Dimethyl 7-[[4,4,6a,6b,11,11,14b-heptamethyl-8a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,8-dihydroxy-2-(2-methoxy-2-oxoethoxy)-2,4a,5,7,8,8a-hexahydropyrano[3,4-b][1,4]dioxine-3,5-dicarboxylate

Details

• Internal ID: 9bac0ca5-17a4-4620-a917-f1d7b95f0a51
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: dimethyl 7-[[4,4,6a,6b,11,11,14b-heptamethyl-8a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,8-dihydroxy-2-(2-methoxy-2-oxoethoxy)-2,4a,5,7,8,8a-hexahydropyrano[3,4-b][1,4]dioxine-3,5-dicarboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C7C(C(O6)C(=O)OC)OC(C(O7)OCC(=O)OC)(C(=O)OC)O)O)C)C)C2C1)C)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C
• SMILES (Isomeric): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C7C(C(O6)C(=O)OC)OC(C(O7)OCC(=O)OC)(C(=O)OC)O)O)C)C)C2C1)C)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C
• InChI: InChI=1S/C50H76O20/c1-44(2)17-19-49(41(58)69-39-33(55)32(54)31(53)26(22-51)65-39)20-18-47(6)24(25(49)21-44)11-12-28-46(5)15-14-29(45(3,4)27(46)13-16-48(28,47)7)66-40-34(56)35-36(37(67-40)38(57)62-9)70-50(60,42(59)63-10)43(68-35)64-23-30(52)61-8/h11,25-29,31-37,39-40,43,51,53-56,60H,12-23H2,1-10H3
• InChI Key: UUJBKPMTQRYBCZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₆O₂₀
• Molecular Weight: 997.10 g/mol
• Exact Mass: 996.49299481 g/mol
• Topological Polar Surface Area (TPSA): 282.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 20
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7095	70.95%
Caco-2	-	0.8640	86.40%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7665	76.65%
OATP1B3 inhibitior	-	0.3603	36.03%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.9451	94.51%
P-glycoprotein inhibitior	+	0.7536	75.36%
P-glycoprotein substrate	+	0.5241	52.41%
CYP3A4 substrate	+	0.7442	74.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8715	87.15%
CYP3A4 inhibition	-	0.9142	91.42%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.8810	88.10%
CYP2C8 inhibition	+	0.7873	78.73%
CYP inhibitory promiscuity	-	0.9614	96.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9004	90.04%
Skin irritation	-	0.6660	66.60%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6856	68.56%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8697	86.97%
skin sensitisation	-	0.8977	89.77%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6345	63.45%
Acute Oral Toxicity (c)	III	0.7305	73.05%
Estrogen receptor binding	+	0.7455	74.55%
Androgen receptor binding	+	0.7560	75.60%
Thyroid receptor binding	+	0.6063	60.63%
Glucocorticoid receptor binding	+	0.7920	79.20%
Aromatase binding	+	0.6257	62.57%
PPAR gamma	+	0.8218	82.18%
Honey bee toxicity	-	0.6588	65.88%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9479	94.79%

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	99.04%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.66%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.50%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.01%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.00%	96.21%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.08%	95.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.65%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.91%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	86.67%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	86.58%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.42%	97.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.42%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.79%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.39%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.22%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.89%	85.30%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.64%	97.28%
CHEMBL2581	P07339	Cathepsin D	82.62%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.57%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.10%	92.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.82%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.49%	96.90%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.35%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.33%	94.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.61%	89.05%

Plants that contains it

• Achyranthes bidentata

Cross-Links

• PubChem: 162997993
• LOTUS: LTS0250022
• wikiData: Q105279365