(2S,3R,4S,5S,6R)-2-[[(1R)-6-hydroxy-1-[(4-hydroxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: c4cd2a09-5d8f-4507-acbb-84ac3060ece1
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[[(1R)-6-hydroxy-1-[(4-hydroxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C23H29NO8/c1-24-7-6-13-9-17(27)18(31-23-22(30)21(29)20(28)19(11-25)32-23)10-15(13)16(24)8-12-2-4-14(26)5-3-12/h2-5,9-10,16,19-23,25-30H,6-8,11H2,1H3/t16-,19-,20-,21+,22-,23-/m1/s1
• InChI Key: HWKIERCNYOLMLM-FHCTVQHNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₉NO₈
• Molecular Weight: 447.50 g/mol
• Exact Mass: 447.18931688 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.05
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5252	52.52%
Caco-2	-	0.8741	87.41%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Lysosomes	0.4083	40.83%
OATP2B1 inhibitior	-	0.5761	57.61%
OATP1B1 inhibitior	+	0.9101	91.01%
OATP1B3 inhibitior	+	0.9296	92.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6831	68.31%
P-glycoprotein inhibitior	-	0.6809	68.09%
P-glycoprotein substrate	-	0.5854	58.54%
CYP3A4 substrate	+	0.6706	67.06%
CYP2C9 substrate	+	0.5931	59.31%
CYP2D6 substrate	-	0.6597	65.97%
CYP3A4 inhibition	-	0.9468	94.68%
CYP2C9 inhibition	-	0.8736	87.36%
CYP2C19 inhibition	-	0.8269	82.69%
CYP2D6 inhibition	-	0.8166	81.66%
CYP1A2 inhibition	-	0.7075	70.75%
CYP2C8 inhibition	+	0.5414	54.14%
CYP inhibitory promiscuity	-	0.9523	95.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6309	63.09%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9663	96.63%
Skin irritation	-	0.7729	77.29%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7674	76.74%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8764	87.64%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8278	82.78%
Acute Oral Toxicity (c)	III	0.6749	67.49%
Estrogen receptor binding	+	0.7043	70.43%
Androgen receptor binding	-	0.5088	50.88%
Thyroid receptor binding	-	0.5288	52.88%
Glucocorticoid receptor binding	+	0.5731	57.31%
Aromatase binding	+	0.6453	64.53%
PPAR gamma	+	0.6151	61.51%
Honey bee toxicity	-	0.8065	80.65%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.6951	69.51%

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	99.03%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.12%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.11%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.89%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	95.46%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.35%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	93.92%	91.49%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.58%	93.40%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	92.08%	93.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.13%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.63%	94.00%
CHEMBL4208	P20618	Proteasome component C5	88.80%	90.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.48%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.45%	99.17%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	87.96%	85.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	87.94%	96.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.01%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	85.95%	95.93%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.00%	90.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.95%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.49%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.89%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	80.57%	83.82%

Plants that contains it

• Phellodendron amurense

Cross-Links

• PubChem: 163040028
• LOTUS: LTS0165635
• wikiData: Q105034680