Structure Database (LMSD)

H H H O HO
Common Name
calicoferol E
Systematic Name
(8S)-3-hydroxy-9,10-seco-1,3,5(10)-cholestatrien-9-one
Synonyms
LM ID
LMST03020157
Formula
C27H42O2
Exact Mass
Calculate m/z
398.31848
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
OZROZYIBIZOAQQ-DLBXBJKMSA-N
InChi (Click to copy)
InChI=1S/C27H42O2/c1-18(2)7-6-8-20(4)24-13-14-25-23(26(29)15-16-27(24,25)5)12-10-21-17-22(28)11-9-19(21)3/h9,11,17-18,20,23-25,28H,6-8,10,12-16H2,1-5H3/t20-,23+,24-,25+,27-/m1/s1
SMILES (Click to copy)
C1C(C)=C(CC[C@H]2[C@]3([H])CC[C@@]([H])([C@@]3(C)CCC2=O)[C@]([H])(C)CCCC(C)C)C=C(O)C=1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Muricella (#991083)
Anthozoa (#6101)
New secosteroids from an undescribed gorgonian of the genus Muricella.,
J Nat Prod, 1995
Pubmed ID: 7595595

Other Databases

LIPIDBANK ID
VVD0175
PubChem CID
5283685

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 1
Rotatable Bonds 8
Van der Waals Molecular Volume 434.70
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 7.11
Molar Refractivity 121.07

Admin

Created at
-
Updated at
18th Jun 2021