methyl (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9R,11S,12aS,14aR,14bR)-4-(hydroxymethyl)-11-methoxycarbonyl-4,6a,6b,8a,11,14b-hexamethyl-9-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylate

Details

• Internal ID: 8ccbb7f3-5ad1-40b0-a823-e350584d3cdf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9R,11S,12aS,14aR,14bR)-4-(hydroxymethyl)-11-methoxycarbonyl-4,6a,6b,8a,11,14b-hexamethyl-9-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CC(CC3C2(CCC4(C3=CCC5C4(CCC6C5(CCC(C6(C)CO)OC7C(C(C(C(O7)C(=O)OC)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)C)(C)C(=O)OC)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2C[C@@](C[C@@H]3[C@]2(CC[C@@]4(C3=CC[C@H]5[C@]4(CC[C@@H]6[C@@]5(CC[C@@H]([C@]6(C)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)OC)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)C)C)(C)C(=O)OC)O)O)O
• InChI: InChI=1S/C56H90O24/c1-23-32(59)35(62)40(67)46(73-23)77-31-20-51(3,50(70)72-10)19-26-25-11-12-29-53(5)15-14-30(54(6,22-58)28(53)13-16-56(29,8)55(25,7)18-17-52(26,31)4)76-49-44(39(66)38(65)42(78-49)45(69)71-9)80-48-43(37(64)34(61)27(21-57)75-48)79-47-41(68)36(63)33(60)24(2)74-47/h11,23-24,26-44,46-49,57-68H,12-22H2,1-10H3/t23-,24-,26-,27+,28+,29+,30-,31+,32-,33-,34+,35+,36+,37-,38-,39-,40+,41+,42-,43+,44+,46-,47-,48-,49+,51-,52+,53-,54+,55+,56+/m0/s1
• InChI Key: ZTGXFUGGESHWDU-BEMURPLFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₀O₂₄
• Molecular Weight: 1147.30 g/mol
• Exact Mass: 1146.58220373 g/mol
• Topological Polar Surface Area (TPSA): 369.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -1.20
• H-Bond Acceptor: 24
• H-Bond Donor: 12
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6450	64.50%
Caco-2	-	0.8800	88.00%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8410	84.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8242	82.42%
OATP1B3 inhibitior	-	0.2591	25.91%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5021	50.21%
BSEP inhibitior	+	0.9144	91.44%
P-glycoprotein inhibitior	+	0.7477	74.77%
P-glycoprotein substrate	-	0.5367	53.67%
CYP3A4 substrate	+	0.7391	73.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.9325	93.25%
CYP2C9 inhibition	-	0.9274	92.74%
CYP2C19 inhibition	-	0.9129	91.29%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.8851	88.51%
CYP2C8 inhibition	+	0.7511	75.11%
CYP inhibitory promiscuity	-	0.9658	96.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6068	60.68%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8996	89.96%
Skin irritation	-	0.6260	62.60%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7987	79.87%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9199	91.99%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6108	61.08%
Acute Oral Toxicity (c)	III	0.6420	64.20%
Estrogen receptor binding	+	0.7708	77.08%
Androgen receptor binding	+	0.7485	74.85%
Thyroid receptor binding	+	0.5854	58.54%
Glucocorticoid receptor binding	+	0.8000	80.00%
Aromatase binding	+	0.6344	63.44%
PPAR gamma	+	0.8290	82.90%
Honey bee toxicity	-	0.6559	65.59%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9298	92.98%

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	98.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.11%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.76%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.59%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.76%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.00%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.57%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.46%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.97%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.55%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.20%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.71%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.33%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.80%	94.00%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	82.17%	91.65%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.86%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.13%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.77%	99.17%
CHEMBL5028	O14672	ADAM10	80.49%	97.50%

Plants that contains it

• Robinia pseudoacacia

Cross-Links

• PubChem: 163089003
• LOTUS: LTS0108435
• wikiData: Q105382915