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ChEBI
> Main
CHEBI:68748 - sch 210971
Main
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ChEBI Name
sch 210971
ChEBI ID
CHEBI:68748
Definition
A member of the class of pyrrolidin-2-ones isolated from the fungal fermentation broth of
Chaetomium globosum
and shown to exhibit inhibitory activity against chemokine receptor CCR-5.
Stars
This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula
C25H35NO6
Net Charge
0
Average Mass
445.556
Monoisotopic Mass
445.24644
InChI
InChI=1S/C25H35NO6/c1-
6-
13(3)
16-
8-
7-
15-
10-
12(2)
9-
14(4)
18(15)
19(16)
22(28)
20-
21(27)
17(26-
23(20)
29)
11-
25(5,32)
24(30)
31/h6-
8,12,14-
19,28,32H,9-
11H2,1-
5H3,(H,26,29)
(H,30,31)
/b13-
6+,22-
20-
/t12-
,14+,15-
,16+,17-
,18-
,19-
,25+/m1/s1
InChIKey
AVZATKWNGXCSDN-UPZXKQCMSA-N
SMILES
[H]
[C@]
1(C)
C[C@@H]
(C)
C[C@@]
2([H]
)
C=C[C@]
([H]
)
([C@@H]
(\C(O)
=C3\C(=O)
N[C@H]
(C[C@]
(C)
(O)
C(O)
=O)
C3=O)
[C@]
12[H]
)
C(\C)
=C\C
Metabolite of Species
Details
Chaetomium globosum
(NCBI:txid38033)
See:
PubMed
Roles Classification
Chemical Role
(s):
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
Chaetomium metabolite
Any fungal metabolite produced during a metabolic reaction in the mould,
Chaetomium
.
chemokine receptor 5 antagonist
An antogonist that blocks chemokine receptor 5 (CCR5).
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
sch 210971 (
CHEBI:68748
)
has role
Chaetomium
metabolite (
CHEBI:76960
)
sch 210971 (
CHEBI:68748
)
has role
antifungal agent (
CHEBI:35718
)
sch 210971 (
CHEBI:68748
)
has role
chemokine receptor 5 antagonist (
CHEBI:63673
)
sch 210971 (
CHEBI:68748
)
is a
carbobicyclic compound (
CHEBI:36785
)
sch 210971 (
CHEBI:68748
)
is a
enol (
CHEBI:33823
)
sch 210971 (
CHEBI:68748
)
is a
monocarboxylic acid (
CHEBI:25384
)
sch 210971 (
CHEBI:68748
)
is a
octahydronaphthalenes (
CHEBI:138397
)
sch 210971 (
CHEBI:68748
)
is a
pyrrolidin-2-ones (
CHEBI:74223
)
sch 210971 (
CHEBI:68748
)
is conjugate acid of
sch 210971(2−) (
CHEBI:167911
)
Incoming
sch 210971(2−) (
CHEBI:167911
)
is conjugate base of
sch 210971 (
CHEBI:68748
)
IUPAC Name
rel
-
(2
S
)-
3-
{(2
R
,4
Z
)-
4-
[{(1
S
,2
R
,4a
S
,6
R
,8
S
,8a
R
)-
2-
[(2
E
)-
but-
2-
en-
2-
yl]-
6,8-
dimethyl-
1,2,4a,5,6,7,8,8a-
octahydronaphthalen-
1-
yl}(hydroxy)methylene]-
3,5-
dioxopyrrolidin-
2-
yl}-
2-
hydroxy-
2-
methylpropanoic acid
Manual Xref
Database
28283529
ChemSpider
View more database links
Registry Number
Type
Source
18561653
Reaxys Registry Number
Reaxys
Citations
Types
Sources
16872138
PubMed citation
Europe PMC
23519550
PubMed citation
Europe PMC
25885659
PubMed citation
Europe PMC
26360642
PubMed citation
Europe PMC
Last Modified
08 April 2021
General Comment
2021-04-08
The structure of sch 210971 shown is relative configuration.