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]-3,4,5-trihydroxyoxane-2-carboxylate

Details

• Internal ID: 77e98a09-1519-4beb-a5ca-4c274a326a76
• 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]-3,4,5-trihydroxyoxane-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)O)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)O)O
• InChI: InChI=1S/C46H74O14/c1-9-10-21-56-37(54)36-33(51)32(50)35(53)39(59-36)58-29-14-15-43(6)27(42(29,4)5)13-16-45(8)28(43)12-11-24-25-22-41(2,3)17-19-46(25,20-18-44(24,45)7)40(55)60-38-34(52)31(49)30(48)26(23-47)57-38/h11,25-36,38-39,47-53H,9-10,12-23H2,1-8H3
• InChI Key: UMELIPOCPCVHGJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₄O₁₄
• Molecular Weight: 851.10 g/mol
• Exact Mass: 850.50785703 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8232	82.32%
Caco-2	-	0.8765	87.65%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8766	87.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7242	72.42%
OATP1B3 inhibitior	-	0.4176	41.76%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.7697	76.97%
P-glycoprotein inhibitior	+	0.7639	76.39%
P-glycoprotein substrate	-	0.7299	72.99%
CYP3A4 substrate	+	0.7322	73.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8735	87.35%
CYP3A4 inhibition	-	0.7837	78.37%
CYP2C9 inhibition	-	0.8437	84.37%
CYP2C19 inhibition	-	0.8778	87.78%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.8820	88.20%
CYP2C8 inhibition	+	0.7592	75.92%
CYP inhibitory promiscuity	-	0.9238	92.38%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5988	59.88%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.6096	60.96%
Skin corrosion	-	0.9436	94.36%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6541	65.41%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.9197	91.97%
skin sensitisation	-	0.9039	90.39%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7861	78.61%
Acute Oral Toxicity (c)	III	0.7498	74.98%
Estrogen receptor binding	+	0.7678	76.78%
Androgen receptor binding	+	0.7374	73.74%
Thyroid receptor binding	-	0.5833	58.33%
Glucocorticoid receptor binding	+	0.7302	73.02%
Aromatase binding	+	0.6449	64.49%
PPAR gamma	+	0.7695	76.95%
Honey bee toxicity	-	0.7388	73.88%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5152	51.52%
Fish aquatic toxicity	+	0.9812	98.12%

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	97.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.94%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.79%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.99%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.37%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.33%	97.25%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.04%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.96%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.95%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	88.45%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.23%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.14%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.00%	86.33%
CHEMBL4302	P08183	P-glycoprotein 1	84.68%	92.98%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	84.41%	91.81%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.23%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.41%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.22%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.01%	96.77%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.46%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.35%	92.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.81%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.05%	89.00%

Plants that contains it

• Achyranthes bidentata
• Aralia armata
• Calendula officinalis
• Panax japonicus

Cross-Links

• PubChem: 74029840
• LOTUS: LTS0053800
• wikiData: Q105275519