[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4R,5S)-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] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-3-[(2E,6S)-6-[(2S,3R,4R,5S,6R)-5-[(2E,6S)-2,6-dimethyl-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,7-dienoyl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-2,6-dimethylocta-2,7-dienoyl]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: e5bdecbc-97ed-472a-b6dd-dcde12f9ac33
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4R,5S)-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] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-3-[(2E,6S)-6-[(2S,3R,4R,5S,6R)-5-[(2E,6S)-2,6-dimethyl-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,7-dienoyl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-2,6-dimethylocta-2,7-dienoyl]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(C)C(=O)OC2C(OC(C(C2O)O)OC(C)(CCC=C(C)C(=O)OC3CC4(C(CC3(C)C)C5=CCC6C7(CCC(C(C7CCC6(C5(CC4O)C)C)(C)C)OC8C(C(C(C(O8)COC9C(C(C(C(O9)C)O)O)OC1C(C(C(CO1)O)O)O)O)O)NC(=O)C)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)C)C=C)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@](C)(CC/C=C(\C)/C(=O)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)O[C@@](C)(CC/C=C(\C)/C(=O)O[C@H]3C[C@@]4([C@@H](C[C@@]5(C(=CC[C@H]6[C@]5(CC[C@@H]7[C@@]6(CC[C@@H](C7(C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO[C@H]9[C@@H]([C@H]([C@H]([C@H](O9)C)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O)NC(=O)C)C)C)[C@@H]4CC3(C)C)C)O)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)C)C=C)O)O)O
• InChI: InChI=1S/C104H165NO48/c1-19-99(14,152-92-77(128)69(120)61(112)43(5)136-92)30-22-24-42(4)86(132)146-80-45(7)139-93(78(129)73(80)124)153-100(15,20-2)29-21-23-41(3)85(131)144-59-35-104(96(133)151-95-84(72(123)65(116)52(37-107)142-95)150-91-79(130)82(148-90-76(127)70(121)64(115)51(36-106)140-90)81(46(8)138-91)147-89-75(126)66(117)53(38-108)141-89)49(33-97(59,10)11)48-25-26-56-101(16)31-28-58(98(12,13)55(101)27-32-102(56,17)103(48,18)34-57(104)111)145-87-60(105-47(9)109)68(119)67(118)54(143-87)40-135-94-83(71(122)62(113)44(6)137-94)149-88-74(125)63(114)50(110)39-134-88/h19-20,23-25,43-46,49-84,87-95,106-108,110-130H,1-2,21-22,26-40H2,3-18H3,(H,105,109)/b41-23+,42-24+/t43-,44-,45-,46+,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-,77-,78-,79-,80-,81+,82+,83-,84-,87+,88+,89+,90+,91+,92-,93+,94-,95-,99-,100-,101+,102-,103-,104-/m1/s1
• InChI Key: SQDOTVKCGLZBJK-NYMOMOQBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀₄H₁₆₅NO₄₈
• Molecular Weight: 2197.40 g/mol
• Exact Mass: 2197.0534608 g/mol
• Topological Polar Surface Area (TPSA): 750.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -5.01
• H-Bond Acceptor: 48
• H-Bond Donor: 25
• Rotatable Bonds: 35

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6560	65.60%
Caco-2	-	0.8560	85.60%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7180	71.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7235	72.35%
OATP1B3 inhibitior	+	0.9110	91.10%
MATE1 inhibitior	-	0.9046	90.46%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9626	96.26%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.7886	78.86%
CYP3A4 substrate	+	0.7618	76.18%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.8809	88.09%
CYP3A4 inhibition	-	0.8370	83.70%
CYP2C9 inhibition	-	0.8658	86.58%
CYP2C19 inhibition	-	0.8791	87.91%
CYP2D6 inhibition	-	0.9363	93.63%
CYP1A2 inhibition	-	0.8935	89.35%
CYP2C8 inhibition	+	0.8505	85.05%
CYP inhibitory promiscuity	-	0.8203	82.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4473	44.73%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.8953	89.53%
Skin irritation	-	0.6919	69.19%
Skin corrosion	-	0.9223	92.23%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7242	72.42%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8471	84.71%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8535	85.35%
Acute Oral Toxicity (c)	III	0.6662	66.62%
Estrogen receptor binding	-	0.6160	61.60%
Androgen receptor binding	+	0.7713	77.13%
Thyroid receptor binding	+	0.8117	81.17%
Glucocorticoid receptor binding	+	0.8556	85.56%
Aromatase binding	+	0.8140	81.40%
PPAR gamma	+	0.8093	80.93%
Honey bee toxicity	-	0.5917	59.17%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9675	96.75%

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	99.76%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.84%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.74%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.65%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.07%	98.95%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	91.46%	96.90%
CHEMBL226	P30542	Adenosine A1 receptor	91.07%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.99%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.29%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.20%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.06%	94.73%
CHEMBL5028	O14672	ADAM10	88.23%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	88.14%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.92%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.43%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.41%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.84%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.32%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.85%	89.34%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.43%	94.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.36%	95.71%
CHEMBL5957	P21589	5'-nucleotidase	84.33%	97.78%
CHEMBL5255	O00206	Toll-like receptor 4	83.53%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.82%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.75%	97.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.29%	91.24%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.86%	89.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.95%	94.45%
CHEMBL1871	P10275	Androgen Receptor	80.00%	96.43%

Plants that contains it

• Albizia julibrissin

Cross-Links

• PubChem: 162831362
• LOTUS: LTS0245653
• wikiData: Q105257797