(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8S,8aR,9S,12aS,14aR,14bR)-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-9-[(E)-2-methylbut-2-enoyl]oxy-8a-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]-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

Details

• Internal ID: 75f20087-a192-431d-a322-ed697a674dc3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8S,8aR,9S,12aS,14aR,14bR)-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-9-[(E)-2-methylbut-2-enoyl]oxy-8a-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]-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)OC1CC(CC2C1(C(CC3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(C(O7)CO)O)O)O)O)C)C)C)O)COC8C(C(C(CO8)O)O)O)(C)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1CC(C[C@@H]2[C@]1([C@H](C[C@@]3(C2=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)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)O)CO[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)(C)C
• InChI: InChI=1S/C52H82O20/c1-10-23(2)43(65)69-32-19-47(3,4)17-25-24-11-12-29-49(7)15-14-31(70-46-39(62)40(38(61)41(72-46)42(63)64)71-45-37(60)35(58)34(57)27(20-53)68-45)48(5,6)28(49)13-16-50(29,8)51(24,9)18-30(55)52(25,32)22-67-44-36(59)33(56)26(54)21-66-44/h10-11,25-41,44-46,53-62H,12-22H2,1-9H3,(H,63,64)/b23-10+/t25-,26+,27+,28-,29+,30-,31-,32-,33-,34+,35-,36+,37+,38-,39+,40-,41-,44-,45-,46+,49-,50+,51+,52-/m0/s1
• InChI Key: LTFJFHBXULEJBB-CZIKSTOKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₂O₂₀
• Molecular Weight: 1027.20 g/mol
• Exact Mass: 1026.53994500 g/mol
• Topological Polar Surface Area (TPSA): 321.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 0.80
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8754	87.54%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7184	71.84%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9007	90.07%
P-glycoprotein inhibitior	+	0.7517	75.17%
P-glycoprotein substrate	-	0.5359	53.59%
CYP3A4 substrate	+	0.7357	73.57%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7643	76.43%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9011	90.11%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6748	67.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.7103	71.03%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8943	89.43%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7727	77.27%
Androgen receptor binding	+	0.7477	74.77%
Thyroid receptor binding	+	0.5381	53.81%
Glucocorticoid receptor binding	+	0.7996	79.96%
Aromatase binding	+	0.6080	60.80%
PPAR gamma	+	0.8164	81.64%
Honey bee toxicity	-	0.6426	64.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9585	95.85%

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	98.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.80%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.44%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.81%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.87%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	88.46%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	88.35%	95.93%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.27%	93.00%
CHEMBL5028	O14672	ADAM10	87.34%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.44%	95.50%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.29%	89.44%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.02%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.96%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.94%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.33%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.34%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.29%	96.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.16%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.13%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.53%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.53%	92.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.00%	91.07%

Plants that contains it

• Gymnema sylvestre

Cross-Links

• PubChem: 10701244
• LOTUS: LTS0186307
• wikiData: Q105156921