butyl (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8aR,10R,11S,12R,12aS,14aR,14bR)-10-hydroxy-4-(hydroxymethyl)-4,6a,6b,11,12,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate

Details

• Internal ID: 956bf86f-4f21-4afe-9cb2-05bf1bda5e13
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: butyl (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8aR,10R,11S,12R,12aS,14aR,14bR)-10-hydroxy-4-(hydroxymethyl)-4,6a,6b,11,12,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate
• SMILES (Canonical): CCCCOC(=O)C1C(C(C(C(O1)OC2CCC3(C(C2(C)CO)CCC4(C3CC=C5C4(CCC6(C5C(C(C(C6)O)C)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)O)O)O
• SMILES (Isomeric): CCCCOC(=O)[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]4([C@@H]3CC=C5[C@]4(CC[C@@]6([C@H]5[C@H]([C@@H]([C@@H](C6)O)C)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)C)O)O)O
• InChI: InChI=1S/C46H74O16/c1-8-9-18-58-38(56)37-34(53)33(52)36(55)40(61-37)60-29-13-14-42(4)27(43(29,5)21-48)12-15-45(7)28(42)11-10-24-30-23(3)22(2)25(49)19-46(30,17-16-44(24,45)6)41(57)62-39-35(54)32(51)31(50)26(20-47)59-39/h10,22-23,25-37,39-40,47-55H,8-9,11-21H2,1-7H3/t22-,23-,25+,26+,27+,28+,29-,30-,31+,32-,33-,34-,35+,36+,37-,39-,40+,42-,43-,44+,45+,46+/m0/s1
• InChI Key: CVZPKUIWIBGEJB-NUPWRHILSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₄O₁₆
• Molecular Weight: 883.10 g/mol
• Exact Mass: 882.49768627 g/mol
• Topological Polar Surface Area (TPSA): 262.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8074	80.74%
Caco-2	-	0.8834	88.34%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8289	82.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8230	82.30%
OATP1B3 inhibitior	-	0.2860	28.60%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6026	60.26%
BSEP inhibitior	+	0.7940	79.40%
P-glycoprotein inhibitior	+	0.7622	76.22%
P-glycoprotein substrate	+	0.5315	53.15%
CYP3A4 substrate	+	0.7439	74.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8735	87.35%
CYP3A4 inhibition	-	0.6609	66.09%
CYP2C9 inhibition	-	0.9125	91.25%
CYP2C19 inhibition	-	0.9093	90.93%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	-	0.9149	91.49%
CYP2C8 inhibition	+	0.7955	79.55%
CYP inhibitory promiscuity	-	0.9615	96.15%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5926	59.26%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9071	90.71%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7440	74.40%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9258	92.58%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6157	61.57%
Acute Oral Toxicity (c)	III	0.6934	69.34%
Estrogen receptor binding	+	0.7887	78.87%
Androgen receptor binding	+	0.7498	74.98%
Thyroid receptor binding	-	0.5685	56.85%
Glucocorticoid receptor binding	+	0.7415	74.15%
Aromatase binding	+	0.6186	61.86%
PPAR gamma	+	0.7936	79.36%
Honey bee toxicity	-	0.7338	73.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5652	56.52%
Fish aquatic toxicity	+	0.9620	96.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.97%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.87%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.23%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.42%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.58%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.13%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.74%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.67%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.66%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.81%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.17%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.04%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	84.77%	92.50%
CHEMBL4302	P08183	P-glycoprotein 1	84.33%	92.98%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.12%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.97%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.91%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.74%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.62%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.42%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.23%	96.90%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.00%	92.86%

Plants that contains it

• Ilex pernyi

Cross-Links

• PubChem: 163023726
• LOTUS: LTS0257840
• wikiData: Q104971106