EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:85616 - viridicatumtoxin

ChEBI IDCHEBI:85616
ChEBI Nameviridicatumtoxin
Stars
DefinitionA tetracycline-like polyketide antibiotic that is produced by several species of Penicillium and Aspergillus.
Last Modified7 March 2018
SubmitterSteve
DownloadsMolfile
FormulaC30H31NO10
Net Charge0
Average Mass565.575
Monoisotopic Mass565.19480
SMILESCOc1cc(O)c2c(O)c3c(c4c2c1[C@]1(C4)C(C)=CCCC1(C)C)[C@H](O)[C@@]1(O)CC(O)=C(C(N)=O)C(=O)[C@@]1(O)C3=O
InChIInChI=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
InChIKeySUWQGLGDFGHZNH-WBWZXODPSA-N
Species of MetaboliteComponentSourceComments
Aspergillus ustus (ncbitaxon:40382) - PubMed (25706180)
Penicillium aethiopicum (ncbitaxon:36650) - PubMed (22590971)
Penicillium brasilianum (ncbitaxon:104259) - PubMed (23168407) Strain: FKI-3368
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.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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 alcohol (CHEBI:26878)
viridicatumtoxin (CHEBI:85616) is a tertiary α-hydroxy ketone (CHEBI:139592)
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  Source
viridicatumtoxin AChEBI
SC 28762ChemIDplus
NSC 159628ChemIDplus
Registry NumbersSources
Reaxys:2934660Reaxys
CAS:39277-41-3ChemIDplus
Citations