CHEBI:3947 - cucurbitacin I

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ChEBI Name cucurbitacin I
Definition A cucurbitacin that is 9,10,14-trimethyl-4,9-cyclo-9,10-secocholesta-2,5,23-triene substituted by hydroxy groups at positions 2, 16, 20 and 25 and oxo groups at positions 1, 11 and 22.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H42O7
Net Charge 0
Average Mass 514.65030
Monoisotopic Mass 514.29305
InChI InChI=1S/C30H42O7/c1-25(2,36)12-11-21(33)30(8,37)23-19(32)14-27(5)20-10-9-16-17(13-18(31)24(35)26(16,3)4)29(20,7)22(34)15-28(23,27)6/h9,11-13,17,19-20,23,31-32,36-37H,10,14-15H2,1-8H3/b12-11+/t17-,19-,20+,23+,27+,28-,29+,30+/m1/s1
SMILES CC(C)(O)\C=C\C(=O)[C@](C)(O)[C@H]1[C@H](O)C[C@@]2(C)[C@@H]3CC=C4[C@@H](C=C(O)C(=O)C4(C)C)[C@]3(C)C(=O)C[C@]12C
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
A class of secondary metabolites developed by many plants to influence the behaviour, growth or survival of herbivores, and thus acting as a defence against herbivory.
(via cucurbitacin )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cucurbitacin I (CHEBI:3947) has role antineoplastic agent (CHEBI:35610)
cucurbitacin I (CHEBI:3947) has role plant metabolite (CHEBI:76924)
cucurbitacin I (CHEBI:3947) is a cucurbitacin (CHEBI:16219)
cucurbitacin I (CHEBI:3947) is a tertiary α-hydroxy ketone (CHEBI:139592)
Incoming cucurbitacin I 2-O-β-D-glucopyranoside (CHEBI:68917) has functional parent cucurbitacin I (CHEBI:3947)
Manual Xrefs Databases
C00003689 KNApSAcK
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Registry Numbers Types Sources
2222-07-3 CAS Registry Number KEGG COMPOUND
2222-07-3 CAS Registry Number ChemIDplus
3229948 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19843642 PubMed citation Europe PMC
21062915 PubMed citation Europe PMC
22328572 PubMed citation Europe PMC
23478800 PubMed citation Europe PMC
Last Modified
07 February 2018