Structure Database (LMSD)

Common Name
Cucurbitacin C5
Systematic Name
3β,16α,19,20β,25-pentahydroxycucurbit-5-en-11,22-dione
Synonyms
LM ID
LMST01010515
Formula
C30H48O7
Exact Mass
Calculate m/z
520.340005
Sum Composition
ST 30:3;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
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)
IMQQCCUNAKIRJH-KMXOUMKTSA-N
InChi (Click to copy)
InChI=1S/C30H48O7/c1-25(2,36)13-12-22(34)29(7,37)24-19(32)14-27(5)20-10-8-17-18(9-11-21(33)26(17,3)4)30(20,16-31)23(35)15-28(24,27)6/h8,18-21,24,31-33,36-37H,9-16H2,1-7H3/t18-,19-,20+,21+,24+,27+,28-,29+,30+/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(O)(C)C

Other Databases

PubChem CID
171119976

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 4
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 531.73
Topological Polar Surface Area 135.29
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 7
logP 4.38
Molar Refractivity 141.87

Admin

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