[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-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: 9d556b01-7e80-46a3-9d02-85e01c813b9b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-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)OC2C(C(COC2OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CC(C7(C6CC(CC7)(C)C)C(=O)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)OC1C(C(C(CO1)O)O)O)O)O)O)O)O)O)C)C)C)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]5([C@@H]4CC=C6[C@]5(C[C@H]([C@@]7([C@H]6CC(CC7)(C)C)C(=O)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)CO)O[C@H]1[C@@H]([C@H]([C@H](CO1)O)O)O)O)O)O)O)O)O)C)C)C)O)O)O)O)O
• InChI: InChI=1S/C58H94O26/c1-23-34(63)38(67)42(71)49(78-23)83-46-36(65)27(61)21-76-51(46)81-33-12-13-55(6)30(54(33,4)5)11-14-56(7)31(55)10-9-24-25-17-53(2,3)15-16-58(25,32(62)18-57(24,56)8)52(74)84-50-43(72)39(68)37(66)29(80-50)22-77-47-44(73)40(69)45(28(19-59)79-47)82-48-41(70)35(64)26(60)20-75-48/h9,23,25-51,59-73H,10-22H2,1-8H3/t23-,25-,26-,27-,28+,29+,30-,31+,32+,33-,34-,35-,36-,37+,38+,39-,40+,41+,42+,43+,44+,45+,46+,47+,48-,49-,50-,51-,55-,56+,57+,58+/m0/s1
• InChI Key: FWVQMMXOFXQFKQ-VWAMHBGLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₄O₂₆
• Molecular Weight: 1207.30 g/mol
• Exact Mass: 1206.60333310 g/mol
• Topological Polar Surface Area (TPSA): 413.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.93
• H-Bond Acceptor: 26
• H-Bond Donor: 15
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8792	87.92%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3668	36.68%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.8908	89.08%
P-glycoprotein inhibitior	+	0.7449	74.49%
P-glycoprotein substrate	+	0.5173	51.73%
CYP3A4 substrate	+	0.7426	74.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.7409	74.09%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8993	89.93%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7508	75.08%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.9581	95.81%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.7876	78.76%
Androgen receptor binding	+	0.7383	73.83%
Thyroid receptor binding	+	0.6068	60.68%
Glucocorticoid receptor binding	+	0.7785	77.85%
Aromatase binding	+	0.6705	67.05%
PPAR gamma	+	0.8257	82.57%
Honey bee toxicity	-	0.6404	64.04%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5095	50.95%
Fish aquatic toxicity	+	0.9411	94.11%

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	98.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.26%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.30%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.17%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.53%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.39%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	91.27%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.88%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.66%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.72%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.71%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.68%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.66%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.74%	94.75%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.99%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.97%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.44%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.30%	95.50%
CHEMBL5028	O14672	ADAM10	83.76%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.36%	92.50%
CHEMBL325	Q13547	Histone deacetylase 1	80.23%	95.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.15%	95.89%

Plants that contains it

• Hedera caucasigena

Cross-Links

• PubChem: 162904329
• LOTUS: LTS0092561
• wikiData: Q105003630