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ChEBI
> Main
CHEBI:156301 - auricin
Main
ChEBI Ontology
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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 (Br
o
nsted 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
,3a
R
,6'
R
,11b
R
)-
3'-
{[5-
(dimethylamino)-
6-
methyltetrahydro-
2
H
-
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(3
H
,3'
H
)-
tetrone
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