Structure Database (LMSD)

H H H HO OH OH OH H H H
Systematic Name
5β-Cholestane-3α,7α,12α,23R-tetrol
Synonyms
LM ID
LMST04030033
Formula
C27H48O4
Exact Mass
Calculate m/z
436.35526
Sum Composition
ST 27:0;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C27 bile acids, alcohols, and derivatives [ST0403]

String Representations

InChiKey (Click to copy)
VGCSSPQIZFVVCH-MYKQRDHBSA-N
InChi (Click to copy)
InChI=1S/C27H48O4/c1-15(2)10-19(29)11-16(3)20-6-7-21-25-22(14-24(31)27(20,21)5)26(4)9-8-18(28)12-17(26)13-23(25)30/h15-25,28-31H,6-14H2,1-5H3/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)C[C@H](O)CC(C)C)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)
Bile alcohol profiles in bile, urine, and feces of a patient with cerebrotendinous xanthomatosis.,
J Biochem, 1986
Pubmed ID: 3700361

Other Databases

HMDB ID
HMDB0001968
LIPIDBANK ID
BBA0343
PubChem CID
194289

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
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
-
Updated at
1st Aug 2024