Structure Database (LMSD)

Common Name
Integristerone A
Systematic Name
1β,2β,3β,14α,20,22R,25-heptahydroxy-5β-cholest-7-en-6-one
Synonyms
LM ID
LMST01010533
Formula
C27H44O8
Exact Mass
Calculate m/z
496.30362
Sum Composition
ST 27:2;O8
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
Leuzea integrifolia (#362636)
Magnoliopsida (#3398)
Phytoecdysones of Rhaponticum integrifolium II. Integristerone A,
Chem Nat Compd, 1977

String Representations

InChiKey (Click to copy)
VJRBXZFHKYDEQV-KPHYXMJDSA-N
InChi (Click to copy)
InChI=1S/C27H44O8/c1-23(2,33)9-8-20(30)26(5,34)19-7-11-27(35)15-12-17(28)16-13-18(29)21(31)22(32)25(16,4)14(15)6-10-24(19,27)3/h12,14,16,18-22,29-35H,6-11,13H2,1-5H3/t14-,16-,18+,19-,20+,21+,22+,24+,25+,26+,27+/m0/s1
SMILES (Click to copy)
C12=CC([C@]3([H])C[C@@H](O)[C@@H](O)[C@@H](O)[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2(O)CC[C@@]1([C@](O)(C)[C@H](O)CCC(O)(C)C)[H])=O

Other Databases

PubChem CID
16038795

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 491.26
Topological Polar Surface Area 158.68
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 8
logP 2.83
Molar Refractivity 131.58

Admin

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