Methyl 3,4,5-trihydroxy-6-[[8-hydroxy-8a-[5-hydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)propanoyloxy]-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-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]oxane-2-carboxylate

Details

• Internal ID: 418fa542-376e-4a66-a790-2218dde7fc25
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl 3,4,5-trihydroxy-6-[[8-hydroxy-8a-[5-hydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)propanoyloxy]-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-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]oxane-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)OC8C(C(C(C(O8)CO)O)O)O)OC(=O)CCC9=CC(=C(C=C9)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)OC8C(C(C(C(O8)CO)O)O)O)OC(=O)CCC9=CC(=C(C=C9)O)OC)C
• InChI: InChI=1S/C58H86O22/c1-53(2)20-21-58(52(71)80-51-47(77-38(63)15-11-27-10-13-30(60)32(22-27)72-8)45(31(61)26-74-51)78-49-43(68)40(65)39(64)33(25-59)75-49)29(23-53)28-12-14-35-55(5)18-17-37(76-50-44(69)41(66)42(67)46(79-50)48(70)73-9)54(3,4)34(55)16-19-56(35,6)57(28,7)24-36(58)62/h10,12-13,22,29,31,33-37,39-47,49-51,59-62,64-69H,11,14-21,23-26H2,1-9H3
• InChI Key: LRAMMUUZPBDTIW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₈₆O₂₂
• Molecular Weight: 1135.30 g/mol
• Exact Mass: 1134.56107437 g/mol
• Topological Polar Surface Area (TPSA): 337.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 1.83
• H-Bond Acceptor: 22
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8680	86.80%
Caco-2	-	0.8648	86.48%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7598	75.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6912	69.12%
OATP1B3 inhibitior	-	0.2595	25.95%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9583	95.83%
P-glycoprotein inhibitior	+	0.7459	74.59%
P-glycoprotein substrate	+	0.6887	68.87%
CYP3A4 substrate	+	0.7563	75.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	-	0.7405	74.05%
CYP2C9 inhibition	-	0.8191	81.91%
CYP2C19 inhibition	-	0.8017	80.17%
CYP2D6 inhibition	-	0.9173	91.73%
CYP1A2 inhibition	-	0.7097	70.97%
CYP2C8 inhibition	+	0.8617	86.17%
CYP inhibitory promiscuity	-	0.9547	95.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6274	62.74%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.7231	72.31%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7368	73.68%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8834	88.34%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9175	91.75%
Acute Oral Toxicity (c)	III	0.5612	56.12%
Estrogen receptor binding	+	0.7274	72.74%
Androgen receptor binding	+	0.7521	75.21%
Thyroid receptor binding	+	0.6532	65.32%
Glucocorticoid receptor binding	+	0.7963	79.63%
Aromatase binding	+	0.6387	63.87%
PPAR gamma	+	0.8211	82.11%
Honey bee toxicity	-	0.6226	62.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9815	98.15%

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	99.79%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	99.39%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.76%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.89%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.58%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.04%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.63%	92.62%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.57%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.57%	95.89%
CHEMBL2581	P07339	Cathepsin D	90.76%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.95%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.61%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.00%	99.15%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.27%	96.61%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.20%	94.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.40%	95.83%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.37%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.17%	97.09%
CHEMBL5555	O00767	Acyl-CoA desaturase	85.12%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	84.05%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.33%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.24%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.07%	97.25%
CHEMBL5028	O14672	ADAM10	82.77%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.56%	91.19%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.05%	86.92%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.70%	96.77%

Plants that contains it

• Tragopogon porrifolius

Cross-Links

• PubChem: 14827930
• LOTUS: LTS0184675
• wikiData: Q105156030