methyl (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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,5R,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: 0ec6ac89-1d86-4b60-8335-832f616ed03c
• 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,12aS,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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,5R,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)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(CC8OC9C(C(C(C(O9)CO)O)O)O)(C)C)C)C)C)C)C(=O)OC)O)O)CO)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]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@H]([C@@]4(C)CO)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7CC(C[C@H]8O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)(C)C)C)C)C)C)C(=O)OC)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C55H90O23/c1-23-32(59)35(62)40(67)46(71-23)77-43-37(64)34(61)27(21-57)73-48(43)78-44-39(66)38(65)42(45(69)70-9)76-49(44)74-30-13-14-52(5)28(53(30,6)22-58)12-15-55(8)29(52)11-10-24-25-18-50(2,3)19-31(51(25,4)16-17-54(24,55)7)75-47-41(68)36(63)33(60)26(20-56)72-47/h10,23,25-44,46-49,56-68H,11-22H2,1-9H3/t23-,25-,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+/m0/s1
• InChI Key: FNVKVCWIRONQGH-SBQMAGMASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₉₀O₂₃
• Molecular Weight: 1119.30 g/mol
• Exact Mass: 1118.58728911 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): -1.38
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7359	73.59%
Caco-2	-	0.8966	89.66%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8592	85.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8392	83.92%
OATP1B3 inhibitior	-	0.4443	44.43%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8937	89.37%
P-glycoprotein inhibitior	+	0.7493	74.93%
P-glycoprotein substrate	-	0.6064	60.64%
CYP3A4 substrate	+	0.7299	72.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.9617	96.17%
CYP2C9 inhibition	-	0.8779	87.79%
CYP2C19 inhibition	-	0.8808	88.08%
CYP2D6 inhibition	-	0.9414	94.14%
CYP1A2 inhibition	-	0.8767	87.67%
CYP2C8 inhibition	+	0.7305	73.05%
CYP inhibitory promiscuity	-	0.9504	95.04%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6252	62.52%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9010	90.10%
Skin irritation	-	0.6873	68.73%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8009	80.09%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8892	88.92%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.6645	66.45%
Acute Oral Toxicity (c)	III	0.7345	73.45%
Estrogen receptor binding	+	0.7901	79.01%
Androgen receptor binding	+	0.7459	74.59%
Thyroid receptor binding	+	0.5594	55.94%
Glucocorticoid receptor binding	+	0.7859	78.59%
Aromatase binding	+	0.6560	65.60%
PPAR gamma	+	0.8252	82.52%
Honey bee toxicity	-	0.6813	68.13%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9263	92.63%

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	98.18%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.48%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.91%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.38%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.04%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.71%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	86.52%	90.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.55%	91.07%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.23%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.04%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.03%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.88%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.66%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.39%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.89%	99.17%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	82.35%	91.65%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.31%	93.00%
CHEMBL2581	P07339	Cathepsin D	80.87%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.36%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.23%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.18%	89.00%

Plants that contains it

• Phyllolobium chinense

Cross-Links

• PubChem: 101620733
• LOTUS: LTS0202579
• wikiData: Q104998570