Structure Database (LMSD)

Common Name
(6RS)-6,19-epidioxy-24,24-difluoro-25-hydroxy-6,19-dihydrovitamin D3
Systematic Name
(7E)-(3S, 6RS)-6,19-epidioxy-24,24-difluoro-9,10-seco-5(10),7-cholestadiene-3,25-diol
Synonyms
  • (6RS)-6,19-epidioxy-24,24-difluoro-25-hydroxy-6,19-dihydrocholecalciferol
LM ID
LMST03020146
Formula
C27H42O4F2
Exact Mass
Calculate m/z
468.305118
Status
Curated
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)
Syntheses and differentiating action of vitamin D endoperoxides. Singlet oxygen adducts of vitamin D derivatives in human myeloid leukemia cells (HL-60),
J Med Chem, 1985
Pubmed ID: 2993611

String Representations

InChiKey (Click to copy)
ZFWQCKSSHUJFRW-VPTWQCGOSA-N
InChi (Click to copy)
InChI=1S/C27H42F2O4/c1-17(11-13-27(28,29)25(2,3)31)22-9-10-23-18(6-5-12-26(22,23)4)14-24-21-15-20(30)8-7-19(21)16-32-33-24/h14,17,20,22-24,30-31H,5-13,15-16H2,1-4H3/b18-14+/t17-,20+,22-,23+,24?,26-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)CC2C(OOCC=2CC1)/C=C1/[C@]2([H])CC[C@@]([C@@](C)([H])CCC(F)(F)C(O)(C)C)([H])[C@@]2(C)CCC/1

Other Databases

CHEBI ID
190097
LIPIDBANK ID
VVD0164
PubChem CID
9547390

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 468.24
Topological Polar Surface Area 63.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 7.55
Molar Refractivity 126.14

Admin

Created at
-
Updated at
31st Mar 2022