Gymnemic acid XII

Details

• Internal ID: 60386237-e792-4b15-aa7b-04f6b43b6aa3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8S,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(C(O7)CO)O)O)O)O)C)COC(=O)C)O
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1[C@@H]([C@@]2([C@H](C[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)C)C)[C@@H]2CC1(C)C)C)O)COC(=O)C)O
• InChI: InChI=1S/C49H76O19/c1-10-22(2)41(62)68-39-38(59)49(21-63-23(3)52)25(17-44(39,4)5)24-11-12-28-45(6)15-14-30(46(7,20-51)27(45)13-16-47(28,8)48(24,9)18-29(49)53)65-43-35(58)36(34(57)37(67-43)40(60)61)66-42-33(56)32(55)31(54)26(19-50)64-42/h10-11,25-39,42-43,50-51,53-59H,12-21H2,1-9H3,(H,60,61)/b22-10+/t25-,26+,27+,28+,29-,30-,31+,32-,33+,34-,35+,36-,37-,38-,39-,42-,43+,45-,46-,47+,48+,49-/m0/s1
• InChI Key: XHFAFTWZPMKJCK-MTYXAMRGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₆O₁₉
• Molecular Weight: 969.10 g/mol
• Exact Mass: 968.49808019 g/mol
• Topological Polar Surface Area (TPSA): 309.00 Ų
• XlogP: 2.30

Synonyms

• Gymnemic acid xii, (+)-
• UNII-81E1A0G19O
• 81E1A0G19O
• Gymnemic acid XII (constituent of gymnema) [DSC]
• 147899-36-3
• Gymnemic acid XII (constituent of gymnema)
• Q27269242

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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.73%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.40%	91.11%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	96.18%	91.65%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.51%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.71%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.93%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	89.02%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.24%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.39%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.23%	94.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.55%	94.62%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.09%	97.36%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.85%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.68%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.31%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	84.81%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.69%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.03%	97.09%
CHEMBL5028	O14672	ADAM10	83.87%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.87%	91.07%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.70%	97.25%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.90%	95.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.07%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	81.12%	92.50%

Plants that contains it

• Gymnema sylvestre
• Thymus vulgaris

Cross-Links

• PubChem: 91826975
• LOTUS: LTS0269417
• wikiData: Q105001847