Structure Database (LMSD)

Common Name
calicoferol B
Systematic Name
(8S,16S)-3,16-dihydroxy-9,10-seco-1,3,5(10)-cholestatrien-9-one
Synonyms
LM ID
LMST03020180
Formula
C27H42O3
Exact Mass
Calculate m/z
414.313395
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Calicogorgia (#58797)
Anthozoa (#6101)
Calicoferols A and B, Two Novel Secosterols Possessing Brine-Shrimp Lethality from the Gorgonian Calicogorgia sp.,
Chem Letts, 1991

String Representations

InChiKey (Click to copy)
USFQLAVWHQCNDG-AYEIPMSGSA-N
InChi (Click to copy)
InChI=1S/C27H42O3/c1-17(2)7-6-8-19(4)26-25(30)16-23-22(24(29)13-14-27(23,26)5)12-10-20-15-21(28)11-9-18(20)3/h9,11,15,17,19,22-23,25-26,28,30H,6-8,10,12-14,16H2,1-5H3/t19-,22+,23+,25+,26+,27+/m1/s1
SMILES (Click to copy)
C1C(C)=C(CC[C@H]2[C@]3([H])C[C@H](O)[C@@]([H])([C@@]3(C)CCC2=O)[C@]([H])(C)CCCC(C)C)C=C(O)C=1

Other Databases

LIPIDBANK ID
VVD0198
PubChem CID
9547398

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 1
Rotatable Bonds 8
Van der Waals Molecular Volume 443.49
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.36
Molar Refractivity 122.97

Admin

Created at
-
Updated at
18th Jun 2021