Methyl 6-[[7,8-dihydroxy-8a-(hydroxymethyl)-4-methoxycarbonyl-4,6a,6b,11,11,14b-hexamethyl-9-(2-methylbutanoyloxy)-10-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxane-2-carboxylate

Details

• Internal ID: e447436f-016e-43c7-976f-38f3ea10aeac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl 6-[[7,8-dihydroxy-8a-(hydroxymethyl)-4-methoxycarbonyl-4,6a,6b,11,11,14b-hexamethyl-9-(2-methylbutanoyloxy)-10-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxane-2-carboxylate
• SMILES (Canonical): CCC(C)C(=O)OC1C(C(CC2C1(C(C(C3(C2=CCC4C3(CCC5C4(CCC(C5(C)C(=O)OC)OC6C(C(C(C(O6)C(=O)OC)O)OC7C(C(C(CO7)O)O)O)O)C)C)C)O)O)CO)(C)C)OC(=O)C(=CC)C
• SMILES (Isomeric): CCC(C)C(=O)OC1C(C(CC2C1(C(C(C3(C2=CCC4C3(CCC5C4(CCC(C5(C)C(=O)OC)OC6C(C(C(C(O6)C(=O)OC)O)OC7C(C(C(CO7)O)O)O)O)C)C)C)O)O)CO)(C)C)OC(=O)C(=CC)C
• InChI: InChI=1S/C53H82O20/c1-13-24(3)42(62)72-40-41(73-43(63)25(4)14-2)53(23-54)27(21-48(40,5)6)26-15-16-29-49(7)19-18-31(51(9,47(65)67-12)30(49)17-20-50(29,8)52(26,10)38(60)39(53)61)69-46-35(59)36(34(58)37(71-46)44(64)66-11)70-45-33(57)32(56)28(55)22-68-45/h13,15,25,27-41,45-46,54-61H,14,16-23H2,1-12H3
• InChI Key: ZMCOBFSOEBDBKJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₂O₂₀
• Molecular Weight: 1039.20 g/mol
• Exact Mass: 1038.53994500 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 20
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8486	84.86%
Caco-2	-	0.8667	86.67%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8402	84.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7952	79.52%
OATP1B3 inhibitior	-	0.2667	26.67%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9663	96.63%
P-glycoprotein inhibitior	+	0.7501	75.01%
P-glycoprotein substrate	+	0.7058	70.58%
CYP3A4 substrate	+	0.7480	74.80%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8973	89.73%
CYP3A4 inhibition	-	0.6672	66.72%
CYP2C9 inhibition	-	0.8535	85.35%
CYP2C19 inhibition	-	0.8773	87.73%
CYP2D6 inhibition	-	0.9365	93.65%
CYP1A2 inhibition	-	0.9080	90.80%
CYP2C8 inhibition	+	0.7814	78.14%
CYP inhibitory promiscuity	-	0.9618	96.18%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5811	58.11%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9002	90.02%
Skin irritation	-	0.6058	60.58%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7603	76.03%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6618	66.18%
skin sensitisation	-	0.8978	89.78%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7074	70.74%
Acute Oral Toxicity (c)	III	0.6959	69.59%
Estrogen receptor binding	+	0.7687	76.87%
Androgen receptor binding	+	0.7623	76.23%
Thyroid receptor binding	+	0.6019	60.19%
Glucocorticoid receptor binding	+	0.8175	81.75%
Aromatase binding	+	0.6475	64.75%
PPAR gamma	+	0.8353	83.53%
Honey bee toxicity	-	0.6513	65.13%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9475	94.75%

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	99.36%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.82%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.71%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	94.83%	90.17%
CHEMBL2581	P07339	Cathepsin D	94.33%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.76%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.69%	91.07%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.66%	96.61%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.00%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.53%	95.89%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	89.39%	97.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.65%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.29%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.67%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.55%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	86.38%	95.93%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.83%	96.90%
CHEMBL1871	P10275	Androgen Receptor	84.73%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.49%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.37%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.22%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.94%	95.50%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	83.49%	91.65%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.07%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	82.07%	94.73%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.89%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.62%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.59%	92.78%
CHEMBL4208	P20618	Proteasome component C5	81.55%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.09%	90.71%
CHEMBL5028	O14672	ADAM10	80.54%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	80.49%	94.75%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.00%	97.29%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 73157330
• LOTUS: LTS0038603
• wikiData: Q105379354