methyl 4-[(2-acetyl-5,6-dihydroxy-3,4-dihydro-1H-isoquinolin-3-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: 9db3cc05-2cc4-4234-9b10-bac551098858
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl 4-[(2-acetyl-5,6-dihydroxy-3,4-dihydro-1H-isoquinolin-3-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)N1CC2=C(CC1CC3C(C(OC=C3C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)C=C)C(=C(C=C2)O)O
• SMILES (Isomeric): CC(=O)N1CC2=C(CC1CC3C(C(OC=C3C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)C=C)C(=C(C=C2)O)O
• InChI: InChI=1S/C27H35NO12/c1-4-15-17(8-14-7-16-13(9-28(14)12(2)30)5-6-19(31)21(16)32)18(25(36)37-3)11-38-26(15)40-27-24(35)23(34)22(33)20(10-29)39-27/h4-6,11,14-15,17,20,22-24,26-27,29,31-35H,1,7-10H2,2-3H3
• InChI Key: XSHUOYCOXXSSAD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₅NO₁₂
• Molecular Weight: 565.60 g/mol
• Exact Mass: 565.21592555 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.59
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5361	53.61%
Caco-2	-	0.8683	86.83%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Nucleus	0.5974	59.74%
OATP2B1 inhibitior	-	0.8669	86.69%
OATP1B1 inhibitior	+	0.7870	78.70%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5956	59.56%
P-glycoprotein inhibitior	-	0.5515	55.15%
P-glycoprotein substrate	+	0.5970	59.70%
CYP3A4 substrate	+	0.6947	69.47%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8670	86.70%
CYP3A4 inhibition	-	0.6813	68.13%
CYP2C9 inhibition	-	0.7681	76.81%
CYP2C19 inhibition	-	0.7721	77.21%
CYP2D6 inhibition	-	0.8878	88.78%
CYP1A2 inhibition	-	0.7856	78.56%
CYP2C8 inhibition	+	0.5826	58.26%
CYP inhibitory promiscuity	-	0.8692	86.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5782	57.82%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9408	94.08%
Skin irritation	-	0.7700	77.00%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6751	67.51%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.6341	63.41%
skin sensitisation	-	0.8550	85.50%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5062	50.62%
Acute Oral Toxicity (c)	III	0.6353	63.53%
Estrogen receptor binding	+	0.8509	85.09%
Androgen receptor binding	+	0.6986	69.86%
Thyroid receptor binding	-	0.4876	48.76%
Glucocorticoid receptor binding	+	0.7260	72.60%
Aromatase binding	-	0.5157	51.57%
PPAR gamma	+	0.6390	63.90%
Honey bee toxicity	-	0.7131	71.31%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9047	90.47%

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	99.42%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.59%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.72%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	96.59%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.50%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.09%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.70%	94.45%
CHEMBL4208	P20618	Proteasome component C5	88.93%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.64%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.01%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.83%	91.19%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.82%	95.83%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.10%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	84.98%	94.73%
CHEMBL267	P12931	Tyrosine-protein kinase SRC	83.90%	95.69%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.21%	91.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.89%	90.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.84%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.77%	99.17%

Plants that contains it

• Carapichea ipecacuanha

Cross-Links

• PubChem: 163009470
• LOTUS: LTS0018062
• wikiData: Q105341028