Gymnemic acid III

Details

• Internal ID: fdca41d2-12b8-41ae-b18a-23836a708b2a
• 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)-8,9-dihydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(2S)-2-methylbutanoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CCC(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)O)O)C)CO)O
• SMILES (Isomeric): CC[C@H](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)O)C)C)[C@@H]2CC1(C)C)C)O)CO)O
• InChI: InChI=1S/C41H66O13/c1-9-20(2)34(51)54-32-31(48)41(19-43)22(16-36(32,3)4)21-10-11-24-37(5)14-13-26(52-35-29(47)27(45)28(46)30(53-35)33(49)50)38(6,18-42)23(37)12-15-39(24,7)40(21,8)17-25(41)44/h10,20,22-32,35,42-48H,9,11-19H2,1-8H3,(H,49,50)/t20-,22-,23+,24+,25-,26-,27-,28-,29+,30-,31-,32-,35+,37-,38-,39+,40+,41-/m0/s1
• InChI Key: VLXWTKUXVXJELF-DDRSIQBQSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₆O₁₃
• Molecular Weight: 767.00 g/mol
• Exact Mass: 766.45034216 g/mol
• Topological Polar Surface Area (TPSA): 224.00 Ų
• XlogP: 4.00

Synonyms

• UNII-I63P1QEJ6A
• I63P1QEJ6A
• 122074-65-1
• beta-D-Glucopyranosiduronic acid, (3beta,4alpha,16beta,21beta,22alpha)-16,22,23,28-tetrahydroxy-21-((2S)-2-methyl-1-oxobutoxy)olean-12-en-3-yl
• Q27280494
• GYMNEMIC ACID III (CONSTITUENT OF GYMNEMA) [DSC]
• .BETA.-D-GLUCOPYRANOSIDURONIC ACID, (3.BETA.,4.ALPHA.,16.BETA.,21.BETA.,22.ALPHA.)-16,22,23,28-TETRAHYDROXY-21-((2S)-2-METHYL-1-OXOBUTOXY)OLEAN-12-EN-3-YL

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	96.01%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.22%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.42%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.18%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.74%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.73%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.20%	95.89%
CHEMBL2581	P07339	Cathepsin D	88.78%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.00%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.81%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.38%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.57%	100.00%
CHEMBL5028	O14672	ADAM10	83.73%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.16%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.98%	96.77%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.65%	95.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.46%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.42%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.41%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.32%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.24%	97.36%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.89%	97.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.59%	93.00%

Plants that contains it

• Gymnema sylvestre

Cross-Links

• PubChem: 14264066
• LOTUS: LTS0219091
• wikiData: Q27280494