[6-(Acetyloxymethyl)-3-(3,4-dihydroxy-5-methyloxan-2-yl)oxy-5-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl] 9-(acetyloxymethyl)-11-hydroxy-2,2,6a,6b,9,12a-hexamethyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: c49cc248-9111-4478-96a9-7083fcf681b0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [6-(acetyloxymethyl)-3-(3,4-dihydroxy-5-methyloxan-2-yl)oxy-5-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl] 9-(acetyloxymethyl)-11-hydroxy-2,2,6a,6b,9,12a-hexamethyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1COC(C(C1O)O)OC2C(C(C(OC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4)C)(CCC7C6(CC(C(C7(C)COC(=O)C)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)(C)C)COC(=O)C)O)OC9C(C(C(C(O9)CO)O)O)O
• SMILES (Isomeric): CC1COC(C(C1O)O)OC2C(C(C(OC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4)C)(CCC7C6(CC(C(C7(C)COC(=O)C)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)(C)C)COC(=O)C)O)OC9C(C(C(C(O9)CO)O)O)O
• InChI: InChI=1S/C58H92O25/c1-25-22-75-48(42(70)36(25)64)81-46-45(80-49-43(71)40(68)37(65)31(20-59)77-49)39(67)33(23-74-26(2)61)79-51(46)83-52(73)58-16-14-53(4,5)18-29(58)28-10-11-35-54(6)19-30(63)47(82-50-44(72)41(69)38(66)32(21-60)78-50)55(7,24-76-27(3)62)34(54)12-13-57(35,9)56(28,8)15-17-58/h10,25,29-51,59-60,63-72H,11-24H2,1-9H3
• InChI Key: QLTSVZPAAOIGQG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₂O₂₅
• Molecular Weight: 1189.30 g/mol
• Exact Mass: 1188.59276842 g/mol
• Topological Polar Surface Area (TPSA): 386.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -1.04
• H-Bond Acceptor: 25
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8710	87.10%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8208	82.08%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9806	98.06%
P-glycoprotein inhibitior	+	0.7476	74.76%
P-glycoprotein substrate	+	0.5433	54.33%
CYP3A4 substrate	+	0.7351	73.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7702	77.02%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8987	89.87%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7487	74.87%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6582	65.82%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7365	73.65%
Androgen receptor binding	+	0.7571	75.71%
Thyroid receptor binding	+	0.6013	60.13%
Glucocorticoid receptor binding	+	0.7973	79.73%
Aromatase binding	+	0.6091	60.91%
PPAR gamma	+	0.8193	81.93%
Honey bee toxicity	-	0.6726	67.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9585	95.85%

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	99.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.41%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.12%	95.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.10%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.07%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.63%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.92%	96.77%
CHEMBL2581	P07339	Cathepsin D	91.36%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.84%	97.21%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.18%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.95%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.32%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	87.07%	92.50%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	86.30%	91.65%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.06%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.85%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.14%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.38%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.27%	96.90%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.83%	97.36%
CHEMBL5028	O14672	ADAM10	82.23%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.44%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.27%	93.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.94%	86.92%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.04%	96.95%

Plants that contains it

• Bellium bellidioides
• Camellia reticulata

Cross-Links

• PubChem: 162894282
• LOTUS: LTS0123978
• wikiData: Q105248957