Ajugarin-v

Details

• Internal ID: de6e4736-47af-49a4-b80b-0e791ac4252e
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: [(1S,3R,4S,4aR,8R,8aS)-3,4,8a-trimethyl-4-[2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-oxirane]-1-yl] acetate
• SMILES (Canonical): CC1CC(C2(C(C1(C)CCC3=CC(=O)OC3)CCCC24CO4)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@]24CO4)C)OC(=O)C
• InChI: InChI=1S/C22H32O5/c1-14-10-18(27-15(2)23)21(4)17(6-5-8-22(21)13-26-22)20(14,3)9-7-16-11-19(24)25-12-16/h11,14,17-18H,5-10,12-13H2,1-4H3/t14-,17-,18+,20+,21+,22+/m1/s1
• InChI Key: NQYDGORVAIQDBB-FYHNCAPNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₅
• Molecular Weight: 376.50 g/mol
• Exact Mass: 376.22497412 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 3.60

Synonyms

• 5UJ9EW4S52
• 82231-14-9
• Ajugarin V
• UNII-5UJ9EW4S52
• AJUGARIN-V [MI]
• DTXSID401002574
• Q27262893
• 2(5H)-FURANONE, 4-(2-((1R,4AR,5S,6R,8S,8AS)-8-(ACETYLOXY)OCTAHYDRO-5,6,8A-TRIMETHYLSPIRO(NAPHTHALENE-1(2H),2'-OXIRAN)-5-YL)ETHYL)-
• 2(5H)-Furanone, 4-(2-(8-(acetyloxy)octahydro-5,6,8a-trimethylspiro(naphthalene-1(2H),2'-oxiran)-5-yl)ethyl)-, (1R-(1alpha,4abeta,5beta,6alpha,8alpha,8aalpha))-
• 5,6,8a-Trimethyl-5-[2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]octahydro-2H-spiro[naphthalene-1,2'-oxiran]-8-yl acetate

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	98.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.50%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.23%	82.69%
CHEMBL2581	P07339	Cathepsin D	94.22%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.35%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.23%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.47%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.96%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.80%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.79%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.84%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.10%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.50%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.06%	95.71%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.90%	93.04%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.53%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	80.42%	91.19%

Plants that contains it

• Ajuga integrifolia

Cross-Links

• PubChem: 157867
• LOTUS: LTS0164046
• wikiData: Q27262893