CHEBI:156301 - auricin

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ChEBI Name auricin
ChEBI ID CHEBI:156301
Definition An angucycline-like polyketide discovered in Streptomyces aureofaciens that is only stable at acidic pH.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Martin Larralde
Supplier Information
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Formula C28H31NO10
Net Charge 0
Average Mass 541.553
Monoisotopic Mass 541.19480
InChI InChI=1S/C28H31NO10/c1-12-10-17(31)27(37-20-9-8-15(29(3)4)13(2)35-20)28(38-12)23-22(26-18(39-28)11-19(32)36-26)24(33)14-6-5-7-16(30)21(14)25(23)34/h5-7,12-13,15,18,20,26-27,30H,8-11H2,1-4H3/t12-,13?,15?,18-,20?,26+,27-,28+/m1/s1
InChIKey DIESPMSGQPRWLG-VLKAYIDRSA-N
SMILES [H][C@@]12CC(=O)O[C@]1([H])C1=C(C(=O)C3=C(C=CC=C3O)C1=O)[C@]1(O[C@H](C)CC(=O)[C@H]1OC1CCC(C(C)O1)N(C)C)O2
Metabolite of Species Details
Streptomyces lavendulae subsp. lavendulae (NCBI:txid58340) The strain was formerly known as Streptomyces aureofaciens CCM 3239. See PMID:29496832. of strain CCM 3239 See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
(via angucycline )
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via heterocyclic antibiotic )
(via angucycline antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing auricin (CHEBI:156301) has role bacterial metabolite (CHEBI:76969)
auricin (CHEBI:156301) is a γ-lactone (CHEBI:37581)
auricin (CHEBI:156301) is a 1,4-benzoquinones (CHEBI:132124)
auricin (CHEBI:156301) is a angucycline antibiotic (CHEBI:70737)
auricin (CHEBI:156301) is a benzoisochromanequinone (CHEBI:48129)
auricin (CHEBI:156301) is a organic heteropentacyclic compound (CHEBI:38164)
auricin (CHEBI:156301) is a oxanes (CHEBI:46942)
auricin (CHEBI:156301) is a phenols (CHEBI:33853)
auricin (CHEBI:156301) is a polyketide (CHEBI:26188)
auricin (CHEBI:156301) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
(2'S,3'R,3aR,6'R,11bR)-3'-{[5-(dimethylamino)-6-methyltetrahydro-2H-pyran-2-yl]oxy}-7-hydroxy-6'-methyl-3a,5',6',11b-tetrahydrospiro[benzo[g]furo[3,2-c]isochromene-5,2'-pyran]-2,4',6,11(3H,3'H)-tetrone
Citations Waiting for Citations Types Sources
12384301 PubMed citation SUBMITTER
16079347 PubMed citation Europe PMC
20466770 PubMed citation Europe PMC
20490753 PubMed citation Europe PMC
21393365 PubMed citation Europe PMC
21584781 PubMed citation Europe PMC
23081778 PubMed citation Europe PMC
23373695 PubMed citation Europe PMC
23763439 PubMed citation Europe PMC
24265028 PubMed citation SUBMITTER
25219533 PubMed citation Europe PMC
26685675 PubMed citation Europe PMC
29155332 PubMed citation Europe PMC
29496832 PubMed citation Europe PMC
31349574 PubMed citation Europe PMC
Last Modified
14 April 2021