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

Details

• Internal ID: 9a6e66d2-fe56-4a78-a654-f95d2a885cb7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl 4-[(2-acetyl-7-hydroxy-6-methoxy-3,4-dihydro-1H-isoquinolin-1-yl)methyl]-3-ethenyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
• SMILES (Canonical): CC(=O)N1CCC2=CC(=C(C=C2C1CC3C(C(OC=C3C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)C=C)O)OC
• SMILES (Isomeric): CC(=O)N1CCC2=CC(=C(C=C2C1CC3C(C(OC=C3C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)C=C)O)OC
• InChI: InChI=1S/C28H37NO12/c1-5-15-17(9-19-16-10-20(32)21(37-3)8-14(16)6-7-29(19)13(2)31)18(26(36)38-4)12-39-27(15)41-28-25(35)24(34)23(33)22(11-30)40-28/h5,8,10,12,15,17,19,22-25,27-28,30,32-35H,1,6-7,9,11H2,2-4H3
• InChI Key: ATLQWGMCZKUALF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₇NO₁₂
• Molecular Weight: 579.60 g/mol
• Exact Mass: 579.23157562 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.12
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5879	58.79%
Caco-2	-	0.8510	85.10%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Nucleus	0.5112	51.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8024	80.24%
OATP1B3 inhibitior	+	0.9186	91.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8708	87.08%
P-glycoprotein inhibitior	+	0.5930	59.30%
P-glycoprotein substrate	+	0.6736	67.36%
CYP3A4 substrate	+	0.7122	71.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8622	86.22%
CYP3A4 inhibition	-	0.5961	59.61%
CYP2C9 inhibition	-	0.7714	77.14%
CYP2C19 inhibition	-	0.8314	83.14%
CYP2D6 inhibition	-	0.9094	90.94%
CYP1A2 inhibition	-	0.7834	78.34%
CYP2C8 inhibition	+	0.6452	64.52%
CYP inhibitory promiscuity	-	0.9224	92.24%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5788	57.88%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9389	93.89%
Skin irritation	-	0.7664	76.64%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.6914	69.14%
skin sensitisation	-	0.8659	86.59%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6125	61.25%
Acute Oral Toxicity (c)	III	0.6577	65.77%
Estrogen receptor binding	+	0.8355	83.55%
Androgen receptor binding	+	0.6563	65.63%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7131	71.31%
Aromatase binding	+	0.5207	52.07%
PPAR gamma	+	0.6159	61.59%
Honey bee toxicity	-	0.7300	73.00%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9202	92.02%

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	99.18%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.01%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.87%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.62%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.15%	94.45%
CHEMBL267	P12931	Tyrosine-protein kinase SRC	92.10%	95.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.32%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.22%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.21%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.08%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.67%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	87.60%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.46%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.42%	92.94%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.17%	89.50%
CHEMBL4208	P20618	Proteasome component C5	84.98%	90.00%
CHEMBL5028	O14672	ADAM10	84.26%	97.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.86%	82.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.78%	97.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.72%	95.83%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.29%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.88%	95.56%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.63%	90.24%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.19%	91.24%

Plants that contains it

• Carapichea ipecacuanha

Cross-Links

• PubChem: 162968579
• LOTUS: LTS0259411
• wikiData: Q104918522