Ajugarin III

Details

• Internal ID: ad634615-7aad-4cc1-8c8b-6f1e0096945f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(4R,4aR,5S,7R,8S,8aR)-5-acetyloxy-4-hydroxy-4-(hydroxymethyl)-7,8-dimethyl-8-[2-(5-oxo-2H-furan-3-yl)ethyl]-2,3,5,6,7,8a-hexahydro-1H-naphthalen-4a-yl]methyl acetate
• SMILES (Canonical): CC1CC(C2(C(C1(C)CCC3=CC(=O)OC3)CCCC2(CO)O)COC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@]2([C@@H]([C@@]1(C)CCC3=CC(=O)OC3)CCC[C@@]2(CO)O)COC(=O)C)OC(=O)C
• InChI: InChI=1S/C24H36O8/c1-15-10-20(32-17(3)27)24(14-31-16(2)26)19(6-5-8-23(24,29)13-25)22(15,4)9-7-18-11-21(28)30-12-18/h11,15,19-20,25,29H,5-10,12-14H2,1-4H3/t15-,19-,20+,22+,23+,24+/m1/s1
• InChI Key: CKFVDHQBDIXHOT-PGQNDPHJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₈
• Molecular Weight: 452.50 g/mol
• Exact Mass: 452.24101810 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 1.90

Synonyms

• ajugarin-iii
• UNII-1DUU1OWA63
• 1DUU1OWA63
• 62640-07-7
• 2(5H)-Furanone, 4-(2-(4-(acetyloxy)-4a-((acetyloxy)methyl)decahydro-5-hydroxy-5-(hydroxymethyl)-1,2-dimethyl-1-naphthalenyl)ethyl)-, (1S-(1alpha,2beta,4beta,4abeta,5beta,8aalpha))-
• AJUGARIN-III [MI]
• Q27252297
• 2(5H)-FURANONE, 4-(2-((1S,2R,4S,4AR,5R,8AR)-4-(ACETYLOXY)-4A-((ACETYLOXY)METHYL)DECAHYDRO-5-HYDROXY-5-(HYDROXYMETHYL)-1,2-DIMETHYL-1-NAPHTHALENYL)ETHYL)-

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.53%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.24%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.11%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.15%	82.69%
CHEMBL2581	P07339	Cathepsin D	93.20%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.04%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.20%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.80%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.43%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.83%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.34%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.13%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.99%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	83.80%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.38%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.43%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.76%	95.89%
CHEMBL5028	O14672	ADAM10	80.64%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.14%	97.14%

Plants that contains it

• Ajuga integrifolia

Cross-Links

• PubChem: 76963958
• LOTUS: LTS0122464
• wikiData: Q27252297