7,9-Dimethoxy-3-methyl-3,4-dihydro-1H-naphtho[2,3-c]pyran-10-ol

Details

• Internal ID: 562cbb61-f6b8-4d9a-91ba-f598bd0ca77a
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-10-ol
• InChI: InChI=1S/C16H18O4/c1-9-4-10-5-11-6-12(18-2)7-14(19-3)15(11)16(17)13(10)8-20-9/h5-7,9,17H,4,8H2,1-3H3
• InChI Key: GCPUMZYXQGQVCO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₄
• Molecular Weight: 274.31 g/mol
• Exact Mass: 274.12050905 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 7,9-Dimethoxy-3-methyl-3,4-dihydro-1H-naphtho[2,3-c]pyran-10-ol
• DTXSID90842794

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9809	98.09%
Caco-2	+	0.7814	78.14%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6705	67.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9021	90.21%
OATP1B3 inhibitior	+	0.9662	96.62%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6496	64.96%
P-glycoprotein inhibitior	-	0.8459	84.59%
P-glycoprotein substrate	-	0.7224	72.24%
CYP3A4 substrate	+	0.5235	52.35%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.6079	60.79%
CYP2C9 inhibition	-	0.7233	72.33%
CYP2C19 inhibition	+	0.5895	58.95%
CYP2D6 inhibition	-	0.7752	77.52%
CYP1A2 inhibition	+	0.8610	86.10%
CYP2C8 inhibition	-	0.6044	60.44%
CYP inhibitory promiscuity	-	0.7621	76.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.6590	65.90%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.5194	51.94%
Skin irritation	-	0.8202	82.02%
Skin corrosion	-	0.9708	97.08%
Ames mutagenesis	+	0.6063	60.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.4193	41.93%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8970	89.70%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7876	78.76%
Acute Oral Toxicity (c)	III	0.6591	65.91%
Estrogen receptor binding	+	0.6611	66.11%
Androgen receptor binding	+	0.5351	53.51%
Thyroid receptor binding	+	0.6323	63.23%
Glucocorticoid receptor binding	+	0.6743	67.43%
Aromatase binding	+	0.5960	59.60%
PPAR gamma	-	0.4926	49.26%
Honey bee toxicity	-	0.8773	87.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5951	59.51%
Fish aquatic toxicity	+	0.9392	93.92%

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	99.03%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.44%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.36%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.87%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.63%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.95%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.34%	99.17%
CHEMBL2535	P11166	Glucose transporter	86.50%	98.75%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	84.19%	92.68%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.06%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.68%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.18%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.08%	99.15%
CHEMBL4208	P20618	Proteasome component C5	80.88%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.58%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.15%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71423989
• LOTUS: LTS0149105
• wikiData: Q82832981