CHEBI:5533 - granaticin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name granaticin
ChEBI ID CHEBI:5533
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C22H20O10
Net Charge 0
Average Mass 444.38820
Monoisotopic Mass 444.10565
InChI InChI=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
InChIKey QBQXQYSJPWXZJL-NWVAQQJZSA-N
SMILES [H][C@]12C[C@@H](O)[C@](O)([C@@H](C)O1)c1c(O)c3C(=O)C4=C(C(=O)c3c(O)c21)[C@]1([H])OC(=O)C[C@]1([H])OC4C
Roles Classification
Biological Role(s): 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.
(via heterocyclic antibiotic )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(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-trione IUPAC
granaticin UniProt
Granaticin KEGG COMPOUND
Granaticin A ChemIDplus
Granatomycin C ChEBI
Litmomycin ChemIDplus
Litomycin ChemIDplus
Manual Xrefs Databases
C00018030 KNApSAcK
C06799 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
19879-06-2 CAS Registry Number KEGG COMPOUND
19879-06-2 CAS Registry Number ChemIDplus
Last Modified
06 June 2016