CHEBI:141328 - 9-deoxy-hymatoxin A

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ChEBI Name 9-deoxy-hymatoxin A
ChEBI ID CHEBI:141328
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heterotetracyclic compound that is isopimarane in which a hydrogen at position 2 of the 13-ethyl substituent has been replaced by a (sulfooxy) group, a double bond has been introduced at the 7-8 position, and the β-methyl group at position 4 has been oxidised to the corrsponding carboxy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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter R. Stephan
Supplier Information
Download Molfile XML SDF
Formula C20H30O6S
Net Charge 0
Average Mass 398.515
Monoisotopic Mass 398.17631
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
SMILES [C@@]12([C@@]3(C(=C[C@@H]4[C@@]2([H])[C@](CCC1)(C(O4)=O)C)C[C@](CC3)(CCOS(O)(=O)=O)C)[H])C
Metabolite of Species Details
Xylaria sp. YM 311647 (NCBI:txid1051370) See: PubMed
Roles Classification
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 γ-lactone (CHEBI:37581)
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)
IUPAC Name
(6β,13α)-18-oxo-6,18-epoxypimar-7-en-16-yl hydrogen sulfate
Synonyms Sources
(−)-9-deoxy-hymatoxin A ChEBI
(−)-9-deoxyhymatoxin A ChEBI
9-deoxyhymatoxin A ChEBI
Citation Waiting for Citations Type Source
24890390 PubMed citation SUBMITTER
Last Modified
16 November 2018