[6-[[5-Acetyloxy-4a-(hydroxymethyl)-10-[4-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: 886fd492-a4cc-4c1e-9369-0ce27613941e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [6-[[5-acetyloxy-4a-(hydroxymethyl)-10-[4-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2CC(CC3C2(C(CC4(C3=CCC5C4(CCC6C5(CCC(C6(C)C)OC7C(C(C(CO7)OC8C(C(C(C(O8)CO)O)O)O)O)OC9C(C(C(C(O9)COC1C(C(C(C(O1)CO)O)O)O)O)O)O)C)C)C)OC(=O)C)CO)(C)C)O)O)O
• SMILES (Isomeric): CC(=O)OCC1C(C(C(C(O1)OC2CC(CC3C2(C(CC4(C3=CCC5C4(CCC6C5(CCC(C6(C)C)OC7C(C(C(CO7)OC8C(C(C(C(O8)CO)O)O)O)O)OC9C(C(C(C(O9)COC1C(C(C(C(O1)CO)O)O)O)O)O)O)C)C)C)OC(=O)C)CO)(C)C)O)O)O
• InChI: InChI=1S/C63H102O30/c1-25(67)82-21-31-41(71)46(76)50(80)55(88-31)92-37-17-58(3,4)16-28-27-10-11-35-60(7)14-13-36(59(5,6)34(60)12-15-61(35,8)62(27,9)18-38(85-26(2)68)63(28,37)24-66)91-57-52(43(73)33(23-84-57)90-54-49(79)45(75)40(70)30(20-65)87-54)93-56-51(81)47(77)42(72)32(89-56)22-83-53-48(78)44(74)39(69)29(19-64)86-53/h10,28-57,64-66,69-81H,11-24H2,1-9H3
• InChI Key: NARSECCSDCFQIZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₁₀₂O₃₀
• Molecular Weight: 1339.50 g/mol
• Exact Mass: 1338.64559183 g/mol
• Topological Polar Surface Area (TPSA): 469.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -4.02
• H-Bond Acceptor: 30
• H-Bond Donor: 16
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7181	71.81%
Caco-2	-	0.8679	86.79%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8914	89.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7615	76.15%
OATP1B3 inhibitior	-	0.5187	51.87%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	+	0.5974	59.74%
BSEP inhibitior	+	0.9655	96.55%
P-glycoprotein inhibitior	+	0.7449	74.49%
P-glycoprotein substrate	-	0.5537	55.37%
CYP3A4 substrate	+	0.7450	74.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.8749	87.49%
CYP2C8 inhibition	+	0.7597	75.97%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.6295	62.95%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.6624	66.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7582	75.82%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6473	64.73%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.7230	72.30%
Androgen receptor binding	+	0.7521	75.21%
Thyroid receptor binding	+	0.6782	67.82%
Glucocorticoid receptor binding	+	0.8147	81.47%
Aromatase binding	+	0.6897	68.97%
PPAR gamma	+	0.8285	82.85%
Honey bee toxicity	-	0.6176	61.76%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.9722	97.22%

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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.88%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.18%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.95%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.49%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.90%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.62%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.53%	96.61%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.19%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	87.92%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.83%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.39%	100.00%
CHEMBL5028	O14672	ADAM10	86.24%	97.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.00%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.94%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	84.92%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.87%	94.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.33%	95.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.60%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.24%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.17%	96.77%
CHEMBL1871	P10275	Androgen Receptor	82.03%	96.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.88%	92.62%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.55%	97.36%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.87%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.10%	91.19%

Plants that contains it

• Lysimachia foenum-graecum

Cross-Links

• PubChem: 162874680
• LOTUS: LTS0033036
• wikiData: Q105176499