Structure Database (LMSD)

Common Name
3alpha,7alpha,12alpha,26-tetrahydroxy-5alpha-cholestan-27-oic acid
Systematic Name
3α,7α,12α,26-tetrahydroxy-5α-cholestan-27-oic acid
Synonyms
LM ID
LMST04030185
Formula
C27H46O6
Exact Mass
Calculate m/z
466.32944
Sum Composition
ST 27:1;O6
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)
WJAIFDIPOPXOPB-AMPWAIRWSA-N
InChi (Click to copy)
InChI=1S/C27H46O6/c1-15(5-4-6-16(14-28)25(32)33)19-7-8-20-24-21(13-23(31)27(19,20)3)26(2)10-9-18(29)11-17(26)12-22(24)30/h15-24,28-31H,4-14H2,1-3H3,(H,32,33)/t15-,16?,17-,18-,19-,20+,21+,22-,23+,24+,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(=O)O)CO)CC[C@@]4([H])[C@]3([H])[C@H](O)C[C@@]2([H])C[C@H](O)C1

References

Reference
Bile salts of vertebrates:
structural variation and possible evolutionary significance
Alan F. Hofmann, Lee R. Hagey, and Matthew D. Krasowski
J. Lipid Res. 2010 51:(2) 226-246

Other Databases

CHEBI ID
181782
PubChem CID
52931525

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 476.32
Topological Polar Surface Area 118.22
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 4.59
Molar Refractivity 127.26

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Created at
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Updated at
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