Cucurbitacin E

Cucurbitacin E
Compound Structure:
Synonyms: Here is the organized list of synonyms without duplicates, transposed and separated by semicolons: Cucurbitacin E; Cucurbitacine; ..alpha.-Elaterine
Compound ID: NMPC-902
PubChem ID:

5281319

Molecular Formula: C32H44O8
Canonical SMILES: CC(=O)OC(C)(C)C=CC(=O)C(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3C=C(C(=O)C4(C)C)O)C)C)C)O)O
InChIKey: NDYMQXYDSVBNLL-MUYMLXPFSA-N
About the compound:

Cucurbitacin E is a type of cucurbitacin characterized by a lanostane skeleton that is extensively substituted with hydroxy, methyl, and oxo groups, with unsaturation at the 1st, 5th, and 23rd positions. This compound falls under the broader category of cucurbitacins and is classified as a tertiary alpha-hydroxy ketone. As a member of the cucurbitacin family, Cucurbitacin E is primarily found in plants belonging to the Cucurbitaceae family, which includes many traditional Chinese medicinal plants as well as others such as pumpkins and gourds. This compound is a highly oxidized steroid, being a tetracyclic triterpene. Under specific conditions, molecular alterations of Cucurbitacin E can lead to the formation of other types of cucurbitacins, including cucurbitacin I, J, K, and L. Cucurbitacin E is currently the subject of research due to its potential biological effects, highlighting its significance in both botanical studies and potential therapeutic applications.

GHS Hazard Statements

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]


Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

556.7 g/mol

XLogP3-AA

3.2

Hydrogen Bond Donor Count

3

Hydrogen Bond Acceptor Count

8

Rotatable Bond Count

6

Exact Mass

556.30361836 g/mol

Monoisotopic Mass

556.30361836 g/mol

Topological Polar Surface Area

138Ų

Heavy Atom Count

40

Formal Charge

0

Complexity

1270

Isotope Atom Count

0

Defined Atom Stereocenter Count

8

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

1

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Source: PubChem

Source Species: Luffa cylindrica
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