Structure Database (LMSD)

Common Name
Arapaimol B sulfate
Systematic Name
(25xi)-5β-cholestan-2β,3α,7α,12α,26,27-hexol 26-sulfate
Synonyms
LM ID
LMST05020066
Formula
C27H48O9S
Exact Mass
Calculate m/z
548.301907
Sum Composition
ST 27:0;O6;S
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Sulfates [ST0502]
Bile acids and derivatives [ST04]
C27 bile acids, alcohols, and derivatives [ST0403]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Arapaima gigas (#113544)
Actinopteri (#186623)
Novel, major 2α- and 2β-hydroxy bile alcohols and bile acids in the bile of Arapaima gigas, a large South American river fish.,
Steroids, 2016
Pubmed ID: 26768415

String Representations

InChiKey (Click to copy)
BWUNZXNYVBADQR-AXCVFKHKSA-N
InChi (Click to copy)
InChI=1S/C27H48O9S/c1-15(5-4-6-16(13-28)14-36-37(33,34)35)18-7-8-19-25-20(11-24(32)27(18,19)3)26(2)12-23(31)21(29)9-17(26)10-22(25)30/h15-25,28-32H,4-14H2,1-3H3,(H,33,34,35)/t15-,16?,17+,18-,19+,20+,21+,22-,23+,24+,25+,26+,27-/m1/s1
SMILES (Click to copy)
[C@]12([C@H](O)C[C@]3([H])C[C@H](O)[C@@H](O)C[C@]3(C)[C@@]1([H])C[C@H](O)[C@]1(C)[C@@]([H])([C@@](C)([H])CCCC(CO)COS(O)(=O)=O)CC[C@@]21[H])[H]

Other Databases

PubChem CID
132917038

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 4
Aromatic Rings
Rotatable Bonds 9
Van der Waals Molecular Volume 523.84
Topological Polar Surface Area 164.75
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 5.12
Molar Refractivity 139.42

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Created at
24th Nov 2022
Updated at
24th Nov 2022