CHEBI:91265 - rotundifuran

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ChEBI Name rotundifuran
ChEBI ID CHEBI:91265
Definition A labdane diterpenoid that is isolated from the fruits of Vitex rotundifolia.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C22H34O4
Net Charge 0
Average Mass 362.504
Monoisotopic Mass 362.24571
InChI InChI=1S/C22H34O4/c1-15-13-18(26-16(2)23)19-20(3,4)9-6-10-21(19,5)22(15,24)11-7-17-8-12-25-14-17/h8,12,14-15,18-19,24H,6-7,9-11,13H2,1-5H3/t15-,18-,19+,21+,22-/m1/s1
InChIKey QKHCQFQIJKXMOE-UGFIEOPBSA-N
SMILES C(CC=1C=COC1)[C@]2([C@@H](C[C@H]([C@]3(C(CCC[C@@]32C)(C)C)[H])OC(=O)C)C)O
Metabolite of Species Details
Vitex rotundifolia (NCBI:txid413484) Found in fruit (BTO:0000486). See: PubMed
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.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing rotundifuran (CHEBI:91265) has role antineoplastic agent (CHEBI:35610)
rotundifuran (CHEBI:91265) has role apoptosis inducer (CHEBI:68495)
rotundifuran (CHEBI:91265) has role plant metabolite (CHEBI:76924)
rotundifuran (CHEBI:91265) is a acetate ester (CHEBI:47622)
rotundifuran (CHEBI:91265) is a carbobicyclic compound (CHEBI:36785)
rotundifuran (CHEBI:91265) is a furans (CHEBI:24129)
rotundifuran (CHEBI:91265) is a labdane diterpenoid (CHEBI:36770)
rotundifuran (CHEBI:91265) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
(1R,3R,4R,4aS,8aS)-4-[2-(furan-3-yl)ethyl]-4-hydroxy-3,4a,8,8-tetramethyldecahydronaphthalen-1-yl acetate
Registry Numbers Types Sources
1435870 Reaxys Registry Number Reaxys
50656-65-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10865453 PubMed citation Europe PMC
11140517 PubMed citation Europe PMC
11536386 PubMed citation SUBMITTER
15621610 PubMed citation SUBMITTER
17262892 PubMed citation SUBMITTER
17883902 PubMed citation SUBMITTER
23662135 PubMed citation Europe PMC
Last Modified
18 April 2016