Structure Database (LMSD)

Common Name
Arapaimol-B
Systematic Name
5β-Cholestane-2β,3α,7α,12α,26,27-hexol
Synonyms
LM ID
LMST04030005
Formula
C27H48O6
Exact Mass
Calculate m/z
468.34509
Sum Composition
ST 27:0;O6
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]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Arapaima gigas (#113544)
Actinopteri (#186623)
Comparative studies of bile salts. A new type of bile salt from Arapaima gigas (Cuvier) (family Osteoglossidae).,
Biochem J, 1972
Pubmed ID: 5073728

String Representations

InChiKey (Click to copy)
MHKBMAGLFQUWNK-WFCMISQWSA-N
InChi (Click to copy)
InChI=1S/C27H48O6/c1-15(5-4-6-16(13-28)14-29)18-7-8-19-25-20(11-24(33)27(18,19)3)26(2)12-23(32)21(30)9-17(26)10-22(25)31/h15-25,28-33H,4-14H2,1-3H3/t15-,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(CO)CO)CC[C@@]4([H])[C@]3([H])[C@H](O)C[C@]2([H])C[C@H](O)[C@H]1O

Other Databases

CHEBI ID
192151
LIPIDBANK ID
BBA0307
PubChem CID
5284184

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 478.96
Topological Polar Surface Area 121.38
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 6
logP 4.04
Molar Refractivity 129.10

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Created at
-
Updated at
5th Apr 2022