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CHEBI:141328 - 9-deoxy-hymatoxin A

ChEBI IDCHEBI:141328
ChEBI Name9-deoxy-hymatoxin A
Stars
DefinitionAn organic heterotetracyclic compound that is isopimarane in which a hydrogen at position 2 of the 13-ethyl substituent has been replaced by a (sulfooxy) group, a double bond has been introduced at the 7-8 position, and the β-methyl group at position 4 has been oxidised to the corrsponding carboxy group and coupled to position 6 to give a γ-lactone. Isolated from an avendophytic fungus, Xylaria sp. YM 311647, obtained from Azadirachta indica, it shows potent inhibitory activity against C. albicans and Pyricularia oryzae.
Last Modified16 November 2018
SubmitterR. Stephan
DownloadsMolfile
FormulaC20H30O6S
Net Charge0
Average Mass398.521
Monoisotopic Mass398.17631
SMILES[H][C@@]12[C@H]3C=C4C[C@@](C)(CCOS(=O)(=O)O)CC[C@]4([H])[C@@]1(C)CCC[C@]2(C)C(=O)O3
InChIInChI=1S/C20H30O6S/c1-18(9-10-25-27(22,23)24)8-5-14-13(12-18)11-15-16-19(14,2)6-4-7-20(16,3)17(21)26-15/h11,14-16H,4-10,12H2,1-3H3,(H,22,23,24)/t14-,15+,16+,18+,19+,20-/m0/s1
InChIKeyZRFMKYKOLFQQPF-QWFGBESBSA-N
Species of MetaboliteComponentSourceComments
Xylaria sp. YM 311647 (ncbitaxon:1051370) - PubMed (24890390)
Roles Classification
Biological Roles:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
ChEBI Ontology
Outgoing Relation(s)
9-deoxy-hymatoxin A (CHEBI:141328) has role antifungal agent (CHEBI:35718)
9-deoxy-hymatoxin A (CHEBI:141328) has role fungal metabolite (CHEBI:76946)
9-deoxy-hymatoxin A (CHEBI:141328) is a diterpene (CHEBI:35190)
9-deoxy-hymatoxin A (CHEBI:141328) is a isopimarane diterpenoid (CHEBI:138429)
9-deoxy-hymatoxin A (CHEBI:141328) is a organic heterotetracyclic compound (CHEBI:38163)
9-deoxy-hymatoxin A (CHEBI:141328) is a organic sulfate (CHEBI:25704)
9-deoxy-hymatoxin A (CHEBI:141328) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(6β,13α)-18-oxo-6,18-epoxypimar-7-en-16-yl hydrogen sulfate
Synonyms  Source
(−)-9-deoxyhymatoxin AChEBI
(−)-9-deoxy-hymatoxin AChEBI
9-deoxyhymatoxin AChEBI
Citations