[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] 3-[(2Z)-6-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2E)-6-hydroxy-2-(hydroxymethyl)-6-methylocta-2,7-dienoyl]oxy-6-methyloxan-2-yl]oxy-2-(hydroxymethyl)-6-methylocta-2,7-dienoyl]oxy-10-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: c309e88f-152e-4d0f-aef9-1f497966345b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] 3-[(2Z)-6-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2E)-6-hydroxy-2-(hydroxymethyl)-6-methylocta-2,7-dienoyl]oxy-6-methyloxan-2-yl]oxy-2-(hydroxymethyl)-6-methylocta-2,7-dienoyl]oxy-10-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC(C)(CCC=C(CO)C(=O)OC2CC3(C(CC2(C)C)C4=CCC5C6(CCC(C(C6CCC5(C4(CC3O)C)C)(C)C)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)OC9C(C(C(CO9)O)O)O)O)O)O)C)C(=O)OC1C(C(C(C(O1)CO)O)O)OC1C(C(C(C(O1)C)OC1C(C(C(O1)CO)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)C=C)O)O)OC(=O)C(=CCCC(C)(C=C)O)CO
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC(C)(CC/C=C(/CO)\C(=O)OC2CC3(C(CC2(C)C)C4=CCC5C6(CCC(C(C6CCC5(C4(CC3O)C)C)(C)C)O[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[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O)O)O)C)C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O[C@H]1[C@@H]([C@H]([C@H](O1)CO)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)C=C)O)O)OC(=O)/C(=C/CCC(C)(C=C)O)/CO
• InChI: InChI=1S/C95H150O46/c1-14-90(9,123)24-16-18-42(32-97)78(121)135-72-39(3)128-84(70(118)65(72)113)141-91(10,15-2)25-17-19-41(31-96)77(120)133-55-30-95(87(122)140-86-76(64(112)59(107)48(34-99)131-86)139-83-71(119)74(137-82-69(117)62(110)58(106)47(33-98)129-82)73(40(4)127-83)136-81-67(115)60(108)49(35-100)130-81)44(28-88(55,5)6)43-20-21-52-92(11)26-23-54(89(7,8)51(92)22-27-93(52,12)94(43,13)29-53(95)103)134-80-68(116)63(111)61(109)50(132-80)38-126-85-75(57(105)46(102)37-125-85)138-79-66(114)56(104)45(101)36-124-79/h14-15,18-20,39-40,44-76,79-86,96-119,123H,1-2,16-17,21-38H2,3-13H3/b41-19-,42-18+/t39-,40+,44?,45-,46-,47-,48-,49-,50-,51?,52?,53?,54?,55?,56+,57+,58-,59-,60+,61-,62+,63+,64+,65-,66-,67-,68-,69-,70-,71-,72-,73+,74+,75-,76-,79+,80+,81+,82+,83+,84+,85+,86+,90?,91?,92?,93?,94?,95?/m1/s1
• InChI Key: UWASVNBOHSWRJM-AKNLGVRQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉₅H₁₅₀O₄₆
• Molecular Weight: 2028.20 g/mol
• Exact Mass: 2027.9431821 g/mol
• Topological Polar Surface Area (TPSA): 723.00 Ų
• XlogP: -4.30
• Atomic LogP (AlogP): -6.45
• H-Bond Acceptor: 46
• H-Bond Donor: 25
• Rotatable Bonds: 34

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8249	82.49%
Caco-2	-	0.8561	85.61%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8531	85.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7381	73.81%
OATP1B3 inhibitior	+	0.8176	81.76%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9547	95.47%
P-glycoprotein inhibitior	+	0.7420	74.20%
P-glycoprotein substrate	+	0.7734	77.34%
CYP3A4 substrate	+	0.7627	76.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8807	88.07%
CYP3A4 inhibition	-	0.7537	75.37%
CYP2C9 inhibition	-	0.8161	81.61%
CYP2C19 inhibition	-	0.9031	90.31%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	-	0.9015	90.15%
CYP2C8 inhibition	+	0.8464	84.64%
CYP inhibitory promiscuity	-	0.9487	94.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5007	50.07%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8955	89.55%
Skin irritation	+	0.5192	51.92%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7291	72.91%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8968	89.68%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8609	86.09%
Acute Oral Toxicity (c)	III	0.6807	68.07%
Estrogen receptor binding	-	0.5260	52.60%
Androgen receptor binding	+	0.7684	76.84%
Thyroid receptor binding	+	0.7954	79.54%
Glucocorticoid receptor binding	+	0.8450	84.50%
Aromatase binding	+	0.8001	80.01%
PPAR gamma	+	0.7948	79.48%
Honey bee toxicity	-	0.5974	59.74%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9841	98.41%

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	99.30%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	97.20%	97.36%
CHEMBL1937	Q92769	Histone deacetylase 2	96.16%	94.75%
CHEMBL325	Q13547	Histone deacetylase 1	95.32%	95.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.83%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.41%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.32%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.18%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	91.23%	95.93%
CHEMBL5028	O14672	ADAM10	90.25%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	90.11%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.91%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.72%	100.00%
CHEMBL233	P35372	Mu opioid receptor	89.04%	97.93%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.84%	85.31%
CHEMBL1871	P10275	Androgen Receptor	88.54%	96.43%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.12%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.82%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.04%	91.07%
CHEMBL2581	P07339	Cathepsin D	83.99%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	83.96%	92.98%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.88%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.53%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.01%	99.17%
CHEMBL4581	P52732	Kinesin-like protein 1	82.77%	93.18%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.39%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.30%	97.47%
CHEMBL5255	O00206	Toll-like receptor 4	82.20%	92.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.19%	92.94%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.64%	96.21%
CHEMBL4530	P00488	Coagulation factor XIII	81.63%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.97%	86.92%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.36%	96.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.16%	96.95%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.05%	89.67%

Plants that contains it

• Albizia julibrissin

Cross-Links

• PubChem: 11968658
• NPASS: NPC90285