Structure Database (LMSD)

Common Name
3beta,5alpha,6beta-Trihydroxycholestan-(25R)26-oic acid
Systematic Name
3β,5α,6β-Trihydroxycholestan-(25R)26-oic acid
Synonyms
LM ID
LMST04030238
Formula
C27H46O5
Exact Mass
Calculate m/z
450.334525
Sum Composition
ST 27:1;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]
C27 bile acids, alcohols, and derivatives [ST0403]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Bile acid biosynthesis in Smith-Lemli-Opitz syndrome bypassing cholesterol: Potential importance of pathway intermediates.,
J Steroid Biochem Mol Biol, 2020
Pubmed ID: 33246156

String Representations

InChiKey (Click to copy)
LMWUOMGULHFSQR-HDEGCWFHSA-N
InChi (Click to copy)
InChI=1S/C27H46O5/c1-16(6-5-7-17(2)24(30)31)20-8-9-21-19-14-23(29)27(32)15-18(28)10-13-26(27,4)22(19)11-12-25(20,21)3/h16-23,28-29,32H,5-15H2,1-4H3,(H,30,31)/t16-,17-,18+,19+,20-,21+,22+,23-,25-,26-,27+/m1/s1
SMILES (Click to copy)
[C@]12(C[C@@H](O)[C@@]3(O)C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCC[C@@H](C)C(=O)O)CC[C@@]21[H])[H]

Other Databases

PubChem CID
171119010

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 467.53
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 5.48
Molar Refractivity 125.42

Admin

Created at
20th Jan 2021
Updated at
21st Jan 2021