Structure Database (LMSD)

OH HO HO O H H H O O HO O
Common Name
23,24-Dihydrocucurbitacin C
Systematic Name
25-acetyloxy-3β,16α,19,20β-tetrahydroxycucurbit-5-en-11,22-dione
Synonyms
LM ID
LMST01010518
Formula
C32H50O8
Exact Mass
Calculate m/z
562.35057
Sum Composition
ST 32:4;O8
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
NPJVLABQJBRCDB-WHEMRKSBSA-N
InChi (Click to copy)
InChI=1S/C32H50O8/c1-18(34)40-27(2,3)14-13-24(37)31(8,39)26-21(35)15-29(6)22-11-9-19-20(10-12-23(36)28(19,4)5)32(22,17-33)25(38)16-30(26,29)7/h9,20-23,26,33,35-36,39H,10-17H2,1-8H3/t20-,21-,22+,23+,26+,29+,30-,31+,32+/m1/s1
SMILES (Click to copy)
[C@@]12(CO)C(=O)C[C@]3(C)[C@]([H])([C@H](O)C[C@@]3(C)[C@]1([H])CC=C1C(C)(C)[C@H](CC[C@@]21[H])O)[C@](O)(C)C(=O)CCC(OC(=O)C)(C)C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cucumis sativus (#3659)
Magnoliopsida (#3398)
23,24-Dihydrocucurbitacin C: a new compound regarded as the next metabolite of cucurbitacin C.,
Nat Prod Res, 2014
Pubmed ID: 24896808

Other Databases

PubChem CID
101603273

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 4
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 572.48
Topological Polar Surface Area 141.36
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 8
logP 4.95
Molar Refractivity 151.42

Admin

Created at
22nd Apr 2022
Updated at
22nd Apr 2022