CHEBI:85616 - viridicatumtoxin

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ChEBI Name viridicatumtoxin
ChEBI ID CHEBI:85616
Definition A tetracycline-like polyketide antibiotic that is produced by several species of Penicillium and Aspergillus.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C30H31NO10
Net Charge 0
Average Mass 565.56780
Monoisotopic Mass 565.19480
InChI InChI=1S/C30H31NO10/c1-11-6-5-7-27(2,3)28(11)9-12-16-18(13(32)8-15(41-4)21(16)28)22(34)20-17(12)23(35)29(39)10-14(33)19(26(31)38)24(36)30(29,40)25(20)37/h6,8,23,32-35,39-40H,5,7,9-10H2,1-4H3,(H2,31,38)/t23-,28-,29-,30+/m0/s1
InChIKey SUWQGLGDFGHZNH-WBWZXODPSA-N
SMILES COc1cc(O)c2c(O)c3C(=O)[C@]4(O)C(=O)C(C(N)=O)=C(O)C[C@]4(O)[C@@H](O)c3c3C[C@@]4(c1c23)C(C)=CCCC4(C)C
Metabolite of Species Details
Penicillium brasilianum (NCBI:txid104259) of strain FKI-3368 See: PubMed
Penicillium aethiopicum (NCBI:txid36650) See: PubMed
Aspergillus ustus (NCBI:txid40382) See: PubMed
Roles Classification
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
EC 2.5.1.31 {ditrans,polycis-undecaprenyl-diphosphate synthase [(2E,6E)-farnesyl-diphosphate specific]} inhibitor
An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of ditrans,polycis-undecaprenyl-diphosphate synthase [(2E,6E)-farnesyl-diphosphate specific].
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing viridicatumtoxin (CHEBI:85616) has role antimicrobial agent (CHEBI:33281)
viridicatumtoxin (CHEBI:85616) has role antineoplastic agent (CHEBI:35610)
viridicatumtoxin (CHEBI:85616) has role EC 2.5.1.31 {ditrans,polycis-undecaprenyl-diphosphate synthase [(2E,6E)-farnesyl-diphosphate specific]} inhibitor (CHEBI:85618)
viridicatumtoxin (CHEBI:85616) has role fungal metabolite (CHEBI:76946)
viridicatumtoxin (CHEBI:85616) is a aromatic ether (CHEBI:35618)
viridicatumtoxin (CHEBI:85616) is a aromatic ketone (CHEBI:76224)
viridicatumtoxin (CHEBI:85616) is a cyclic ketone (CHEBI:3992)
viridicatumtoxin (CHEBI:85616) is a enamide (CHEBI:51751)
viridicatumtoxin (CHEBI:85616) is a enol (CHEBI:33823)
viridicatumtoxin (CHEBI:85616) is a enone (CHEBI:51689)
viridicatumtoxin (CHEBI:85616) is a organic polycyclic compound (CHEBI:51958)
viridicatumtoxin (CHEBI:85616) is a polyketide (CHEBI:26188)
viridicatumtoxin (CHEBI:85616) is a polyphenol (CHEBI:26195)
viridicatumtoxin (CHEBI:85616) is a primary carboxamide (CHEBI:140324)
viridicatumtoxin (CHEBI:85616) is a secondary alcohol (CHEBI:35681)
viridicatumtoxin (CHEBI:85616) is a spiro compound (CHEBI:33599)
viridicatumtoxin (CHEBI:85616) is a tertiary α-hydroxy ketone (CHEBI:139592)
viridicatumtoxin (CHEBI:85616) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
(1S,7a'S,11a'S,12'S)-5',6',7a',10',11a',12'-hexahydroxy-3'-methoxy-2,6,6-trimethyl-7',8'-dioxo-7',7a',8',11',11a',12'-hexahydro-1'H-spiro[cyclohex-2-ene-1,2'-cyclopenta[de]tetracene]-9'-carboxamide
Synonyms Sources
NSC 159628 ChemIDplus
SC 28762 ChemIDplus
viridicatumtoxin A ChEBI
Registry Numbers Types Sources
2934660 Beilstein Registry Number ChemIDplus
2934660 Reaxys Registry Number Reaxys
39277-41-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
18204818 PubMed citation Europe PMC
22590971 PubMed citation Europe PMC
23168407 PubMed citation Europe PMC
24287995 PubMed citation Europe PMC
25356913 PubMed citation Europe PMC
25706180 PubMed citation Europe PMC
4122267 PubMed citation Europe PMC
Last Modified
07 March 2018