Butyl 6-[[4,4,6a,6b,11,11,14b-heptamethyl-8a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[2-hydroxy-3-methoxy-1-(2-methoxy-2-oxoethoxy)-3-oxopropoxy]oxane-2-carboxylate

Details

• Internal ID: 26e1258f-12d6-4d12-9fad-f4c887f078af
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: butyl 6-[[4,4,6a,6b,11,11,14b-heptamethyl-8a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[2-hydroxy-3-methoxy-1-(2-methoxy-2-oxoethoxy)-3-oxopropoxy]oxane-2-carboxylate
• SMILES (Canonical): CCCCOC(=O)C1C(C(C(C(O1)OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(CCC6(C5CC(CC6)(C)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)O)OC(C(C(=O)OC)O)OCC(=O)OC)O
• SMILES (Isomeric): CCCCOC(=O)C1C(C(C(C(O1)OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(CCC6(C5CC(CC6)(C)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)O)OC(C(C(=O)OC)O)OCC(=O)OC)O
• InChI: InChI=1S/C53H84O20/c1-11-12-23-67-43(63)41-37(59)40(71-44(39(61)42(62)66-10)68-26-33(55)65-9)38(60)46(72-41)70-32-16-17-50(6)30(49(32,4)5)15-18-52(8)31(50)14-13-27-28-24-48(2,3)19-21-53(28,22-20-51(27,52)7)47(64)73-45-36(58)35(57)34(56)29(25-54)69-45/h13,28-32,34-41,44-46,54,56-61H,11-12,14-26H2,1-10H3
• InChI Key: NGSUAFCGWBFATR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₄O₂₀
• Molecular Weight: 1041.20 g/mol
• Exact Mass: 1040.55559506 g/mol
• Topological Polar Surface Area (TPSA): 293.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 20
• H-Bond Donor: 7
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8171	81.71%
Caco-2	-	0.8650	86.50%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8623	86.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7605	76.05%
OATP1B3 inhibitior	-	0.2936	29.36%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9395	93.95%
P-glycoprotein inhibitior	+	0.7513	75.13%
P-glycoprotein substrate	+	0.6144	61.44%
CYP3A4 substrate	+	0.7479	74.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8735	87.35%
CYP3A4 inhibition	-	0.8015	80.15%
CYP2C9 inhibition	-	0.8538	85.38%
CYP2C19 inhibition	-	0.8580	85.80%
CYP2D6 inhibition	-	0.9367	93.67%
CYP1A2 inhibition	-	0.8852	88.52%
CYP2C8 inhibition	+	0.8214	82.14%
CYP inhibitory promiscuity	-	0.9344	93.44%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5904	59.04%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.8999	89.99%
Skin irritation	-	0.6486	64.86%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7081	70.81%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.8822	88.22%
skin sensitisation	-	0.8986	89.86%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8242	82.42%
Acute Oral Toxicity (c)	III	0.6964	69.64%
Estrogen receptor binding	+	0.7557	75.57%
Androgen receptor binding	+	0.7579	75.79%
Thyroid receptor binding	+	0.5697	56.97%
Glucocorticoid receptor binding	+	0.7837	78.37%
Aromatase binding	+	0.6298	62.98%
PPAR gamma	+	0.8099	80.99%
Honey bee toxicity	-	0.6527	65.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5248	52.48%
Fish aquatic toxicity	+	0.9645	96.45%

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	98.95%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.61%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.42%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.16%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.74%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.58%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.83%	95.17%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	90.34%	92.88%
CHEMBL221	P23219	Cyclooxygenase-1	89.89%	90.17%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	89.68%	91.81%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.25%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.94%	91.24%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.94%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	88.61%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.03%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.52%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.80%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.66%	93.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.02%	94.33%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.69%	97.29%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.58%	92.62%
CHEMBL4302	P08183	P-glycoprotein 1	82.21%	92.98%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.63%	95.56%
CHEMBL237	P41145	Kappa opioid receptor	81.59%	98.10%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.25%	96.90%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.87%	86.33%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.47%	82.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.32%	86.92%
CHEMBL2514	O95665	Neurotensin receptor 2	80.16%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.08%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.02%	89.00%

Plants that contains it

• Achyranthes bidentata

Cross-Links

• PubChem: 162915646
• LOTUS: LTS0025869
• wikiData: Q105179144