Andrographic acid

Details

• Internal ID: dae9e0ab-cff4-4928-9461-47616909e34e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (Z)-2-[(E)-2-[(1R,4aS,5R,6R,8aR)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]but-2-enedioic acid
• SMILES (Canonical): CC12CCC(C(C1CCC(=C)C2C=CC(=CC(=O)O)C(=O)O)(C)CO)O
• SMILES (Isomeric): C[C@@]12CC[C@H]([C@@]([C@H]1CCC(=C)[C@H]2/C=C/C(=C/C(=O)O)/C(=O)O)(C)CO)O
• InChI: InChI=1S/C20H28O6/c1-12-4-7-15-19(2,9-8-16(22)20(15,3)11-21)14(12)6-5-13(18(25)26)10-17(23)24/h5-6,10,14-16,21-22H,1,4,7-9,11H2,2-3H3,(H,23,24)(H,25,26)/b6-5+,13-10-/t14-,15+,16-,19+,20+/m1/s1
• InChI Key: IMDVHFGRDJPERC-YJCGLWNISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.60

Synonyms

• UNII-VJY4586I3K
• VJY4586I3K
• 2-Butenedioic acid, 2-((1E)-2-((1R,4aS,5R,6R,8aR)-decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl)ethenyl)-, (2Z)-
• 760938-56-5
• Q27291861

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.22%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	91.53%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.91%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.22%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.37%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.35%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.25%	95.89%
CHEMBL5028	O14672	ADAM10	80.14%	97.50%

Plants that contains it

• Andrographis paniculata

Cross-Links

• PubChem: 16215024
• LOTUS: LTS0184427
• wikiData: Q27291861