Structure Database (LMSD)

Common Name
Bendigole F
Systematic Name
7α,12α-Dihydroxy-3-oxochola-1,4-dien-24-oic Acid
Synonyms
LM ID
LMST04010244
Status
Active
Exact Mass
Calculate m/z
402.240625
Formula
C24H34O5
Abbrev
ST 24:4;O5
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

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

String Representations

InChiKey (Click to copy)
QKYFOPPSEWXMGR-DFQOQHGMSA-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/h8-10,13,16-20,22,26-27H,4-7,11-12H2,1-3H3,(H,28,29)/t13-,16-,17+,18+,19-,20+,22+,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)CC[C@@]4([H])[C@]3([H])[C@H](O)CC2=CC(=O)C=1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Actinomadura sp. SBMs009 (#985740)
Actinomycetia (#1760)
Bendigoles D-F, bioactive sterols from the marine sponge-derived Actinomadura sp. SBMs009.,
Bioorg Med Chem, 2011
Pubmed ID: 21684166

Other Databases

CHEBI ID
185069
LIPIDBANK ID
BBA0244
PubChem CID
5283999

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 94.83
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 3.93
Molar Refractivity 109.94

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Created at
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Updated at
14th Dec 2020