Structure Database (LMSD)

Common Name
Viticosterone E 22-benzoate
Systematic Name
22R-benzoyl-25-acetoxy-2β,3β,14α,20-tetrahydroxy-5β-cholest-7-en-6-one
Synonyms
LM ID
LMST01010599
Formula
C36H50O9
Exact Mass
Calculate m/z
626.345485
Sum Composition
ST 36:8;O9
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Silene wallichiana (#2082040)
Magnoliopsida (#3398)
Phytoecdysteroids of plants of the genus Silene. XVI. Viticosterone E 22-O-benzoate from Silene wallichiana,
Chem Nat Comp, 1988

String Representations

InChiKey (Click to copy)
IZIFJCWKPSZQQU-WRAFMZOWSA-N
InChi (Click to copy)
InChI=1S/C36H50O9/c1-21(37)45-32(2,3)15-14-30(44-31(41)22-10-8-7-9-11-22)35(6,42)29-13-17-36(43)24-18-26(38)25-19-27(39)28(40)20-33(25,4)23(24)12-16-34(29,36)5/h7-11,18,23,25,27-30,39-40,42-43H,12-17,19-20H2,1-6H3/t23-,25-,27+,28-,29-,30+,33+,34+,35+,36+/m0/s1
SMILES (Click to copy)
C1[C@H](O)[C@H](O)C[C@@]2([H])C(=O)C=C3[C@@](CC[C@]4([C@@]3(O)CC[C@]4([H])[C@](O)(C)[C@H](OC(C3=CC=CC=C3)=O)CCC(OC(C)=O)(C)C)C)([H])[C@]21C

Other Databases

PubChem CID
21768850

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 5
Aromatic Rings 1
Rotatable Bonds 10
Van der Waals Molecular Volume 619.29
Topological Polar Surface Area 150.59
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 9
logP 6.01
Molar Refractivity 168.86

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Created at
6th Oct 2023
Updated at
6th Oct 2023