Structure Database (LMSD)

H H H HO OH OH OH H H H
Common Name
27-Deoxy-5beta-cyprinol
Systematic Name
5β-Cholestane-3α,7α,12α,26-tetrol
Synonyms
  • 3alpha,7alpha,12alpha,26-tetrahydroxy-5beta-cholestane
LM ID
LMST04030014
Formula
Exact Mass
Calculate m/z
436.35526
Sum Composition
Status
Active

Main

Classification

String Representations

InChiKey (Click to copy)
XJZGNVBLVFOSKJ-XZULNKEGSA-N
InChi (Click to copy)
InChI=1S/C27H48O4/c1-16(15-28)6-5-7-17(2)20-8-9-21-25-22(14-24(31)27(20,21)4)26(3)11-10-19(29)12-18(26)13-23(25)30/h16-25,28-31H,5-15H2,1-4H3/t16?,17-,18+,19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])C[C@H](O)[C@]4(C)[C@@]([H])([C@]([H])(C)CCCC(C)CO)CC[C@@]4([H])[C@]3([H])[C@H](O)C[C@]2([H])C[C@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Significance of bile alcohol in urine of a patient with cholestasis: identification of 5 beta-cholestane-3 alpha,7 alpha,12 alpha,26,27-pentol ( beta-cyprinol) and 5 beta-cholestane-3 alpha,7 alpha,12 alpha,26-tetrol (27-deoxy-5 beta-cyprinol).,
Chem Pharm Bull (Tokyo), 1984
Pubmed ID: 6499098
Ranidae (#8397)
Amphibia (#8292)
Bile salts of frogs: a new higher bile acid, 3 alpha, 7 alpha, 12 alpha, 26-tetrahydroxy-5 beta-cholestanoic acid from the bile Rana plancyi.,
J Lipid Res, 1980
Pubmed ID: 7381321

Other Databases

KEGG ID
HMDB ID
CHEBI ID
LIPIDBANK ID
BBA0316
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 461.38
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 5.53
Molar Refractivity 125.29

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Created at
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Updated at
20th Mar 2024