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> Main
CHEBI:69024 - berkeleyone A
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ChEBI Ontology
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ChEBI Name
berkeleyone A
ChEBI ID
CHEBI:69024
Definition
A meroterpenoid found in
Penicillium rubrum
and has been shown to exhibit inhibitory activity against caspase-1.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C26H38O6
Net Charge
0
Average Mass
446.57630
Monoisotopic Mass
446.26684
InChI
InChI=1S/C26H38O6/c1-
14-
23(5)
13-
16-
22(4)
11-
10-
17(27)
21(2,3)
15(22)
9-
12-
24(16,6)
26(14,20(30)
32-
8)
19(29)
25(7,31)
18(23)
28/h15-
17,27,31H,1,9-
13H2,2-
8H3/t15-
,16+,17-
,22-
,23-
,24+,25+,26+/m1/s1
InChIKey
NNHHTFDBMMPBSL-JFPRQHOTSA-N
SMILES
COC(=O)[C@@]12C(=C)[C@@](C)(C[C@H]3[C@]4(C)CC[C@@H](O)C(C)(C)[C@H]4CC[C@]13C)C(=O)[C@](C)(O)C2=O
Metabolite of Species
Details
Penicillium rubrum
(NCBI:txid1266769)
Chloroform extract See:
PubMed
Roles Classification
Biological Role
(s):
cysteine protease inhibitor
Any protease inhibitor that restricts the action of a cysteine protease.
Penicillium metabolite
Any fungal metabolite produced during a metabolic reaction in
Penicillium
.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via
meroterpenoid
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
berkeleyone A (
CHEBI:69024
)
has role
Penicillium
metabolite (
CHEBI:76964
)
berkeleyone A (
CHEBI:69024
)
has role
cysteine protease inhibitor (
CHEBI:64152
)
berkeleyone A (
CHEBI:69024
)
is a
β-diketone (
CHEBI:67265
)
berkeleyone A (
CHEBI:69024
)
is a
carbopolycyclic compound (
CHEBI:35294
)
berkeleyone A (
CHEBI:69024
)
is a
cyclic terpene ketone (
CHEBI:36130
)
berkeleyone A (
CHEBI:69024
)
is a
diol (
CHEBI:23824
)
berkeleyone A (
CHEBI:69024
)
is a
meroterpenoid (
CHEBI:64419
)
berkeleyone A (
CHEBI:69024
)
is a
methyl ester (
CHEBI:25248
)
berkeleyone A (
CHEBI:69024
)
is a
tertiary α-hydroxy ketone (
CHEBI:139592
)
IUPAC Name
rel
-
methyl (3
R
,4a
S
,6a
S
,7
R
,9
S
,11
R
,12a
S
,12b
S
)-
3,9-
dihydroxy-
4,4,6a,9,11,12b-
hexamethyl-
13-
methylidene-
8,10-
dioxotetradecahydro-
7,11-
methanocycloocta[
a
]naphthalene-
7(2
H
)-
carboxylate
Synonym
Source
berkeleyone A
UniProt
Registry Number
Type
Source
23869569
Reaxys Registry Number
Reaxys
Citation
Type
Source
21916432
PubMed citation
Europe PMC
Last Modified
18 August 2020