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ChEBI
> Main
CHEBI:141130 - grandiflorenic acid
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ChEBI Ontology
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ChEBI Name
grandiflorenic acid
ChEBI ID
CHEBI:141130
Definition
A tetracyclic diterpenoid with formula C
20
H
28
O
2
which exhibits anti-inflammatory, antibacterial, antileishmanial and wound-healing properties.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
Mark Williams
Supplier Information
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Formula
C20H28O2
Net Charge
0
Average Mass
300.442
Monoisotopic Mass
300.20893
InChI
InChI=1S/C20H28O2/c1-
13-
11-
20-
10-
7-
15-
18(2,16(20)
6-
5-
14(13)
12-
20)
8-
4-
9-
19(15,3)
17(21)
22/h6,14-
15H,1,4-
5,7-
12H2,2-
3H3,(H,21,22)
/t14-
,15+,18-
,19-
,20-
/m1/s1
InChIKey
RJIPNPHMQGDUBW-RFGKEDTNSA-N
SMILES
OC(=O)[C@]1([C@@]2([C@](C=3[C@@]4(CC2)C[C@H](C(C4)=C)CC3)(CCC1)C)[H])C
Metabolite of Species
Details
Ageratina deltoidea
(NCBI:txid102749)
Found in aerial part
(BTO:0001658)
. See:
PubMed
Montanoa tomentosa
(NCBI:txid167007)
Found in root
(BTO:0001188)
. See:
PubMed
Sphagneticola trilobata
(NCBI:txid53737)
Found in root
(BTO:0001188)
. See:
PubMed
Sphagneticola trilobata
(NCBI:txid53737)
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):
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
antileishmanial agent
An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus
Leishmania
.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application
(s):
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
antileishmanial agent
An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus
Leishmania
.
vulnerary
A drug used in treating and healing of wounds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
grandiflorenic acid (
CHEBI:141130
)
has role
anti-inflammatory agent (
CHEBI:67079
)
grandiflorenic acid (
CHEBI:141130
)
has role
antibacterial agent (
CHEBI:33282
)
grandiflorenic acid (
CHEBI:141130
)
has role
antileishmanial agent (
CHEBI:70868
)
grandiflorenic acid (
CHEBI:141130
)
has role
plant metabolite (
CHEBI:76924
)
grandiflorenic acid (
CHEBI:141130
)
has role
vulnerary (
CHEBI:73336
)
grandiflorenic acid (
CHEBI:141130
)
is a
ent
-kaurane diterpenoid (
CHEBI:36760
)
grandiflorenic acid (
CHEBI:141130
)
is a
monocarboxylic acid (
CHEBI:25384
)
grandiflorenic acid (
CHEBI:141130
)
is a
tetracyclic diterpenoid (
CHEBI:52557
)
IUPAC Name
(5β,8α,10α,13α)-kaura-9(11),16-dien-18-oic acid
Synonyms
Sources
ent
-kaura-9(11),16-dien-18-oic acid
ChEBI
kaura-9(11),16-dien-18-oic acid
ChemIDplus
kauradienoic acid
ChEBI
Manual Xref
Database
24657544
ChemSpider
View more database links
Registry Number
Type
Source
22338-67-6
CAS Registry Number
ChemIDplus
Citations
Types
Sources
15787248
PubMed citation
Europe PMC
19581023
PubMed citation
Europe PMC
20116261
PubMed citation
Europe PMC
29427474
PubMed citation
Europe PMC
30097110
PubMed citation
Europe PMC
577885
PubMed citation
Europe PMC
578433
PubMed citation
Europe PMC
578458
PubMed citation
Europe PMC
6540830
PubMed citation
Europe PMC
Last Modified
05 July 2019