9-deoxy-hymatoxin A (CHEBI:141328)

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CHEBI:141328 - 9-deoxy-hymatoxin A

ChEBI ID	CHEBI:141328
ChEBI Name	9-deoxy-hymatoxin A
Stars
Definition	An 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heterotetracyclic compound that is isopimarane in which a hydrogen at position 2 of the 13-ethyl substituent has been replaced by a (sulfooxy) group, a double bond has been introduced at the 7-8 position, and the β-methyl group at position 4 has been oxidised to the corrsponding carboxy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 Modified	16 November 2018
Submitter	R. Stephan
Downloads	Molfile

Formula	C20H30O6S
Net Charge	0
Average Mass	398.521
Monoisotopic Mass	398.17631
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
InChI	InChI=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
InChIKey	ZRFMKYKOLFQQPF-QWFGBESBSA-N

Species of Metabolite	Component	Source	Comments
Xylaria sp. YM 311647 (ncbitaxon:1051370)	-	PubMed (24890390)

Roles Classification

Biological Roles:

antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.

fungal metabolite Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.

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-deoxy-hymatoxin A	ChEBI
(−)-9-deoxyhymatoxin A	ChEBI
9-deoxyhymatoxin A	ChEBI

Citations