Methyl 6-[[8a-[4,5-dihydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]oxan-2-yl]oxycarbonyl-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-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: 28f810f8-0a01-4b2b-8976-6f1f9fbe46f8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl 6-[[8a-[4,5-dihydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]oxan-2-yl]oxycarbonyl-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-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): CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)OC)O)O)O)C)C(=O)OC7C(C(C(CO7)O)O)OC(=O)C=CC8=CC(=C(C=C8)O)OC)C
• SMILES (Isomeric): CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)OC)O)O)O)C)C(=O)OC7C(C(C(CO7)O)O)OC(=O)C=CC8=CC(=C(C=C8)O)OC)C
• InChI: InChI=1S/C52H74O17/c1-47(2)20-21-52(46(62)69-45-42(37(57)30(54)25-65-45)67-36(56)15-11-26-10-13-29(53)31(22-26)63-8)28(23-47)27-12-14-33-49(5)18-17-35(66-44-40(60)38(58)39(59)41(68-44)43(61)64-9)48(3,4)32(49)16-19-50(33,6)51(27,7)24-34(52)55/h10-13,15,22,28,30,32-35,37-42,44-45,53-55,57-60H,14,16-21,23-25H2,1-9H3
• InChI Key: WDKLINBVFQBVOD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₇₄O₁₇
• Molecular Weight: 971.10 g/mol
• Exact Mass: 970.49260089 g/mol
• Topological Polar Surface Area (TPSA): 257.00 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 17
• 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	+	0.9283	92.83%
Caco-2	-	0.8654	86.54%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7601	76.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7612	76.12%
OATP1B3 inhibitior	+	0.8608	86.08%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9560	95.60%
P-glycoprotein inhibitior	+	0.7522	75.22%
P-glycoprotein substrate	+	0.6452	64.52%
CYP3A4 substrate	+	0.7494	74.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8634	86.34%
CYP3A4 inhibition	-	0.7405	74.05%
CYP2C9 inhibition	-	0.7793	77.93%
CYP2C19 inhibition	-	0.7850	78.50%
CYP2D6 inhibition	-	0.8899	88.99%
CYP1A2 inhibition	-	0.5680	56.80%
CYP2C8 inhibition	+	0.8568	85.68%
CYP inhibitory promiscuity	-	0.9555	95.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6206	62.06%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9012	90.12%
Skin irritation	-	0.6963	69.63%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7216	72.16%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8600	86.00%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9535	95.35%
Acute Oral Toxicity (c)	III	0.3735	37.35%
Estrogen receptor binding	+	0.7865	78.65%
Androgen receptor binding	+	0.7562	75.62%
Thyroid receptor binding	+	0.6384	63.84%
Glucocorticoid receptor binding	+	0.8050	80.50%
Aromatase binding	+	0.6221	62.21%
PPAR gamma	+	0.8239	82.39%
Honey bee toxicity	-	0.6480	64.80%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9916	99.16%

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	99.75%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.49%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.77%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.70%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.32%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.01%	89.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.39%	85.31%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.82%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.12%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.00%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.91%	96.77%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.68%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.70%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.56%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.10%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.85%	95.89%
CHEMBL5028	O14672	ADAM10	83.95%	97.50%
CHEMBL1951	P21397	Monoamine oxidase A	83.76%	91.49%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.56%	85.30%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.31%	96.21%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.04%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.32%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.74%	99.15%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.68%	94.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.67%	89.67%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.67%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	80.12%	91.19%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.04%	96.00%

Plants that contains it

• Tragopogon porrifolius

Cross-Links

• PubChem: 73813228
• LOTUS: LTS0009352
• wikiData: Q105302479