methyl 5-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-[[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy]oxane-2-carboxylate

Details

• Internal ID: ffa7a9cf-5fea-4094-afec-9b8888faa8fe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl 5-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-[[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy]oxane-2-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5C(=O)C=C7C6(CCC8(C7CC(CC8O)(C)C)C)C)C)C)C(=O)OC)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5C(=O)C=C7C6(CCC8(C7CC(CC8O)(C)C)C)C)C)C)C(=O)OC)O)O)O)O)O)O)O
• InChI: InChI=1S/C48H76O18/c1-21-29(53)31(55)34(58)40(62-21)65-36-30(54)25(51)19-61-41(36)66-37-33(57)32(56)35(39(59)60-9)64-42(37)63-28-11-12-45(5)26(46(28,6)20-49)10-13-48(8)38(45)24(50)16-22-23-17-43(2,3)18-27(52)44(23,4)14-15-47(22,48)7/h16,21,23,25-38,40-42,49,51-58H,10-15,17-20H2,1-9H3
• InChI Key: UPTGDFKSSNOTSC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₁₈
• Molecular Weight: 941.10 g/mol
• Exact Mass: 940.50316557 g/mol
• Topological Polar Surface Area (TPSA): 281.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.61
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7524	75.24%
Caco-2	-	0.9039	90.39%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8446	84.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7819	78.19%
OATP1B3 inhibitior	-	0.3173	31.73%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9027	90.27%
P-glycoprotein inhibitior	+	0.7605	76.05%
P-glycoprotein substrate	+	0.6146	61.46%
CYP3A4 substrate	+	0.7491	74.91%
CYP2C9 substrate	-	0.7960	79.60%
CYP2D6 substrate	-	0.8978	89.78%
CYP3A4 inhibition	-	0.8504	85.04%
CYP2C9 inhibition	-	0.8702	87.02%
CYP2C19 inhibition	-	0.9017	90.17%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.9011	90.11%
CYP2C8 inhibition	+	0.7446	74.46%
CYP inhibitory promiscuity	-	0.9771	97.71%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5934	59.34%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9064	90.64%
Skin irritation	-	0.6306	63.06%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7178	71.78%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6342	63.42%
skin sensitisation	-	0.8954	89.54%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7704	77.04%
Acute Oral Toxicity (c)	III	0.7499	74.99%
Estrogen receptor binding	+	0.8082	80.82%
Androgen receptor binding	+	0.7472	74.72%
Thyroid receptor binding	-	0.5654	56.54%
Glucocorticoid receptor binding	+	0.7277	72.77%
Aromatase binding	+	0.6560	65.60%
PPAR gamma	+	0.8079	80.79%
Honey bee toxicity	-	0.6913	69.13%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9235	92.35%

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	97.66%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.62%	97.36%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	93.19%	91.07%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.76%	96.09%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	92.30%	94.78%
CHEMBL2581	P07339	Cathepsin D	91.16%	98.95%
CHEMBL332	P03956	Matrix metalloproteinase-1	89.68%	94.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.22%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.54%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.32%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.81%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.41%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.36%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.85%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.75%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.53%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.32%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.02%	96.90%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	84.00%	92.78%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	83.94%	95.52%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.60%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.99%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.56%	91.24%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	82.44%	87.67%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.27%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.01%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.00%	94.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.87%	95.36%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.48%	92.62%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.09%	95.71%

Plants that contains it

• Astragalus sinicus
• Phyllolobium chinense

Cross-Links

• PubChem: 85099097
• LOTUS: LTS0026867
• wikiData: Q105276983