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ChEBI
> Main
CHEBI:65445 - AS-186c
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ChEBI Ontology
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ChEBI Name
AS-186c
ChEBI ID
CHEBI:65445
Definition
A dibenzodioxonine isolated from the culture broth of
Penicillium asperosporum
that acts as an acyl-CoA:cholesterol acyltransferase inhibitor.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C43H46O12
Net Charge
0
Average Mass
754.81810
Monoisotopic Mass
754.29893
InChI
InChI=1S/C43H46O12/c1-
20(2)
9-
10-
25-
11-
13-
29(45)
35(37(25)
48)
39(50)
34-
27(16-
22(5)
18-
30(34)
46)
42-
38(49)
28-
17-
23(6)
19-
31(47)
40(28)
54-
32-
14-
12-
26(33(15-
21(3)
4)
53-
24(7)
44)
41(52-
8)
36(32)
43(51)
55-
42/h9,11-
14,16-
19,21,33,38,42,45-
49H,10,15H2,1-
8H3
InChIKey
MQLUFEFCCDNPMA-UHFFFAOYSA-N
SMILES
COc1c(ccc2Oc3c(O)cc(C)cc3C(O)C(OC(=O)c12)c1cc(C)cc(O)c1C(=O)c1c(O)ccc(CC=C(C)C)c1O)C(CC(C)C)OC(C)=O
Metabolite of Species
Details
Penicillium asperosporum
(NCBI:txid70097)
of strain KY 1635 See:
PubMed
Roles Classification
Biological Role
(s):
Penicillium metabolite
Any fungal metabolite produced during a metabolic reaction in
Penicillium
.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
EC 2.3.1.26 (sterol O-acyltransferase) inhibitor
An EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor that interferes with the action of acyl-CoA:cholesterol acyltransferase (EC 2.3.1.26).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
AS-186c (
CHEBI:65445
)
has role
Penicillium
metabolite (
CHEBI:76964
)
AS-186c (
CHEBI:65445
)
has role
antimicrobial agent (
CHEBI:33281
)
AS-186c (
CHEBI:65445
)
has role
EC 2.3.1.26 (sterol
O
-acyltransferase) inhibitor (
CHEBI:64696
)
AS-186c (
CHEBI:65445
)
is a
acetate ester (
CHEBI:47622
)
AS-186c (
CHEBI:65445
)
is a
aromatic ether (
CHEBI:35618
)
AS-186c (
CHEBI:65445
)
is a
benzophenones (
CHEBI:22726
)
AS-186c (
CHEBI:65445
)
is a
dibenzodioxonine (
CHEBI:71155
)
AS-186c (
CHEBI:65445
)
is a
lactone (
CHEBI:25000
)
AS-186c (
CHEBI:65445
)
is a
polyphenol (
CHEBI:26195
)
IUPAC Name
1-
(7-
{2-
[2,6-
dihydroxy-
3-
(3-
methylbut-
2-
en-
1-
yl)benzoyl]-
3-
hydroxy-
5-
methylphenyl}-
8,12-
dihydroxy-
4-
methoxy-
10-
methyl-
5-
oxo-
7,8-
dihydro-
5
H
-
dibenzo[
b,h
][1,5]dioxonin-
3-
yl)-
3-
methylbutyl acetate
Registry Number
Type
Source
6839532
Reaxys Registry Number
Reaxys
Citation
Type
Source
8119857
PubMed citation
Europe PMC
Last Modified
13 January 2014
General Comment
2012-11-15
The exact stereochemistry of AS-186c is unknown.