(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8S,8aS,12aS,14aR,14bR)-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol

Details

• Internal ID: f03fee4a-af2c-4220-8223-f089cfef331e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8S,8aS,12aS,14aR,14bR)-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
• SMILES (Canonical): CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)COC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)O)O)O)O)C)CO)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(C[C@@H]([C@@]5([C@H]4CC(CC5)(C)C)CO)O)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C47H78O17/c1-42(2)14-15-47(21-48)23(16-42)22-8-9-28-44(5)12-11-30(43(3,4)27(44)10-13-45(28,6)46(22,7)17-29(47)50)64-41-38(58)35(55)33(53)26(63-41)20-61-40-37(57)34(54)32(52)25(62-40)19-60-39-36(56)31(51)24(49)18-59-39/h8,23-41,48-58H,9-21H2,1-7H3/t23-,24+,25+,26+,27-,28+,29-,30-,31-,32+,33+,34-,35-,36+,37+,38+,39-,40+,41-,44-,45+,46+,47+/m0/s1
• InChI Key: BRKNUBCRHORSBB-WWHJRHIESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₈O₁₇
• Molecular Weight: 915.10 g/mol
• Exact Mass: 914.52390102 g/mol
• Topological Polar Surface Area (TPSA): 278.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.22
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7084	70.84%
Caco-2	-	0.8882	88.82%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7876	78.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8045	80.45%
OATP1B3 inhibitior	-	0.4367	43.67%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7338	73.38%
P-glycoprotein inhibitior	+	0.7458	74.58%
P-glycoprotein substrate	-	0.6812	68.12%
CYP3A4 substrate	+	0.7282	72.82%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9345	93.45%
CYP2C9 inhibition	-	0.8819	88.19%
CYP2C19 inhibition	-	0.8988	89.88%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8923	89.23%
CYP2C8 inhibition	+	0.6651	66.51%
CYP inhibitory promiscuity	-	0.9600	96.00%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6252	62.52%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9067	90.67%
Skin irritation	-	0.6425	64.25%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7772	77.72%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8083	80.83%
skin sensitisation	-	0.8896	88.96%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.9394	93.94%
Acute Oral Toxicity (c)	III	0.7434	74.34%
Estrogen receptor binding	+	0.7894	78.94%
Androgen receptor binding	+	0.7180	71.80%
Thyroid receptor binding	-	0.5381	53.81%
Glucocorticoid receptor binding	+	0.6587	65.87%
Aromatase binding	+	0.6479	64.79%
PPAR gamma	+	0.7768	77.68%
Honey bee toxicity	-	0.7207	72.07%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5850	58.50%
Fish aquatic toxicity	+	0.9174	91.74%

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	97.33%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.69%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.79%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.94%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.70%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.34%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.15%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	87.76%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.60%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.33%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.90%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.41%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.35%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.26%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.22%	96.21%
CHEMBL5957	P21589	5'-nucleotidase	82.18%	97.78%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.09%	92.62%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.28%	86.92%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.18%	82.69%
CHEMBL5028	O14672	ADAM10	80.04%	97.50%

Plants that contains it

• Gymnema sylvestre
• Jasminanthes mucronata

Cross-Links

• PubChem: 10396006
• LOTUS: LTS0239451
• wikiData: Q104944872