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CHEBI:5533 - granaticin

ChEBI IDCHEBI:5533
ChEBI Namegranaticin
Stars
Last Modified6 June 2016
DownloadsMolfile
FormulaC22H20O10
Net Charge0
Average Mass444.392
Monoisotopic Mass444.10565
SMILES[H][C@@]12C[C@@H](O)[C@@](O)(c3c(O)c4c(c(O)c31)C(=O)C1=C(C4=O)C(C)O[C@@]3([H])CC(=O)O[C@@]13[H])[C@@H](C)O2
InChIInChI=1S/C22H20O10/c1-5-11-15(21-8(30-5)4-10(24)32-21)19(27)13-14(17(11)25)20(28)16-12(18(13)26)7-3-9(23)22(16,29)6(2)31-7/h5-9,21,23,26,28-29H,3-4H2,1-2H3/t5?,6-,7-,8+,9-,21-,22-/m1/s1
InChIKeyQBQXQYSJPWXZJL-NWVAQQJZSA-N
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
granaticin (CHEBI:5533) has role antineoplastic agent (CHEBI:35610)
granaticin (CHEBI:5533) has role metabolite (CHEBI:25212)
granaticin (CHEBI:5533) is a p-quinones (CHEBI:25830)
granaticin (CHEBI:5533) is a benzoisochromanequinone (CHEBI:48129)
IUPAC Name 
(3aS,8S,9R,13bS,15R)-7,8,12,15-tetrahydroxy-5,9-dimethyl-3,3a,5,8,11,13b-hexahydro-8,11-ethanofuro[3,2-b]pyrano[4',3':6,7]naphtho[2,3-d]pyran-2,6,13(9H)-trione
Synonyms  Source
GranaticinKEGG COMPOUND
(1R,7S,11S,19S,20R,23R)-3,17,19,23-tetrahydroxy-13,20-dimethyl-8,12,21-trioxahexacyclo[17.2.2.02,18.04,16.06,14.07,11]tricosa-2(18),3,6(14),16-tetraene-5,9,15-trioneIUPAC
Granaticin AChemIDplus
Granatomycin CChEBI
LitmomycinChemIDplus
LitomycinChemIDplus
UniProt Name  Source
granaticinUniProt
Manual XrefsDatabases
C06799KEGG COMPOUND
C00018030KNApSAcK
Registry NumbersSources
CAS:19879-06-2KEGG COMPOUND
CAS:19879-06-2ChemIDplus