(M)-viriditoxin (CHEBI:146007)

CHEBI:146007 - (M)-viriditoxin

ChEBI ID	CHEBI:146007
ChEBI Name	(M)-viriditoxin
Stars
ASCII Name	(M)-viriditoxin
Definition	A dimethyl 2,2'-(9,9',10,10'-tetrahydroxy-7,7'-dimethoxy-1,1'-dioxo-3,3',4,4'-tetrahydro-[6,6'-binaphtho[2,3-c]pyran]-3,3'-diyl)diacetate in which the the 3 and 3' positions (bearing the 2-methoxy-2-oxoethyl (CH₂CO₂Me) groups) both have S configuration, while the 6 and 6' positions (where the binaphthopyran units are linked) have R_a configuration (the M atropisomer). It has been isolated from the fungi Aspergillus viridinutans and the fungus Paecilomyces variotii derived from the inner tissues of the giant jellyfish Nemopilema nomurai.
Last Modified	10 February 2020
Submitter	Kristian Axelsen
Downloads	Molfile

Formula	C34H30O14
Net Charge	0
Average Mass	662.600
Monoisotopic Mass	662.16356
SMILES	COC(=O)C[C@@H]1Cc2cc3c(-c4c(OC)cc(O)c5c(O)c6c(cc45)C[C@@H](CC(=O)OC)OC6=O)c(OC)cc(O)c3c(O)c2C(=O)O1
InChI	InChI=1S/C34H30O14/c1-43-21-11-19(35)27-17(7-13-5-15(9-23(37)45-3)47-33(41)25(13)31(27)39)29(21)30-18-8-14-6-16(10-24(38)46-4)48-34(42)26(14)32(40)28(18)20(36)12-22(30)44-2/h7-8,11-12,15-16,35-36,39-40H,5-6,9-10H2,1-4H3/t15-,16-/m0/s1
InChIKey	GMCZVCXZGZGZPX-HOTGVXAUSA-N

Roles Classification

antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria.

mycotoxin Poisonous substance produced by fungi.

Aspergillus metabolite Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .

ChEBI Ontology

Outgoing Relation(s)
	(M)-viriditoxin (CHEBI:146007) has functional parent semiviriditoxin (CHEBI:146008)
	(M)-viriditoxin (CHEBI:146007) has role Aspergillus metabolite (CHEBI:76956)
	(M)-viriditoxin (CHEBI:146007) has role antibacterial agent (CHEBI:33282)
	(M)-viriditoxin (CHEBI:146007) has role mycotoxin (CHEBI:25442)
	(M)-viriditoxin (CHEBI:146007) is a dimethyl 2,2'-(9,9',10,10'-tetrahydroxy-7,7'-dimethoxy-1,1'-dioxo-3,3',4,4'-tetrahydro-[6,6'-binaphtho[2,3-c]pyran]-3,3'-diyl)diacetate (CHEBI:146015)

IUPAC Name
dimethyl 2,2'-[(3S,3'S,6R_a)-9,9',10,10'-tetrahydroxy-7,7'-dimethoxy-1,1'-dioxo-3,3',4,4'-tetrahydro-1H,1'H-[6,6'-binaphtho[2,3-c]pyran]-3,3'-diyl]diacetate

Synonym	Source
(−)-viriditoxin	ChEBI

UniProt Name	Source
(M)-viriditoxin	UniProt

Registry Numbers	Sources
CAS:1381782-08-6	ChemIDplus

Citations