    0.2863    1.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7513    0.0171    0.5119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6050   -1.2278    0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3380   -0.2000    0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3360   -0.0590    1.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9844   -0.7031    0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3520   -0.4988   -0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2372   -1.7208   -1.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9941   -1.0388   -0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2412   -0.5728   -2.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1955    0.6037   -1.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5749   -1.9292   -1.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0219   -2.1335    0.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2909   -1.9763    1.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9187    0.5953    1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5510    0.1428    0.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1253    1.3231    3.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9002    0.8966   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0705   -0.1245   -3.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1118    1.5211   -2.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9277    1.6177   -3.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7248   -0.1596   -3.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1290    1.5841   -0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0485    1.7900   -0.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7570   -0.0048   -1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6463    1.8252   -2.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9701    2.0957    0.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4526    0.6390   -0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1777    2.3009   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3533    0.4890    1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3678    2.6227    1.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6786    0.3935    3.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7621   -0.9486    2.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6248    1.2550    2.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5537   -0.5371    2.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6615   -1.0091    0.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2232   -1.6078   -0.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917   -2.0194    0.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2515   -1.2530   -0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1606    1.0235    1.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5829   -0.5380    2.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9375   -1.8120    0.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7299   -0.2945    1.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2372   -1.9126   -1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8811   -1.6387   -2.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6779   -2.5719   -0.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27  8  1  0
 27 11  1  0
 24 12  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
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 23 56  1  0
 23 57  1  0
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 26 63  1  0
 28 64  1  0
 28 65  1  0
 28 66  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3a-Hydroxy-7-oxo-5b-cholanate	Generator
3a-Hydroxy-7-oxo-5b-cholanic acid	Generator
3alpha-Hydroxy-7-oxo-5beta-cholanate	Generator
3Α-hydroxy-7-oxo-5β-cholanate	Generator
3Α-hydroxy-7-oxo-5β-cholanic acid	Generator
7-Ketolithocholate	HMDB
3 alpha-Hydroxy-7-keto-5 beta-cholanoate	HMDB
7-Oxolithocholic acid	HMDB
7-Ketolithocholic acid, (3beta,5alpha)-isomer	HMDB
3 alpha-Ol-7-one-5 beta-cholanoic acid	HMDB
4-{5-hydroxy-2,15-dimethyl-9-oxotetracyclo[8.7.0.0,.0,]heptadecan-14-yl}pentanoate	HMDB

Chemical Formula

C₂₄H₃₈O₄

Average Molecular Weight

390.564

Monoisotopic Molecular Weight

390.277009704

IUPAC Name

4-{5-hydroxy-2,15-dimethyl-9-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}pentanoic acid

Traditional Name

4-{5-hydroxy-2,15-dimethyl-9-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}pentanoic acid

CAS Registry Number

Not Available

SMILES

CC(CCC(O)=O)C1CCC2C3C(CCC12C)C1(C)CCC(O)CC1CC3=O

InChI Identifier

InChI=1S/C24H38O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-19,22,25H,4-13H2,1-3H3,(H,27,28)

InChI Key

DXOCDBGWDZAYRQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Monohydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Monohydroxy bile acid, alcohol, or derivatives
3-hydroxysteroid
Hydroxysteroid
7-oxosteroid
Oxosteroid
Cyclic alcohol
Secondary alcohol
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Alcohol
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	3.52	ALOGPS
logP	4.1	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	4.56	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	108.35 m³·mol⁻¹	ChemAxon
Polarizability	45.69 Å³	ChemAxon
Number of Rings	4	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-2H]-	225.81	30932474
DeepCCS	[M+Na]+	201.037	30932474
AllCCS	[M+H]+	199.8	32859911
AllCCS	[M+H-H2O]+	197.5	32859911
AllCCS	[M+NH4]+	201.8	32859911
AllCCS	[M+Na]+	202.4	32859911
AllCCS	[M-H]-	199.2	32859911
AllCCS	[M+Na-2H]-	200.4	32859911
AllCCS	[M+HCOO]-	201.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	15.9496 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.49 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2871.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	271.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	220.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	177.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	536.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	696.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	670.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	97.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1250.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	542.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1669.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	377.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	466.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	240.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	322.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	52.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3alpha-Hydroxy-7-oxo-5beta-cholanic acid	CC(CCC(O)=O)C1CCC2C3C(CCC12C)C1(C)CCC(O)CC1CC3=O	3211.1	Standard polar	33892256
3alpha-Hydroxy-7-oxo-5beta-cholanic acid	CC(CCC(O)=O)C1CCC2C3C(CCC12C)C1(C)CCC(O)CC1CC3=O	3114.9	Standard non polar	33892256
3alpha-Hydroxy-7-oxo-5beta-cholanic acid	CC(CCC(O)=O)C1CCC2C3C(CCC12C)C1(C)CCC(O)CC1CC3=O	3389.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3alpha-Hydroxy-7-oxo-5beta-cholanic acid,3TMS,isomer #1	CC(CCC(=O)O[Si](C)(C)C)C1CCC2C3=C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C	3438.2	Semi standard non polar	33892256
3alpha-Hydroxy-7-oxo-5beta-cholanic acid,3TMS,isomer #1	CC(CCC(=O)O[Si](C)(C)C)C1CCC2C3=C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C	3333.8	Standard non polar	33892256
3alpha-Hydroxy-7-oxo-5beta-cholanic acid,3TMS,isomer #1	CC(CCC(=O)O[Si](C)(C)C)C1CCC2C3=C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C	3600.4	Standard polar	33892256
3alpha-Hydroxy-7-oxo-5beta-cholanic acid,3TMS,isomer #2	CC(CCC(=O)O[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)=CC4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3307.6	Semi standard non polar	33892256
3alpha-Hydroxy-7-oxo-5beta-cholanic acid,3TMS,isomer #2	CC(CCC(=O)O[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)=CC4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3267.5	Standard non polar	33892256
3alpha-Hydroxy-7-oxo-5beta-cholanic acid,3TMS,isomer #2	CC(CCC(=O)O[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)=CC4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3644.1	Standard polar	33892256
3alpha-Hydroxy-7-oxo-5beta-cholanic acid,3TBDMS,isomer #1	CC(CCC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3=C(O[Si](C)(C)C(C)(C)C)CC4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C	4114.0	Semi standard non polar	33892256
3alpha-Hydroxy-7-oxo-5beta-cholanic acid,3TBDMS,isomer #1	CC(CCC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3=C(O[Si](C)(C)C(C)(C)C)CC4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C	4004.0	Standard non polar	33892256
3alpha-Hydroxy-7-oxo-5beta-cholanic acid,3TBDMS,isomer #1	CC(CCC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3=C(O[Si](C)(C)C(C)(C)C)CC4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C	3832.8	Standard polar	33892256
3alpha-Hydroxy-7-oxo-5beta-cholanic acid,3TBDMS,isomer #2	CC(CCC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(O[Si](C)(C)C(C)(C)C)=CC4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C	3941.6	Semi standard non polar	33892256
3alpha-Hydroxy-7-oxo-5beta-cholanic acid,3TBDMS,isomer #2	CC(CCC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(O[Si](C)(C)C(C)(C)C)=CC4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C	3802.1	Standard non polar	33892256
3alpha-Hydroxy-7-oxo-5beta-cholanic acid,3TBDMS,isomer #2	CC(CCC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(O[Si](C)(C)C(C)(C)C)=CC4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C	3869.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-01rt-0219000000-6f35b68bb14083ba1200	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-03	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 - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid 10V, Positive-QTOF	splash10-006x-0009000000-6e2c8fc25e2ce7dc1504	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid 20V, Positive-QTOF	splash10-0a4r-2059000000-55359400778c94bd21fc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid 40V, Positive-QTOF	splash10-0002-6390000000-a2495d80cc9be95f548a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid 10V, Negative-QTOF	splash10-000i-0009000000-f9202fa85f0d3bdadaf9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid 20V, Negative-QTOF	splash10-000i-0009000000-085d998592b46dc555c3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3alpha-Hydroxy-7-oxo-5beta-cholanic acid 40V, Negative-QTOF	splash10-000i-1029000000-9cbd7a6d6152b24108ad	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

276865

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

313030

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 3alpha-Hydroxy-7-oxo-5beta-cholanic acid (HMDB0246682)

MOL for HMDB0246682 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)

3D MOL for HMDB0246682 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)

3D SDF for HMDB0246682 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)

3D-SDF for HMDB0246682 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)

PDB for HMDB0246682 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)

3D PDB for HMDB0246682 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)

SMILES for HMDB0246682 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)

INCHI for HMDB0246682 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)

Structure for HMDB0246682 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)

3D Structure for HMDB0246682 (3alpha-Hydroxy-7-oxo-5beta-cholanic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra