Ajuganipponin A

Details

• Internal ID: 5ceaa4c2-a1a1-4855-9f9b-f39ad6bd4119
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1S)-2-[(1S,2R,4S,4aR,5R,8R,8aR)-4,8-diacetyloxy-4a-(acetyloxymethyl)-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C31H42O11/c1-8-17(2)28(36)42-24(22-12-26(35)37-14-22)13-29(7)18(3)11-25(41-21(6)34)31(16-38-19(4)32)27(29)23(40-20(5)33)9-10-30(31)15-39-30/h8,12,18,23-25,27H,9-11,13-16H2,1-7H3/b17-8+/t18-,23-,24+,25+,27-,29+,30+,31-/m1/s1
• InChI Key: SJNMHXILDVKBPL-BEEMTZEWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₂O₁₁
• Molecular Weight: 590.70 g/mol
• Exact Mass: 590.27271215 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: 2.80

Synonyms

• [(1S)-2-[(1S,2R,4S,4aR,5R,8R,8aR)-4,8-diacetyloxy-4a-(acetyloxymethyl)-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] (E)-2-methylbut-2-enoate
• CHEBI:69879
• (1S)-2-{(1R,4R,4aR,5S,6R,8S,8aR)-4,8-bis(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyloctahydro-2H-spiro[naphthalene-1,2'-oxiran]-5-yl}-1-(5-oxo-2,5-dihydrofuran-3-yl)ethyl (2E)-2-methylbut-2-enoate
• ((1S)-2-((1S,2R,4S,4aR,5R,8R,8aR)-4,8-diacetyloxy-4a-(acetyloxymethyl)-1,2-dimethylspiro(3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane)-1-yl)-1-(5-oxo-2H-furan-3-yl)ethyl) (E)-2-methylbut-2-enoate
• (1S)-2-((1R,4R,4aR,5S,6R,8S,8aR)-4,8-bis(acetyloxy)-8a-((acetyloxy)methyl)-5,6-dimethyloctahydro-2H-spiro(naphthalene-1,2'-oxiran)-5-yl)-1-(5-oxo-2,5-dihydrofuran-3-yl)ethyl (2E)-2-methylbut-2-enoate
• RefChem:110344
• 936323-13-6
• CHEMBL1813867
• FS-7962
• DA-70658
• Q27138222
• (1R,4R,4AR,5S,6R,8S,8aR)-8a-(acetoxymethyl)-5,6-dimethyl-5-((S)-2-(((E)-2-methylbut-2-enoyl)oxy)-2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl)octahydro-2H-spiro[naphthalene-1,2'-oxirane]-4,8-diyl diacetate

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.53%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.76%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.53%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.89%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	94.32%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.02%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.22%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.09%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.02%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.72%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.19%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.49%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.35%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.25%	99.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.14%	97.28%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.45%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.33%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.09%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	82.86%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.03%	91.07%
CHEMBL5255	O00206	Toll-like receptor 4	80.08%	92.50%

Plants that contains it

• Ajuga ciliata

Cross-Links

• PubChem: 56665038
• LOTUS: LTS0089218
• wikiData: Q27138222