Structure Database (LMSD)

Common Name
Apocholic Acid
Systematic Name
3α,12α-Dihydroxy-5β-chol-8(14)-en-24-oic Acid
Synonyms
  • ApoCA
LM ID
LMST04010224
Formula
C24H38O4
Exact Mass
Calculate m/z
390.27701
Sum Composition
ST 24:2;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C24 bile acids, alcohols, and derivatives [ST0401]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
About steroids and sex hormones; on the hydrogenation of the oxides of apocholic acid and delta 14,15-dioxy-cholenic acid.,
Helv Chim Acta, 1945
Pubmed ID: 20998076

String Representations

InChiKey (Click to copy)
XWJTYEGVQBFZHI-IMPNNSMHSA-N
InChi (Click to copy)
InChI=1S/C24H38O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-16,18,20-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,18-,20+,21+,23+,24-/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)CCC(O)=O)CCC4=C3CC[C@]2([H])C[C@H](O)C1

Other Databases

Wikipedia
Apocholic_acid
KEGG ID
C15375
CHEBI ID
79877
LIPIDBANK ID
BBA0224
PubChem CID
101818

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 404.20
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.11
Molar Refractivity 109.72

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Created at
-
Updated at
29th Feb 2024