Structure Database (LMSD)

Systematic Name
7α-Hydroxy-3,12-dioxochol-4-en-24-oic Acid
Synonyms
LM ID
LMST04010416
Formula
C24H34O5
Exact Mass
Calculate m/z
402.240625
Sum Composition
ST 24:4;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
Corynebacterium sp. (#1720)
Actinomycetes (#1760)
MICROBIOLOGICAL DEGRADATION OF BILE ACIDS: XVI. FORMATION OF 7α-HYDROXY-3,12-DIOXO-Δ4-CHOLENIC ACID FROM DEHYDROCHOLIC ACID BY CORYNEBACTERIUM SP.

String Representations

InChiKey (Click to copy)
NOJUFCRKPMOVKL-DCKHNJRBSA-N
InChi (Click to copy)
InChI=1S/C24H34O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h10,13,16-19,22,26H,4-9,11-12H2,1-3H3,(H,28,29)/t13-,16-,17+,18+,19-,22+,23+,24-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC(=O)[C@]4(C)[C@@]([H])([C@]([H])(C)CCC(O)=O)CC[C@@]4([H])[C@]3([H])[C@H](O)CC2=CC(=O)C1

Other Databases

CHEBI ID
184927
LIPIDBANK ID
BBA0700
PubChem CID
5284159

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 407.71
Topological Polar Surface Area 91.67
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 4.07
Molar Refractivity 108.53

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Created at
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Updated at
5th Feb 2024