[4,5-Dihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl] 2,2,6a,6b,9,9,12a-heptamethyl-10-(3,4,5-trihydroxyoxan-2-yl)oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-hexadecahydropicene-4a-carboxylate

Details

• Internal ID: 2e32d645-b67d-4640-95c2-735dc7541671
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [4,5-dihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl] 2,2,6a,6b,9,9,12a-heptamethyl-10-(3,4,5-trihydroxyoxan-2-yl)oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-hexadecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC(=O)C34CCC(CC3C5CCC6C7(CCC(C(C7CCC6(C5(CC4)C)C)(C)C)OC8C(C(C(CO8)O)O)O)C)(C)C)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2OC(=O)C34CCC(CC3C5CCC6C7(CCC(C(C7CCC6(C5(CC4)C)C)(C)C)OC8C(C(C(CO8)O)O)O)C)(C)C)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C53H88O21/c1-23-32(56)36(60)41(65)45(69-23)73-42-38(62)35(59)28(22-68-43-40(64)37(61)34(58)27(20-54)70-43)71-46(42)74-47(66)53-17-15-48(2,3)19-25(53)24-9-10-30-50(6)13-12-31(72-44-39(63)33(57)26(55)21-67-44)49(4,5)29(50)11-14-52(30,8)51(24,7)16-18-53/h23-46,54-65H,9-22H2,1-8H3
• InChI Key: XNHHIXOKTCFMHQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₈O₂₁
• Molecular Weight: 1061.30 g/mol
• Exact Mass: 1060.58180981 g/mol
• Topological Polar Surface Area (TPSA): 334.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): -0.29
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4664	46.64%
Caco-2	-	0.8883	88.83%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7843	78.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8272	82.72%
OATP1B3 inhibitior	+	0.7883	78.83%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8194	81.94%
P-glycoprotein inhibitior	+	0.7495	74.95%
P-glycoprotein substrate	-	0.5430	54.30%
CYP3A4 substrate	+	0.7461	74.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8561	85.61%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9035	90.35%
CYP2C19 inhibition	-	0.9057	90.57%
CYP2D6 inhibition	-	0.9636	96.36%
CYP1A2 inhibition	-	0.9040	90.40%
CYP2C8 inhibition	+	0.6789	67.89%
CYP inhibitory promiscuity	-	0.9854	98.54%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7016	70.16%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9024	90.24%
Skin irritation	-	0.7265	72.65%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7846	78.46%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9303	93.03%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9598	95.98%
Acute Oral Toxicity (c)	III	0.5442	54.42%
Estrogen receptor binding	+	0.7887	78.87%
Androgen receptor binding	+	0.7378	73.78%
Thyroid receptor binding	-	0.5114	51.14%
Glucocorticoid receptor binding	+	0.7505	75.05%
Aromatase binding	+	0.6336	63.36%
PPAR gamma	+	0.7971	79.71%
Honey bee toxicity	-	0.6026	60.26%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8193	81.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.67%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.67%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.78%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.91%	96.61%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.51%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	92.16%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.05%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.35%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.30%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.41%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.30%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.51%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.73%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.34%	91.24%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.01%	96.77%
CHEMBL233	P35372	Mu opioid receptor	85.26%	97.93%
CHEMBL5255	O00206	Toll-like receptor 4	85.00%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.90%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.82%	92.94%
CHEMBL4302	P08183	P-glycoprotein 1	84.19%	92.98%
CHEMBL1914	P06276	Butyrylcholinesterase	83.53%	95.00%
CHEMBL5028	O14672	ADAM10	83.25%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.15%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.13%	95.83%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.86%	97.86%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.79%	96.38%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.22%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.78%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.32%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.11%	99.17%

Plants that contains it

• Cephalaria scoparia

Cross-Links

• PubChem: 162935970
• LOTUS: LTS0001715
• wikiData: Q105331661