Structure Database (LMSD)

Common Name
7alpha,12alpha,24,25-Tetrahydroxycholest-4-en-3-one
Systematic Name
7α,12α,24,25-Tetrahydroxycholest-4-en-3-one
Synonyms
LM ID
LMST04030248
Formula
C27H44O5
Exact Mass
Calculate m/z
448.318875
Sum Composition
ST 27:2;O5
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C27 bile acids, alcohols, and derivatives [ST0403]

Reactions

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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Oxysterols as lipid mediators: Their biosynthetic genes, enzymes and metabolites.,
Prostaglandins Other Lipid Mediat, 2020
Pubmed ID: 31698146

String Representations

InChiKey (Click to copy)
RLXAPPIBYACUSX-GYXSHVEISA-N
InChi (Click to copy)
InChI=1S/C27H44O5/c1-15(6-9-22(30)25(2,3)32)18-7-8-19-24-20(14-23(31)27(18,19)5)26(4)11-10-17(28)12-16(26)13-21(24)29/h12,15,18-24,29-32H,6-11,13-14H2,1-5H3/t15-,18-,19+,20+,21-,22?,23+,24+,26+,27-/m1/s1
SMILES (Click to copy)
[C@]12([C@H](O)CC3=CC(=O)CC[C@]3(C)[C@@]1([H])C[C@H](O)[C@]1(C)[C@@]([H])([C@@](C)([H])CCC(O)C(C)(O)C)CC[C@@]21[H])[H]

Other Databases

PubChem CID
163191757

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 464.89
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 4.77
Molar Refractivity 125.73

Admin

Created at
26th Jan 2021
Updated at
26th Jan 2021