Structure Database (LMSD)

HO H H H H H
Common Name
15-dehydro-A-norcholestanol
Systematic Name
3β-hydroxymethyl-A-nor-5α-cholest-15-ene
Synonyms
LM ID
LMST01010290
Formula
C27H46O
Exact Mass
Calculate m/z
386.354865
Sum Composition
ST 27:1;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

String Representations

InChiKey (Click to copy)
DYIGMTKZUCRJAL-PHKHAJRTSA-N
InChi (Click to copy)
InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)22-11-12-24-21-9-10-23-20(17-28)13-15-27(23,5)25(21)14-16-26(22,24)4/h11-12,18-25,28H,6-10,13-17H2,1-5H3/t19-,20-,21+,22-,23+,24+,25+,26-,27+/m1/s1
SMILES (Click to copy)
C1C[C@@]2([C@@]3([H])CC[C@]4(C)[C@@]([H])([C@@H](CCCC(C)C)C)C=C[C@@]4([H])[C@]3([H])CC[C@@]2([H])[C@H]1CO)C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homaxinella (#942688)
Demospongiae (#6042)
Sterols in marine invertebrates. 32. Isolation of 3.beta.-(hydroxymethyl)-A-nor-5.alpha.-cholest-15-ene, the first naturally occurring sterol with a 15-16 double bond,
J. Org Chem, 1982

Other Databases

PubChem CID
21767959

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 432.37
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 7.39
Molar Refractivity 119.42

Admin

Created at
-
Updated at
9th Mar 2021