[6-[[5-(4,5-Dihydroxy-3,6-dimethyloxan-2-yl)oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 9,12-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

Details

• Internal ID: fc71ada2-5f9b-46e8-8237-6a71b3739e3d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [6-[[5-(4,5-dihydroxy-3,6-dimethyloxan-2-yl)oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 9,12-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
• SMILES (Canonical): CC1C(C(C(OC1OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CC(C7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C)O)C)O)C(=C)C)O)O)O)CO)C)O)O
• SMILES (Isomeric): CC1C(C(C(OC1OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CC(C7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C)O)C)O)C(=C)C)O)O)O)CO)C)O)O
• InChI: InChI=1S/C49H80O17/c1-21(2)24-10-15-49(17-16-47(8)25(31(24)49)18-26(51)40-46(7)13-12-30(52)45(5,6)29(46)11-14-48(40,47)9)44(60)66-43-37(58)35(56)34(55)28(64-43)20-61-42-38(59)36(57)39(27(19-50)63-42)65-41-22(3)32(53)33(54)23(4)62-41/h22-43,50-59H,1,10-20H2,2-9H3
• InChI Key: FRURSCAOYGZJMK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₀O₁₇
• Molecular Weight: 941.10 g/mol
• Exact Mass: 940.53955108 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7532	75.32%
Caco-2	-	0.8849	88.49%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7797	77.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8184	81.84%
OATP1B3 inhibitior	-	0.2425	24.25%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7276	72.76%
BSEP inhibitior	+	0.8263	82.63%
P-glycoprotein inhibitior	+	0.7415	74.15%
P-glycoprotein substrate	+	0.5983	59.83%
CYP3A4 substrate	+	0.7431	74.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9192	91.92%
CYP2C9 inhibition	-	0.8356	83.56%
CYP2C19 inhibition	-	0.8825	88.25%
CYP2D6 inhibition	-	0.9389	93.89%
CYP1A2 inhibition	-	0.8922	89.22%
CYP2C8 inhibition	+	0.7356	73.56%
CYP inhibitory promiscuity	-	0.9530	95.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6708	67.08%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9056	90.56%
Skin irritation	-	0.5254	52.54%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7639	76.39%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7473	74.73%
skin sensitisation	-	0.8880	88.80%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.9442	94.42%
Acute Oral Toxicity (c)	III	0.4753	47.53%
Estrogen receptor binding	+	0.8471	84.71%
Androgen receptor binding	+	0.7454	74.54%
Thyroid receptor binding	-	0.5284	52.84%
Glucocorticoid receptor binding	+	0.6820	68.20%
Aromatase binding	+	0.6529	65.29%
PPAR gamma	+	0.8188	81.88%
Honey bee toxicity	-	0.5885	58.85%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9698	96.98%

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	98.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.84%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.66%	97.09%
CHEMBL233	P35372	Mu opioid receptor	94.61%	97.93%
CHEMBL226	P30542	Adenosine A1 receptor	93.78%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.45%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.28%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.67%	96.77%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.28%	95.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.95%	89.05%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.78%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.23%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	88.79%	95.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.27%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.19%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.80%	91.24%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.67%	96.38%
CHEMBL340	P08684	Cytochrome P450 3A4	87.37%	91.19%
CHEMBL2581	P07339	Cathepsin D	87.00%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	86.95%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.72%	97.36%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.25%	97.33%
CHEMBL1871	P10275	Androgen Receptor	86.14%	96.43%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.91%	95.83%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.26%	94.33%
CHEMBL2996	Q05655	Protein kinase C delta	83.96%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.53%	94.45%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.56%	92.86%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.41%	92.94%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.78%	100.00%
CHEMBL5028	O14672	ADAM10	81.33%	97.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.25%	82.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.14%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.68%	100.00%

Plants that contains it

• Eleutherococcus brachypus

Cross-Links

• PubChem: 162863857
• LOTUS: LTS0042369
• wikiData: Q105000450