methyl 3-ethenyl-4-[[7-hydroxy-2-[3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]-6-methoxy-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

Details

• Internal ID: 39faef78-7235-4d8d-a58b-2fefea237444
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl 3-ethenyl-4-[[7-hydroxy-2-[3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]-6-methoxy-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
• SMILES (Canonical): COC1=C(C=C(C=C1)C=CC(=O)N2CCC3=CC(=C(C=C3C2CC4C(C(OC=C4C(=O)OC)OC5C(C(C(C(O5)CO)O)O)O)C=C)O)OC)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C=CC(=O)N2CCC3=CC(=C(C=C3C2CC4C(C(OC=C4C(=O)OC)OC5C(C(C(C(O5)CO)O)O)O)C=C)O)OC)O
• InChI: InChI=1S/C36H43NO14/c1-5-20-22(23(34(45)48-4)17-49-35(20)51-36-33(44)32(43)31(42)29(16-38)50-36)14-24-21-15-26(40)28(47-3)13-19(21)10-11-37(24)30(41)9-7-18-6-8-27(46-2)25(39)12-18/h5-9,12-13,15,17,20,22,24,29,31-33,35-36,38-40,42-44H,1,10-11,14,16H2,2-4H3
• InChI Key: DLSFNYOKIOIWPA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₃NO₁₄
• Molecular Weight: 713.70 g/mol
• Exact Mass: 713.26835505 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6623	66.23%
Caco-2	-	0.8751	87.51%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Nucleus	0.5551	55.51%
OATP2B1 inhibitior	-	0.5751	57.51%
OATP1B1 inhibitior	+	0.8185	81.85%
OATP1B3 inhibitior	+	0.9245	92.45%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9529	95.29%
P-glycoprotein inhibitior	+	0.7173	71.73%
P-glycoprotein substrate	+	0.7238	72.38%
CYP3A4 substrate	+	0.7206	72.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8553	85.53%
CYP3A4 inhibition	-	0.6770	67.70%
CYP2C9 inhibition	-	0.7462	74.62%
CYP2C19 inhibition	-	0.8237	82.37%
CYP2D6 inhibition	-	0.9023	90.23%
CYP1A2 inhibition	-	0.7784	77.84%
CYP2C8 inhibition	+	0.7807	78.07%
CYP inhibitory promiscuity	-	0.9173	91.73%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5623	56.23%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9245	92.45%
Skin irritation	-	0.7693	76.93%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6727	67.27%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.6289	62.89%
skin sensitisation	-	0.8709	87.09%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8129	81.29%
Acute Oral Toxicity (c)	III	0.6498	64.98%
Estrogen receptor binding	+	0.8464	84.64%
Androgen receptor binding	+	0.7020	70.20%
Thyroid receptor binding	+	0.5956	59.56%
Glucocorticoid receptor binding	+	0.7112	71.12%
Aromatase binding	-	0.5228	52.28%
PPAR gamma	+	0.7022	70.22%
Honey bee toxicity	-	0.7155	71.55%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9165	91.65%

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	99.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.96%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.03%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.99%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.29%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.63%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	91.66%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.41%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.24%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.22%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.88%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.40%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.87%	95.89%
CHEMBL4208	P20618	Proteasome component C5	87.22%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.06%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.86%	89.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.43%	94.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.67%	95.83%
CHEMBL5028	O14672	ADAM10	83.68%	97.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.89%	97.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.79%	92.94%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.46%	90.24%
CHEMBL267	P12931	Tyrosine-protein kinase SRC	82.41%	95.69%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.82%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.20%	97.14%

Plants that contains it

• Carapichea ipecacuanha

Cross-Links

• PubChem: 163059597
• LOTUS: LTS0091455
• wikiData: Q104984659