Structure Database (LMSD)

Common Name
Phocaecholic acid
Systematic Name
(23R)-3α,7α,23-Trihydroxy-5β-cholan-24-oic Acid
Synonyms
LM ID
LMST04010102
Formula
C24H40O5
Exact Mass
Calculate m/z
408.287575
Sum Composition
ST 24:1;O5
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
Anas platyrhynchos (#8839)
Aves (#8782)
Classical bile acids in animals, beta-phocaecholic acid in ducks.,
Comp Biochem Physiol B, 1989
Pubmed ID: 2924542

String Representations

InChiKey (Click to copy)
SLDVWYDDPPFGHK-WEZRZJDESA-N
InChi (Click to copy)
InChI=1S/C24H40O5/c1-13(10-20(27)22(28)29)16-4-5-17-21-18(7-9-24(16,17)3)23(2)8-6-15(25)11-14(23)12-19(21)26/h13-21,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20-,21+,23+,24-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)C[C@@H](O)C(O)=O)CC[C@@]4([H])[C@]3([H])[C@H](O)C[C@]2([H])C[C@H](O)C1

Other Databases

KEGG ID
C17654
CHEBI ID
81249
LIPIDBANK ID
BBA0102
PubChem CID
128357

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 415.63
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 4.31
Molar Refractivity 111.57

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Created at
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Updated at
20th Mar 2024