LIPID MAPS

Structure Database (LMSD)

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Common Name

5beta-bufol

Systematic Name

5β-Cholestane-3α,7α,12α,25,26-pentol

Synonyms

LM ID

LMST04030016

Formula

C₂₇H₄₈O₅

Exact Mass

Calculate m/z

452.350175

Sum Composition

ST 27:0;O5

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

XZDHXPDYLPEFQI-FIMPYCPFSA-N

InChi (Click to copy)

InChI=1S/C27H48O5/c1-16(6-5-10-25(2,32)15-28)19-7-8-20-24-21(14-23(31)27(19,20)4)26(3)11-9-18(29)12-17(26)13-22(24)30/h16-24,28-32H,5-15H2,1-4H3/t16-,17+,18-,19-,20+,21+,22-,23+,24+,25?,26+,27-/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)CCCC(O)(C)CO)CC[C@@]4([H])[C@]3([H])[C@H](O)C[C@]2([H])C[C@H](O)C1

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Dermophis mexicanus (#118251)

Amphibia (#8292)

New bile alcohols, 5α- and 5β-dermophols from amphibians,
Tetrahedron Letts, 1977

DOI: 10.1016/S0040-4039(01)92727-3

Homo sapiens (#9606)

Mammalia (#40674)

Identification of bile alcohols in human bile.,
J Lipid Res, 1985

Pubmed ID: 3989382

Other Databases

HMDB ID

HMDB0002180

CHEBI ID

172124

LIPIDBANK ID

BBA0322

PubChem CID

5284194

Calculated Physicochemical Properties

Heavy Atoms 32

Rings 4

Aromatic Rings 0

Rotatable Bonds 6

Van der Waals Molecular Volume 470.17

Topological Polar Surface Area 101.15

Hydrogen Bond Donors 5

Hydrogen Bond Acceptors 5

logP 4.93

Molar Refractivity 127.27

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Created at

Updated at

20th Mar 2024