Structure Database (LMSD)

Common Name
Vitexirone
Systematic Name
2β,3β,11α,14α,20,22R-hexahydroxy-5β-cholest-7,24-dien-6-one
Synonyms
LM ID
LMST01010532
Formula
C27H42O7
Exact Mass
Calculate m/z
478.293055
Sum Composition
ST 27:3;O7
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
Vitex (#54476)
Magnoliopsida (#3398)
Structure of a novel phytoecdysteroid, vitexirone, and efficient isolation of phytoecdysteroids from Vitex fisherii.,
J Chem Ecol, 1990
Pubmed ID: 24264222

String Representations

InChiKey (Click to copy)
KEADWWVWWCWINS-UKTRSHMFSA-N
InChi (Click to copy)
InChI=1S/C27H42O7/c1-14(2)6-7-22(32)26(5,33)21-8-9-27(34)16-11-17(28)15-10-18(29)19(30)12-24(15,3)23(16)20(31)13-25(21,27)4/h6,11,15,18-23,29-34H,7-10,12-13H2,1-5H3/t15-,18+,19-,20+,21-,22+,23+,24-,25+,26+,27+/m0/s1
SMILES (Click to copy)
C12=CC([C@]3([H])C[C@@H](O)[C@@H](O)C[C@]3(C)[C@@]1([H])[C@H](O)C[C@@]1(C)[C@@]2(O)CC[C@@]1([C@](O)(C)[C@H](O)C/C=C(\C)/C)[H])=O

Other Databases

PubChem CID
101940101

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 4
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 479.83
Topological Polar Surface Area 138.45
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 7
logP 3.35
Molar Refractivity 129.58

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Created at
5th May 2023
Updated at
5th May 2023