Structure Database (LMSD)

Common Name
Cucurbitacin C1
Systematic Name
23(S)-3β,19,20β-trihydroxy-16α,23α-epoxy-cucurbit-5,24-dien-11-one
Synonyms
LM ID
LMST01010511
Formula
C30H44O6
Exact Mass
Calculate m/z
500.31379
Sum Composition
ST 30:5;O6
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
Cucumis sativus (#3659)
Magnoliopsida (#3398)
Identification of seven undescribed cucurbitacins in Cucumis sativus (cucumber) and their cytotoxic activity.,
Phytochemistry, 2022
Pubmed ID: 35182783

String Representations

InChiKey (Click to copy)
DFBXMDXZGYXZHH-UTIVBFLSSA-N
InChi (Click to copy)
InChI=1S/C30H44O6/c1-16(2)12-19-25(34)29(7,35)24-20(36-19)13-27(5)21-10-8-17-18(9-11-22(32)26(17,3)4)30(21,15-31)23(33)14-28(24,27)6/h8,12,18-22,24,31-32,35H,9-11,13-15H2,1-7H3/t18-,19-,20-,21+,22+,24+,27+,28-,29-,30+/m1/s1
SMILES (Click to copy)
[C@@]12(CO)C(=O)C[C@]3(C)[C@]4([H])[C@H](O[C@H](/C=C(\C)/C)C(=O)[C@@]4(O)C)C[C@@]3(C)[C@]1([H])CC=C1C(C)(C)[C@H](CC[C@@]21[H])O

Other Databases

PubChem CID
171119972

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 5
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 507.94
Topological Polar Surface Area 106.13
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 5.20
Molar Refractivity 138.43

Admin

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