(2R,3S,4S,5S,6R)-2-[[(3R)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 406caff3-0512-4586-a96e-b49140e95b39
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
• IUPAC Name: (2R,3S,4S,5S,6R)-2-[[(3R)-7-(4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6-yl]oxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CC2=CC(=C(C(=C2C(=N1)C)OC)C3=C4C=C(C=C(C4=C(C=C3)O)OC)C)OC5C(C(C(C(O5)C)O)O)O
• SMILES (Isomeric): C[C@@H]1CC2=CC(=C(C(=C2C(=N1)C)OC)C3=C4C=C(C=C(C4=C(C=C3)O)OC)C)O[C@@H]5[C@H]([C@H]([C@@H]([C@H](O5)C)O)O)O
• InChI: InChI=1S/C30H35NO8/c1-13-9-19-18(7-8-20(32)24(19)21(10-13)36-5)25-22(39-30-28(35)27(34)26(33)16(4)38-30)12-17-11-14(2)31-15(3)23(17)29(25)37-6/h7-10,12,14,16,26-28,30,32-35H,11H2,1-6H3/t14-,16-,26-,27+,28+,30-/m1/s1
• InChI Key: XFVYCTDHBOOYMZ-MGCFEIKPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₅NO₈
• Molecular Weight: 537.60 g/mol
• Exact Mass: 537.23626707 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6819	68.19%
Caco-2	-	0.7232	72.32%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Nucleus	0.4246	42.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9002	90.02%
OATP1B3 inhibitior	+	0.9331	93.31%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9111	91.11%
BSEP inhibitior	+	0.8972	89.72%
P-glycoprotein inhibitior	+	0.7068	70.68%
P-glycoprotein substrate	+	0.5415	54.15%
CYP3A4 substrate	+	0.6677	66.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8300	83.00%
CYP3A4 inhibition	-	0.7977	79.77%
CYP2C9 inhibition	-	0.7719	77.19%
CYP2C19 inhibition	-	0.6380	63.80%
CYP2D6 inhibition	-	0.7175	71.75%
CYP1A2 inhibition	-	0.7276	72.76%
CYP2C8 inhibition	+	0.7471	74.71%
CYP inhibitory promiscuity	-	0.6115	61.15%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5379	53.79%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9107	91.07%
Skin irritation	-	0.7992	79.92%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	-	0.5037	50.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4377	43.77%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8537	85.37%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7513	75.13%
Acute Oral Toxicity (c)	III	0.5589	55.89%
Estrogen receptor binding	+	0.8318	83.18%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6960	69.60%
Glucocorticoid receptor binding	+	0.6575	65.75%
Aromatase binding	+	0.7146	71.46%
PPAR gamma	+	0.6776	67.76%
Honey bee toxicity	-	0.7946	79.46%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7512	75.12%

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	99.52%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.37%	91.49%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	97.74%	97.31%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.59%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.41%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.27%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.12%	96.09%
CHEMBL5747	Q92793	CREB-binding protein	93.89%	95.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.41%	95.56%
CHEMBL2243	O00519	Anandamide amidohydrolase	92.82%	97.53%
CHEMBL2581	P07339	Cathepsin D	91.90%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.78%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.67%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.23%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.03%	86.33%
CHEMBL2535	P11166	Glucose transporter	88.38%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.09%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.19%	85.14%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.86%	100.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.60%	95.78%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.41%	95.56%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	84.32%	91.79%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.24%	82.67%
CHEMBL3401	O75469	Pregnane X receptor	81.13%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.27%	99.23%
CHEMBL2056	P21728	Dopamine D1 receptor	80.03%	91.00%

Plants that contains it

• Ancistrocladus korupensis

Cross-Links

• PubChem: 21583389
• LOTUS: LTS0174954
• wikiData: Q105327329