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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:43:02 UTC

Update Date

2021-09-26 22:54:15 UTC

HMDB ID

HMDB0245660

Secondary Accession Numbers

None

Metabolite Identification

Common Name

24-Nor Ursodeoxycholic Acid

Description

24-Nor Ursodeoxycholic Acid, also known as 24-nor ursodeoxycholate, belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups. Based on a literature review a significant number of articles have been published on 24-Nor Ursodeoxycholic Acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 24-nor ursodeoxycholic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 24-Nor Ursodeoxycholic 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


  Mrv1652309112100432D          

 27 30  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 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3066   -2.0955    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
    3.9629   -0.1684    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
    2.6190   -0.6539    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
    2.8705    0.7528    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
    1.7781    1.6739    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
    1.5266    0.2673    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
    0.4342    1.1884    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
    1.8069   -0.5086    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
    4.3228   -0.9107    0.0000 C   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  2  0  0  0  0
  4  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  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
  7 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
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 19 25  1  0  0  0  0
 16 26  1  0  0  0  0
 11 27  1  0  0  0  0
M  END

HMDB0245660
     RDKit          3D
24-Nor Ursodeoxycholic Acid
 65 68  0  0  0  0  0  0  0  0999 V2000
    4.7857   -1.9211    0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7227   -1.2794   -0.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5133   -0.7088   -1.4366 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4953    0.3203   -1.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3648    0.0969   -0.1607 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4380    1.5603   -1.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9853   -0.2504    0.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3727   -1.0271    1.7122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5583    0.1038    2.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9254    0.7441    1.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5132    0.4946    1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2936    1.7765    1.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6965    2.8788    0.6201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7058    1.7000    0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1619    0.2711    0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6503    0.2627    0.8311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1338    0.5915   -0.5680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5055    0.2922   -0.5870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4712   -0.2388   -1.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9808   -0.2778   -1.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4678   -0.5777   -0.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9218   -2.0229    0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9968   -0.4215   -0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3118   -0.1051   -1.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1522   -0.5087   -1.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7742    0.3632   -0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2638    1.6294   -0.8332 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5926   -2.2778   -0.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3521   -2.8222    1.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2093   -1.2035    1.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1072   -2.0916   -0.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1474   -1.6174   -1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9409   -0.4608   -2.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4126    2.3712   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6279    0.5171    0.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6962   -1.8100    1.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1253   -1.3100    2.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779    0.7865    2.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7628   -0.3467    2.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1079    1.8492    1.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7843   -0.0903    1.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3830    2.0247    2.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0633    3.1277   -0.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7976    2.0129   -0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4053    2.3347    1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8480   -0.0506    1.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9981    1.1240    1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1470   -0.6411    1.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0531    1.6641   -0.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5717   -0.7053   -0.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8778   -1.2866   -1.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7362    0.1920   -2.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4838    0.5980   -1.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780   -1.1509   -2.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0095   -2.0304    0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5221   -2.2579    1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5398   -2.7159   -0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5887   -1.4451    0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4065    0.9392   -1.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6774   -0.8196   -2.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -0.3189   -2.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1273   -1.5862   -0.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4023    2.3429   -1.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5356    1.3051   -1.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0931    2.1033   -0.3098 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  2  0
  4  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26  7  1  0
 26 10  1  0
 23 11  1  0
 21 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 22 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 24 59  1  0
 24 60  1  0
 25 61  1  0
 25 62  1  0
 27 63  1  0
 27 64  1  0
 27 65  1  0
M  END


  Mrv1652309112100432D          

 27 30  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 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3066   -2.0955    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
    3.9629   -0.1684    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
    2.6190   -0.6539    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
    2.8705    0.7528    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
    1.7781    1.6739    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
    1.5266    0.2673    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
    0.4342    1.1884    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
    1.8069   -0.5086    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
    4.3228   -0.9107    0.0000 C   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  2  0  0  0  0
  4  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  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
  7 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
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 19 25  1  0  0  0  0
 16 26  1  0  0  0  0
 11 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245660

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CC(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C23H38O4/c1-13(10-20(26)27)16-4-5-17-21-18(7-9-23(16,17)3)22(2)8-6-15(24)11-14(22)12-19(21)25/h13-19,21,24-25H,4-12H2,1-3H3,(H,26,27)

> <INCHI_KEY>
QYYDXDSPYPOWRO-UHFFFAOYSA-N

> <FORMULA>
C23H38O4

> <MOLECULAR_WEIGHT>
378.553

> <EXACT_MASS>
378.277009704

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
44.10732775176431

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl}butanoic acid

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
3.268736858666668

> <ALOGPS_LOGS>
-3.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.296339908541825

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.526440837406944

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5356637848609885

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
104.67279999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.96e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245660
     RDKit          3D
24-Nor Ursodeoxycholic Acid
 65 68  0  0  0  0  0  0  0  0999 V2000
    4.7857   -1.9211    0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7227   -1.2794   -0.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5133   -0.7088   -1.4366 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4953    0.3203   -1.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3648    0.0969   -0.1607 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4380    1.5603   -1.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9853   -0.2504    0.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3727   -1.0271    1.7122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5583    0.1038    2.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9254    0.7441    1.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5132    0.4946    1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2936    1.7765    1.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6965    2.8788    0.6201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7058    1.7000    0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1619    0.2711    0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6503    0.2627    0.8311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1338    0.5915   -0.5680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5055    0.2922   -0.5870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4712   -0.2388   -1.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9808   -0.2778   -1.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4678   -0.5777   -0.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9218   -2.0229    0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9968   -0.4215   -0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3118   -0.1051   -1.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1522   -0.5087   -1.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7742    0.3632   -0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2638    1.6294   -0.8332 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5926   -2.2778   -0.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3521   -2.8222    1.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2093   -1.2035    1.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1072   -2.0916   -0.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1474   -1.6174   -1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9409   -0.4608   -2.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4126    2.3712   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6279    0.5171    0.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6962   -1.8100    1.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1253   -1.3100    2.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779    0.7865    2.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7628   -0.3467    2.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1079    1.8492    1.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7843   -0.0903    1.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3830    2.0247    2.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0633    3.1277   -0.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7976    2.0129   -0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4053    2.3347    1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8480   -0.0506    1.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9981    1.1240    1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1470   -0.6411    1.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0531    1.6641   -0.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5717   -0.7053   -0.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8778   -1.2866   -1.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7362    0.1920   -2.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4838    0.5980   -1.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780   -1.1509   -2.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0095   -2.0304    0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5221   -2.2579    1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5398   -2.7159   -0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5887   -1.4451    0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4065    0.9392   -1.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6774   -0.8196   -2.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -0.3189   -2.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1273   -1.5862   -0.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4023    2.3429   -1.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5356    1.3051   -1.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0931    2.1033   -0.3098 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  2  0
  4  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26  7  1  0
 26 10  1  0
 23 11  1  0
 21 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 22 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 24 59  1  0
 24 60  1  0
 25 61  1  0
 25 62  1  0
 27 63  1  0
 27 64  1  0
 27 65  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       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  O   UNK     0      13.878  -2.275   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      11.772  -3.912   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       8.937  -0.264   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.365   1.215   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.090   2.079   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.874   1.134   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.398  -0.314   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.405  -1.492   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.889  -1.221   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.366   0.228   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.358   1.405   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.835   2.854   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.319   3.125   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.326   1.947   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.850   0.499   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  C   UNK     0       0.810   2.218   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.698   1.312   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.373  -0.949   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.828   4.031   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.069  -1.700   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    2    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10    7   12   27                                             
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   10   16                                                  
CONECT   16   15   17   26                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   14   20   25                                             
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22   18                                                       
CONECT   24   22                                                            
CONECT   25   19                                                            
CONECT   26   16                                                            
CONECT   27   11                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0245660
HETATM    1  C1  UNL     1       4.786  -1.921   0.638  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.723  -1.279  -0.280  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.513  -0.709  -1.437  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.495   0.320  -1.032  1.00  0.00           C  
HETATM    5  O1  UNL     1       6.365   0.097  -0.161  1.00  0.00           O  
HETATM    6  O2  UNL     1       5.438   1.560  -1.640  1.00  0.00           O  
HETATM    7  C5  UNL     1       2.985  -0.250   0.532  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.373  -1.027   1.712  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.558   0.104   2.322  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.925   0.744   1.076  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.513   0.495   1.059  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.294   1.777   1.186  1.00  0.00           C  
HETATM   13  O3  UNL     1      -0.696   2.879   0.620  1.00  0.00           O  
HETATM   14  C11 UNL     1      -2.706   1.700   0.679  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.162   0.271   0.889  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.650   0.263   0.831  1.00  0.00           C  
HETATM   17  C14 UNL     1      -5.134   0.592  -0.568  1.00  0.00           C  
HETATM   18  O4  UNL     1      -6.506   0.292  -0.587  1.00  0.00           O  
HETATM   19  C15 UNL     1      -4.471  -0.239  -1.615  1.00  0.00           C  
HETATM   20  C16 UNL     1      -2.981  -0.278  -1.537  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.468  -0.578  -0.125  1.00  0.00           C  
HETATM   22  C18 UNL     1      -2.922  -2.023   0.152  1.00  0.00           C  
HETATM   23  C19 UNL     1      -0.997  -0.421  -0.043  1.00  0.00           C  
HETATM   24  C20 UNL     1      -0.312  -0.105  -1.355  1.00  0.00           C  
HETATM   25  C21 UNL     1       1.152  -0.509  -1.121  1.00  0.00           C  
HETATM   26  C22 UNL     1       1.774   0.363  -0.096  1.00  0.00           C  
HETATM   27  C23 UNL     1       2.264   1.629  -0.833  1.00  0.00           C  
HETATM   28  H1  UNL     1       5.593  -2.278  -0.027  1.00  0.00           H  
HETATM   29  H2  UNL     1       4.352  -2.822   1.134  1.00  0.00           H  
HETATM   30  H3  UNL     1       5.209  -1.203   1.346  1.00  0.00           H  
HETATM   31  H4  UNL     1       3.107  -2.092  -0.648  1.00  0.00           H  
HETATM   32  H5  UNL     1       5.147  -1.617  -1.780  1.00  0.00           H  
HETATM   33  H6  UNL     1       3.941  -0.461  -2.327  1.00  0.00           H  
HETATM   34  H7  UNL     1       5.413   2.371  -0.999  1.00  0.00           H  
HETATM   35  H8  UNL     1       3.628   0.517   0.957  1.00  0.00           H  
HETATM   36  H9  UNL     1       1.696  -1.810   1.378  1.00  0.00           H  
HETATM   37  H10 UNL     1       3.125  -1.310   2.464  1.00  0.00           H  
HETATM   38  H11 UNL     1       2.178   0.786   2.897  1.00  0.00           H  
HETATM   39  H12 UNL     1       0.763  -0.347   2.936  1.00  0.00           H  
HETATM   40  H13 UNL     1       1.108   1.849   1.241  1.00  0.00           H  
HETATM   41  H14 UNL     1      -0.784  -0.090   1.999  1.00  0.00           H  
HETATM   42  H15 UNL     1      -1.383   2.025   2.290  1.00  0.00           H  
HETATM   43  H16 UNL     1      -1.063   3.128  -0.257  1.00  0.00           H  
HETATM   44  H17 UNL     1      -2.798   2.013  -0.361  1.00  0.00           H  
HETATM   45  H18 UNL     1      -3.405   2.335   1.269  1.00  0.00           H  
HETATM   46  H19 UNL     1      -2.848  -0.051   1.902  1.00  0.00           H  
HETATM   47  H20 UNL     1      -4.998   1.124   1.474  1.00  0.00           H  
HETATM   48  H21 UNL     1      -5.147  -0.641   1.174  1.00  0.00           H  
HETATM   49  H22 UNL     1      -5.053   1.664  -0.817  1.00  0.00           H  
HETATM   50  H23 UNL     1      -6.572  -0.705  -0.437  1.00  0.00           H  
HETATM   51  H24 UNL     1      -4.878  -1.287  -1.657  1.00  0.00           H  
HETATM   52  H25 UNL     1      -4.736   0.192  -2.604  1.00  0.00           H  
HETATM   53  H26 UNL     1      -2.484   0.598  -1.979  1.00  0.00           H  
HETATM   54  H27 UNL     1      -2.678  -1.151  -2.192  1.00  0.00           H  
HETATM   55  H28 UNL     1      -4.009  -2.030   0.205  1.00  0.00           H  
HETATM   56  H29 UNL     1      -2.522  -2.258   1.162  1.00  0.00           H  
HETATM   57  H30 UNL     1      -2.540  -2.716  -0.614  1.00  0.00           H  
HETATM   58  H31 UNL     1      -0.589  -1.445   0.236  1.00  0.00           H  
HETATM   59  H32 UNL     1      -0.407   0.939  -1.649  1.00  0.00           H  
HETATM   60  H33 UNL     1      -0.677  -0.820  -2.115  1.00  0.00           H  
HETATM   61  H34 UNL     1       1.612  -0.319  -2.113  1.00  0.00           H  
HETATM   62  H35 UNL     1       1.127  -1.586  -0.855  1.00  0.00           H  
HETATM   63  H36 UNL     1       1.402   2.343  -1.004  1.00  0.00           H  
HETATM   64  H37 UNL     1       2.536   1.305  -1.851  1.00  0.00           H  
HETATM   65  H38 UNL     1       3.093   2.103  -0.310  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    7   31
CONECT    3    4   32   33
CONECT    4    5    5    6
CONECT    6   34
CONECT    7    8   26   35
CONECT    8    9   36   37
CONECT    9   10   38   39
CONECT   10   11   26   40
CONECT   11   12   23   41
CONECT   12   13   14   42
CONECT   13   43
CONECT   14   15   44   45
CONECT   15   16   21   46
CONECT   16   17   47   48
CONECT   17   18   19   49
CONECT   18   50
CONECT   19   20   51   52
CONECT   20   21   53   54
CONECT   21   22   23
CONECT   22   55   56   57
CONECT   23   24   58
CONECT   24   25   59   60
CONECT   25   26   61   62
CONECT   26   27
CONECT   27   63   64   65
END

HMDB0245660
     RDKit          3D
24-Nor Ursodeoxycholic Acid
 65 68  0  0  0  0  0  0  0  0999 V2000
    4.7857   -1.9211    0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7227   -1.2794   -0.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5133   -0.7088   -1.4366 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4953    0.3203   -1.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3648    0.0969   -0.1607 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4380    1.5603   -1.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9853   -0.2504    0.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3727   -1.0271    1.7122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5583    0.1038    2.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9254    0.7441    1.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5132    0.4946    1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2936    1.7765    1.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6965    2.8788    0.6201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7058    1.7000    0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1619    0.2711    0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6503    0.2627    0.8311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1338    0.5915   -0.5680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5055    0.2922   -0.5870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4712   -0.2388   -1.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9808   -0.2778   -1.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4678   -0.5777   -0.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9218   -2.0229    0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9968   -0.4215   -0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3118   -0.1051   -1.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1522   -0.5087   -1.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7742    0.3632   -0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2638    1.6294   -0.8332 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5926   -2.2778   -0.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3521   -2.8222    1.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2093   -1.2035    1.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1072   -2.0916   -0.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1474   -1.6174   -1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9409   -0.4608   -2.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4126    2.3712   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6279    0.5171    0.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6962   -1.8100    1.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1253   -1.3100    2.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779    0.7865    2.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7628   -0.3467    2.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1079    1.8492    1.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7843   -0.0903    1.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3830    2.0247    2.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0633    3.1277   -0.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7976    2.0129   -0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4053    2.3347    1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8480   -0.0506    1.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9981    1.1240    1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1470   -0.6411    1.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0531    1.6641   -0.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5717   -0.7053   -0.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8778   -1.2866   -1.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7362    0.1920   -2.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4838    0.5980   -1.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780   -1.1509   -2.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0095   -2.0304    0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5221   -2.2579    1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5398   -2.7159   -0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5887   -1.4451    0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4065    0.9392   -1.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6774   -0.8196   -2.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -0.3189   -2.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1273   -1.5862   -0.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4023    2.3429   -1.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5356    1.3051   -1.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0931    2.1033   -0.3098 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  2  0
  4  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26  7  1  0
 26 10  1  0
 23 11  1  0
 21 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 22 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 24 59  1  0
 24 60  1  0
 25 61  1  0
 25 62  1  0
 27 63  1  0
 27 64  1  0
 27 65  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
24-Nor ursodeoxycholate	Generator

Chemical Formula

C₂₃H₃₈O₄

Average Molecular Weight

378.553

Monoisotopic Molecular Weight

378.277009704

IUPAC Name

3-{5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl}butanoic acid

Traditional Name

3-{5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl}butanoic acid

CAS Registry Number

Not Available

SMILES

CC(CC(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C

InChI Identifier

InChI=1S/C23H38O4/c1-13(10-20(26)27)16-4-5-17-21-18(7-9-23(16,17)3)22(2)8-6-15(24)11-14(22)12-19(21)25/h13-19,21,24-25H,4-12H2,1-3H3,(H,26,27)

InChI Key

QYYDXDSPYPOWRO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Dihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Dihydroxy bile acid, alcohol, or derivatives
Steroid acid
3-hydroxysteroid
Hydroxysteroid
7-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Alcohol
Organic oxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
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	2.66	ALOGPS
logP	3.27	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	4.53	ChemAxon
pKa (Strongest Basic)	-0.54	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	104.67 m³·mol⁻¹	ChemAxon
Polarizability	44.11 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]-	217.336	30932474
DeepCCS	[M+Na]+	192.563	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	13.9683 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.05 minutes	32390414

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
24-Nor Ursodeoxycholic Acid,1TMS,isomer #1	CC(CC(=O)O[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C	3287.6	Semi standard non polar	33892256
24-Nor Ursodeoxycholic Acid,1TMS,isomer #1	CC(CC(=O)O[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C	3133.2	Standard non polar	33892256
24-Nor Ursodeoxycholic Acid,1TMS,isomer #1	CC(CC(=O)O[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C	3638.9	Standard polar	33892256
24-Nor Ursodeoxycholic Acid,1TMS,isomer #2	CC(CC(=O)O)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O)CCC4(C)C3CCC12C	3338.6	Semi standard non polar	33892256
24-Nor Ursodeoxycholic Acid,1TMS,isomer #2	CC(CC(=O)O)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O)CCC4(C)C3CCC12C	3013.3	Standard non polar	33892256
24-Nor Ursodeoxycholic Acid,1TMS,isomer #2	CC(CC(=O)O)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O)CCC4(C)C3CCC12C	3575.1	Standard polar	33892256
24-Nor Ursodeoxycholic Acid,1TMS,isomer #3	CC(CC(=O)O)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3350.7	Semi standard non polar	33892256
24-Nor Ursodeoxycholic Acid,1TMS,isomer #3	CC(CC(=O)O)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3067.4	Standard non polar	33892256
24-Nor Ursodeoxycholic Acid,1TMS,isomer #3	CC(CC(=O)O)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3636.8	Standard polar	33892256
24-Nor Ursodeoxycholic Acid,2TMS,isomer #1	CC(CC(=O)O[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O)CCC4(C)C3CCC12C	3229.8	Semi standard non polar	33892256
24-Nor Ursodeoxycholic Acid,2TMS,isomer #1	CC(CC(=O)O[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O)CCC4(C)C3CCC12C	3129.1	Standard non polar	33892256
24-Nor Ursodeoxycholic Acid,2TMS,isomer #1	CC(CC(=O)O[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O)CCC4(C)C3CCC12C	3557.0	Standard polar	33892256
24-Nor Ursodeoxycholic Acid,2TMS,isomer #2	CC(CC(=O)O[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3296.0	Semi standard non polar	33892256
24-Nor Ursodeoxycholic Acid,2TMS,isomer #2	CC(CC(=O)O[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3180.2	Standard non polar	33892256
24-Nor Ursodeoxycholic Acid,2TMS,isomer #2	CC(CC(=O)O[Si](C)(C)C)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3621.0	Standard polar	33892256
24-Nor Ursodeoxycholic Acid,2TMS,isomer #3	CC(CC(=O)O)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3361.8	Semi standard non polar	33892256
24-Nor Ursodeoxycholic Acid,2TMS,isomer #3	CC(CC(=O)O)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3061.0	Standard non polar	33892256
24-Nor Ursodeoxycholic Acid,2TMS,isomer #3	CC(CC(=O)O)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3549.4	Standard polar	33892256
24-Nor Ursodeoxycholic Acid,3TMS,isomer #1	CC(CC(=O)O[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3236.0	Semi standard non polar	33892256
24-Nor Ursodeoxycholic Acid,3TMS,isomer #1	CC(CC(=O)O[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3141.2	Standard non polar	33892256
24-Nor Ursodeoxycholic Acid,3TMS,isomer #1	CC(CC(=O)O[Si](C)(C)C)C1CCC2C3C(O[Si](C)(C)C)CC4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C	3469.2	Standard polar	33892256
24-Nor Ursodeoxycholic Acid,1TBDMS,isomer #1	CC(CC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C	3532.0	Semi standard non polar	33892256
24-Nor Ursodeoxycholic Acid,1TBDMS,isomer #1	CC(CC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C	3420.8	Standard non polar	33892256
24-Nor Ursodeoxycholic Acid,1TBDMS,isomer #1	CC(CC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C	3774.7	Standard polar	33892256
24-Nor Ursodeoxycholic Acid,1TBDMS,isomer #2	CC(CC(=O)O)C1CCC2C3C(O[Si](C)(C)C(C)(C)C)CC4CC(O)CCC4(C)C3CCC12C	3554.1	Semi standard non polar	33892256
24-Nor Ursodeoxycholic Acid,1TBDMS,isomer #2	CC(CC(=O)O)C1CCC2C3C(O[Si](C)(C)C(C)(C)C)CC4CC(O)CCC4(C)C3CCC12C	3306.2	Standard non polar	33892256
24-Nor Ursodeoxycholic Acid,1TBDMS,isomer #2	CC(CC(=O)O)C1CCC2C3C(O[Si](C)(C)C(C)(C)C)CC4CC(O)CCC4(C)C3CCC12C	3723.1	Standard polar	33892256
24-Nor Ursodeoxycholic Acid,1TBDMS,isomer #3	CC(CC(=O)O)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C	3566.2	Semi standard non polar	33892256
24-Nor Ursodeoxycholic Acid,1TBDMS,isomer #3	CC(CC(=O)O)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C	3346.0	Standard non polar	33892256
24-Nor Ursodeoxycholic Acid,1TBDMS,isomer #3	CC(CC(=O)O)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C	3780.2	Standard polar	33892256
24-Nor Ursodeoxycholic Acid,2TBDMS,isomer #1	CC(CC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(O[Si](C)(C)C(C)(C)C)CC4CC(O)CCC4(C)C3CCC12C	3671.1	Semi standard non polar	33892256
24-Nor Ursodeoxycholic Acid,2TBDMS,isomer #1	CC(CC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(O[Si](C)(C)C(C)(C)C)CC4CC(O)CCC4(C)C3CCC12C	3679.0	Standard non polar	33892256
24-Nor Ursodeoxycholic Acid,2TBDMS,isomer #1	CC(CC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(O[Si](C)(C)C(C)(C)C)CC4CC(O)CCC4(C)C3CCC12C	3778.8	Standard polar	33892256
24-Nor Ursodeoxycholic Acid,2TBDMS,isomer #2	CC(CC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C	3758.6	Semi standard non polar	33892256
24-Nor Ursodeoxycholic Acid,2TBDMS,isomer #2	CC(CC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C	3735.3	Standard non polar	33892256
24-Nor Ursodeoxycholic Acid,2TBDMS,isomer #2	CC(CC(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(O)CC4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C	3834.9	Standard polar	33892256
24-Nor Ursodeoxycholic Acid,2TBDMS,isomer #3	CC(CC(=O)O)C1CCC2C3C(O[Si](C)(C)C(C)(C)C)CC4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C	3776.3	Semi standard non polar	33892256
24-Nor Ursodeoxycholic Acid,2TBDMS,isomer #3	CC(CC(=O)O)C1CCC2C3C(O[Si](C)(C)C(C)(C)C)CC4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C	3584.7	Standard non polar	33892256
24-Nor Ursodeoxycholic Acid,2TBDMS,isomer #3	CC(CC(=O)O)C1CCC2C3C(O[Si](C)(C)C(C)(C)C)CC4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C	3773.6	Standard polar	33892256
24-Nor Ursodeoxycholic Acid,3TBDMS,isomer #1	CC(CC(=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	3893.2	Semi standard non polar	33892256
24-Nor Ursodeoxycholic Acid,3TBDMS,isomer #1	CC(CC(=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	3843.4	Standard non polar	33892256
24-Nor Ursodeoxycholic Acid,3TBDMS,isomer #1	CC(CC(=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	3723.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 24-Nor Ursodeoxycholic Acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-02aj-0409000000-703bab064b7fc386506b	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 24-Nor Ursodeoxycholic Acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 24-Nor Ursodeoxycholic Acid 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 - 24-Nor Ursodeoxycholic Acid 10V, Positive-QTOF	splash10-02tc-0019000000-82f616d912142563a486	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Nor Ursodeoxycholic Acid 20V, Positive-QTOF	splash10-0006-0039000000-90bd760bfb8499813e97	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Nor Ursodeoxycholic Acid 40V, Positive-QTOF	splash10-004j-8981000000-323ca8a66bab3ed081d4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Nor Ursodeoxycholic Acid 10V, Negative-QTOF	splash10-004i-0009000000-3b4757f7d5e3339af9d8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Nor Ursodeoxycholic Acid 20V, Negative-QTOF	splash10-056r-0009000000-5d22fdeeeb9f69460987	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 24-Nor Ursodeoxycholic Acid 40V, Negative-QTOF	splash10-004i-3009000000-2ba1da9c23025ba8a181	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14312278

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 24-Nor Ursodeoxycholic Acid (HMDB0245660)

MOL for HMDB0245660 (24-Nor Ursodeoxycholic Acid)

3D MOL for HMDB0245660 (24-Nor Ursodeoxycholic Acid)

3D SDF for HMDB0245660 (24-Nor Ursodeoxycholic Acid)

3D-SDF for HMDB0245660 (24-Nor Ursodeoxycholic Acid)

PDB for HMDB0245660 (24-Nor Ursodeoxycholic Acid)

3D PDB for HMDB0245660 (24-Nor Ursodeoxycholic Acid)

SMILES for HMDB0245660 (24-Nor Ursodeoxycholic Acid)

INCHI for HMDB0245660 (24-Nor Ursodeoxycholic Acid)

Structure for HMDB0245660 (24-Nor Ursodeoxycholic Acid)

3D Structure for HMDB0245660 (24-Nor Ursodeoxycholic Acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra