CHEBI:141130 - grandiflorenic acid

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ChEBI Name grandiflorenic acid
ChEBI ID CHEBI:141130
Definition A tetracyclic diterpenoid with formula C20H28O2 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 (Bronsted 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 Waiting for 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