Ajugarin II

Details

• Internal ID: b8860dba-512c-49f1-8fca-6adeebb3f431
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: [(4R,4aR,5S,7R,8S,8aR)-5-hydroxy-7,8-dimethyl-8-[2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate
• SMILES (Canonical): CC1CC(C2(C(C1(C)CCC3=CC(=O)OC3)CCCC24CO4)COC(=O)C)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@]2([C@@H]([C@@]1(C)CCC3=CC(=O)OC3)CCC[C@]24CO4)COC(=O)C)O
• InChI: InChI=1S/C22H32O6/c1-14-9-18(24)22(13-27-15(2)23)17(5-4-7-21(22)12-28-21)20(14,3)8-6-16-10-19(25)26-11-16/h10,14,17-18,24H,4-9,11-13H2,1-3H3/t14-,17-,18+,20+,21+,22+/m1/s1
• InChI Key: QDGFAVMJPYRERF-FYHNCAPNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₆
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.21988874 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 2.30

Synonyms

• 62640-06-6
• ajugarin-ii
• UNII-30Y1ZRM6UE
• 30Y1ZRM6UE
• 2(5H)-Furanone, 4-(2-(8a-((acetyloxy)methyl)octahydro-8-hydroxy-5,6-dimethylspiro(naphthalene-1(2H),2'-oxiran)-5-yl)ethyl)-, (1R-(1alpha,4abeta,5beta,6alpha,8alpha,8aalpha))-
• AJUGARIN-II [MI]
• [(4R,4aR,5S,7R,8S,8aR)-5-hydroxy-7,8-dimethyl-8-[2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate
• DTXSID00978199
• AKOS040750255
• Q27255975
• {8-Hydroxy-5,6-dimethyl-5-[2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]octahydro-8aH-spiro[naphthalene-1,2'-oxiran]-8a-yl}methyl acetate
• 2(5H)-FURANONE, 4-(2-((1R,4AR,5S,6R,8S,8AR)-8A-((ACETYLOXY)METHYL)OCTAHYDRO-8-HYDROXY-5,6-DIMETHYLSPIRO(NAPHTHALENE-1(2H),2'-OXIRAN)-5-YL)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	98.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.86%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.37%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.10%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.90%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.64%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.05%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.03%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.82%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.59%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	88.20%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.33%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.14%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.14%	85.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.60%	95.71%
CHEMBL5028	O14672	ADAM10	82.35%	97.50%

Plants that contains it

• Ajuga integrifolia
• Ajuga parviflora

Cross-Links

• PubChem: 3085250
• LOTUS: LTS0030752
• wikiData: Q27255975