Structure Database (LMSD)

Common Name
1,25-Dihydroxy-20S-21-(3-hydroxy-3-methylbutyl)-23-yne-26,27-hexafluorovitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20S)-21-(3-hydroxy-3-methyl-butyl)-23-yne-26,26,26,27,27,27-hexafluoro-9,10-seco-5,7,10(19)-cholestatrien-1,3,25-triol
Synonyms
LM ID
LMST03020620
Formula
C32H44O4F6
Exact Mass
Calculate m/z
606.314378
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
synthetic construct (#32630)
Novel Gemini-vitamin D3 analog inhibits tumor cell growth and modulates the Akt/mTOR signaling pathway.,
J Steroid Biochem Mol Biol, 2006
Pubmed ID: 16777406

String Representations

InChiKey (Click to copy)
VSOWXEHVBCDXAY-HUFDJAIPSA-N
InChi (Click to copy)
InChI=1S/C32H44F6O4/c1-20-23(18-24(39)19-27(20)40)12-11-22-9-6-16-29(4)25(13-14-26(22)29)21(8-5-15-28(2,3)41)10-7-17-30(42,31(33,34)35)32(36,37)38/h11-12,21,24-27,39-42H,1,5-6,8-10,13-16,18-19H2,2-4H3/b22-11+,23-12-/t21-,24+,25+,26-,27-,29+/m0/s1
SMILES (Click to copy)
C1(=C/C=C2\C(=C)[C@@H](O)C[C@H](O)C\2)/CCC[C@]2(C)[C@@]([H])([C@@]([H])(CCCC(O)(C)C)CC#CC(O)(C(F)(F)F)C(F)(F)F)CC[C@@]/12[H]

Other Databases

CHEBI ID
184723
PubChem CID
9986125

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 3
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 583.46
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 8.65
Molar Refractivity 150.89

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Created at
-
Updated at
8th Dec 2023