Structure Database (LMSD)

H F H H
Common Name
3-Fluoro-9,10-secocholesta-5,7,10(19)-triene
Systematic Name
(5Z,7E)-(3S)-3-fluoro-9,10-seco-5,7,10(19)-cholestatriene
Synonyms
LM ID
LMST03020658
Formula
C27H43F
Exact Mass
Calculate m/z
386.334878
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)
MDVGYNPTLLBSNB-YRZJJWOYSA-N
InChi (Click to copy)
InChI=1S/C27H43F/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,27-/m1/s1
SMILES (Click to copy)
C1(=C/C=C2\C(=C)CC[C@H](F)C\2)/CCC[C@]2(C)[C@@]([H])([C@]([H])(C)CCCC(C)C)CC[C@@]/12[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Synthesis and biological activity of 3α-fluoro-9,10-secocholesta-5,7,10(19)-triene, the fluoro derivative of vitamin D3,
Pharm Chem J, 1976

Other Databases

CHEBI ID
137730
PubChem CID
6452902

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 436.73
Topological Polar Surface Area 0.00
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 0
logP 8.88
Molar Refractivity 120.59

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Created at
-
Updated at
15th Jan 2024