Structure Database (LMSD)

Systematic Name
cholesta-6,8(14)-dien-3β,5α-diol
Synonyms
LM ID
LMST01010253
Formula
C27H44O2
Exact Mass
Calculate m/z
400.33413
Sum Composition
ST 27:2;O2
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)
JVKATXXFNVGWKA-BREPCKMYSA-N
InChi (Click to copy)
InChI=1S/C27H44O2/c1-18(2)7-6-8-19(3)22-9-10-23-21-12-16-27(29)17-20(28)11-15-26(27,5)24(21)13-14-25(22,23)4/h12,16,18-20,22,24,28-29H,6-11,13-15,17H2,1-5H3/t19-,20+,22-,24+,25-,26-,27-/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@@](O)(C=CC3[C@]2([H])CC[C@@]2(C)C=3CC[C@]2([H])[C@@H](CCCC(C)C)C)C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Oxysterols from free radical chain oxidation of 7-dehydrocholesterol: product and mechanistic studies.,
J Am Chem Soc, 2010
Pubmed ID: 20121089

Other Databases

PubChem CID
101497650

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 438.52
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.00
Molar Refractivity 121.51

Admin

Created at
-
Updated at
8th Mar 2021