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,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
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> Main
CHEBI:196975 - atractyligenin
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ChEBI Ontology
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ChEBI Name
atractyligenin
ChEBI ID
CHEBI:196975
Definition
A diterpenoid isolated from coffee silverskin. It inhibits cutaneous photoaging.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
Mark Williams
Supplier Information
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Formula
C19H28O4
Net Charge
0
Average Mass
320.429
Monoisotopic Mass
320.19876
InChI
InChI=1S/C19H28O4/c1-
10-
11-
3-
4-
15-
18(2)
9-
12(20)
7-
13(17(22)
23)
14(18)
5-
6-
19(15,8-
11)
16(10)
21/h11-
16,20-
21H,1,3-
9H2,2H3,(H,22,23)
/t11-
,12-
,13-
,14-
,15+,16+,18-
,19-
/m1/s1
InChIKey
YRHWUYVCCPXYMB-JIMOHSCASA-N
SMILES
[H][C@]12CC[C@@]34C[C@@H](CC[C@@]3([H])[C@]1(C)C[C@H](O)C[C@H]2C(O)=O)C(=C)[C@@H]4O
Metabolite of Species
Details
Coffea canephora
(NCBI:txid49390)
Isolated from trunks. 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):
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
atractyligenin (
CHEBI:196975
)
has role
plant metabolite (
CHEBI:76924
)
atractyligenin (
CHEBI:196975
)
is a
ent
-kaurane diterpenoid (
CHEBI:36760
)
atractyligenin (
CHEBI:196975
)
is a
carbotetracyclic compound (
CHEBI:177332
)
atractyligenin (
CHEBI:196975
)
is a
dihydroxy monocarboxylic acid (
CHEBI:35972
)
atractyligenin (
CHEBI:196975
)
is a
tetracyclic diterpenoid (
CHEBI:52557
)
Incoming
atractyligenin 2-glucuronide (
CHEBI:196976
)
has functional parent
atractyligenin (
CHEBI:196975
)
IUPAC Name
(2
R
,4
R
,4a
R
,6a
R
,7
S
,9
R
,11a
S
,11b
R
)-
2,7-
dihydroxy-
11b-
methyl-
8-
methylidenetetradecahydro-
6a,9-
methanocyclohepta[
a
]naphthalene-
4-
carboxylic acid
Synonyms
Sources
(2β,4α,15α)-2,15-dihydroxy-19-norkaur-16-en-18-oic acid
ChEBI
(4α)-2β,15α-dihydroxy-19-norkaur-16-en-18-oic acid
ChEBI
atractyligenine
ChEBI
Manual Xref
Database
HMDB0061114
HMDB
View more database links
Registry Number
Type
Source
10391-47-6
CAS Registry Number
ChEBI
Citations
Types
Sources
12116872
PubMed citation
Europe PMC
22594797
PubMed citation
Europe PMC
30981089
PubMed citation
Europe PMC
31733344
PubMed citation
Europe PMC
36094050
PubMed citation
Europe PMC
36154826
PubMed citation
Europe PMC
36442242
PubMed citation
Europe PMC
Last Modified
06 September 2023