Structure Database (LMSD)

Systematic Name
3α,7α,12α-trihydroxy-27-carboxymethyl-5β-cholestan-26-oic acid
Synonyms
  • 3alpha,7alpha,12alpha-trihydroxy-27a,27b-dihomo-5beta-cholestane-26,27b-dioic acid
LM ID
LMST04080001
Status
Active
Exact Mass
Calculate m/z
508.340005
Formula
C29H48O7
Abbrev
ST 29:2;O7
Show lipids differing only in stereochemistry/bond geometry
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Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C29 bile acids, alcohols, and derivatives [ST0408]

String Representations

InChiKey (Click to copy)
CQHKNYMWDYUNDN-WDNAKNDTSA-N
InChi (Click to copy)
InChI=1S/C29H48O7/c1-16(5-4-6-17(27(35)36)7-10-25(33)34)20-8-9-21-26-22(15-24(32)29(20,21)3)28(2)12-11-19(30)13-18(28)14-23(26)31/h16-24,26,30-32H,4-15H2,1-3H3,(H,33,34)(H,35,36)/t16-,17?,18+,19-,20-,21+,22+,23-,24+,26+,28+,29-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])C[C@H](O)[C@]4(C)[C@@]([H])([C@](CCCC(C(O)=O)CCC(O)=O)([H])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)
Structure of the side chain of the C29 dicarboxylic bile acid occurring in infants with coprostanic acidemia.,
J Lipid Res, 1982
Pubmed ID: 7077159

Other Databases

CHEBI ID
185992
LIPIDBANK ID
BBA0394
PubChem CID
9547708

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 4
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 517.07
Topological Polar Surface Area 135.29
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 7
logP 5.18
Molar Refractivity 136.55

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Updated at
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