Structure Database (LMSD)

Common Name
7beta-Hydroxy-3-epi-isocucurbitacin B
Systematic Name
Synonyms
LM ID
LMST01010455
Formula
C32H46O9
Exact Mass
Calculate m/z
574.314185
Sum Composition
ST 32:6;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
Trichosanthes cucumeroides (#685054)
Magnoliopsida (#3398)
Lipid-Lowering Activities of Cucurbitacins Isolated from Trichosanthes cucumeroides and Their Synthetic Derivatives.,
J Nat Prod, 2020
Pubmed ID: 33269591

String Representations

InChiKey (Click to copy)
YXLPIHYAUVNQKP-KHUBYJRLSA-N
InChi (Click to copy)
InChI=1S/C32H46O9/c1-16(33)41-27(2,3)11-10-22(37)32(9,40)25-21(36)14-29(6)24-19(34)12-17-18(13-20(35)26(39)28(17,4)5)31(24,8)23(38)15-30(25,29)7/h10-12,18-19,21,24-26,34,36,39-40H,13-15H2,1-9H3/b11-10+/t18-,19+,21-,24+,25+,26+,29+,30-,31-,32+/m1/s1
SMILES (Click to copy)
[C@@]12(C)C(=O)C[C@]3(C)[C@]([H])([C@H](O)C[C@@]3(C)[C@]1([H])[C@@H](O)C=C1C(C)(C)[C@@H](O)C(=O)C[C@@]21[H])[C@](O)(C)C(=O)/C=C/C(OC(C)=O)(C)C

Other Databases

PubChem CID
162653471

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 575.99
Topological Polar Surface Area 158.43
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 9
logP 3.90
Molar Refractivity 151.72

Admin

Created at
7th Jan 2021
Updated at
7th Jan 2021