Structure Database (LMSD)

Common Name
Cucurbitacin C2
Systematic Name
24(S)-3β,16α,19,20β,24,25-hexahydroxycucurbit-5-en-11,22-dione
Synonyms
LM ID
LMST01010512
Formula
C30H48O8
Exact Mass
Calculate m/z
536.33492
Sum Composition
ST 30:3;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
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)
JOVXVBNVAXTGJN-BMENCFHESA-N
InChi (Click to copy)
InChI=1S/C30H48O8/c1-25(2)16-8-10-19-27(5)13-18(32)24(29(7,38)22(35)12-21(34)26(3,4)37)28(27,6)14-23(36)30(19,15-31)17(16)9-11-20(25)33/h8,17-21,24,31-34,37-38H,9-15H2,1-7H3/t17-,18-,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)C[C@H](O)C(O)(C)C

Other Databases

PubChem CID
171119973

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 4
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 540.52
Topological Polar Surface Area 155.52
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 8
logP 3.63
Molar Refractivity 143.77

Admin

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