Structure Database (LMSD)

H H HO OH OH
Common Name
(20S)-1alpha,25-dihydroxy-20-phenyl-16,17-didehydro-21-norvitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20S)-20-phenyl-21-nor-9,10-seco-5,7,10(19),16-cholestatetraene-1,3,25-triol
Synonyms
  • (20S)-1alpha,25-dihydroxy-20-phenyl-16,17-didehydro-21-norcholecalciferol
LM ID
LMST03020582
Formula
C32H44O3
Exact Mass
Calculate m/z
476.329045
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)
VYGZKNHJYRSENF-PXMBXOFTSA-N
InChi (Click to copy)
InChI=1S/C32H44O3/c1-22-25(20-26(33)21-30(22)34)15-14-24-12-8-19-32(4)28(24)16-17-29(32)27(13-9-18-31(2,3)35)23-10-6-5-7-11-23/h5-7,10-11,14-15,17,26-28,30,33-35H,1,8-9,12-13,16,18-21H2,2-4H3/b24-14+,25-15-/t26-,27+,28+,30+,32+/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC=C([C@@](C4C=CC=CC=4)([H])CCCC(O)(C)C)[C@@]3(C)CCC\2)/C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Imported from LipidBank, likely synthetic

Other Databases

LIPIDBANK ID
VVD0683
PubChem CID
9547677

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings 1
Rotatable Bonds 7
Van der Waals Molecular Volume 509.71
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 7.63
Molar Refractivity 145.57

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Created at
-
Updated at
23rd Jan 2024