2-Methoxy-6,6-dimethyl-6H-dibenzo(b,d)pyran-9-methanol

Details

• Internal ID: 18ebcb25-14e9-4e40-ac15-04de961f0455
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Dibenzopyrans
• IUPAC Name: (2-methoxy-6,6-dimethylbenzo[c]chromen-9-yl)methanol
• InChI: InChI=1S/C17H18O3/c1-17(2)15-6-4-11(10-18)8-13(15)14-9-12(19-3)5-7-16(14)20-17/h4-9,18H,10H2,1-3H3
• InChI Key: WYOVQWNZSIEMDP-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₃
• Molecular Weight: 270.32 g/mol
• Exact Mass: 270.125594432 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• (2-methoxy-6,6-dimethylbenzo(c)chromen-9-yl)methanol
• 2-Methoxy-6,6-dimethyl-6H-dibenzo(b,d)pyran-9-methanol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9852	98.52%
Caco-2	+	0.8421	84.21%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7593	75.93%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8447	84.47%
OATP1B3 inhibitior	+	0.9554	95.54%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7920	79.20%
P-glycoprotein inhibitior	-	0.8101	81.01%
P-glycoprotein substrate	-	0.8229	82.29%
CYP3A4 substrate	+	0.5420	54.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4075	40.75%
CYP3A4 inhibition	-	0.6739	67.39%
CYP2C9 inhibition	+	0.5494	54.94%
CYP2C19 inhibition	+	0.8285	82.85%
CYP2D6 inhibition	-	0.7967	79.67%
CYP1A2 inhibition	+	0.8005	80.05%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.5506	55.06%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9013	90.13%
Carcinogenicity (trinary)	Non-required	0.6489	64.89%
Eye corrosion	-	0.9736	97.36%
Eye irritation	+	0.5778	57.78%
Skin irritation	-	0.8383	83.83%
Skin corrosion	-	0.9750	97.50%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5491	54.91%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8304	83.04%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6918	69.18%
Acute Oral Toxicity (c)	III	0.5686	56.86%
Estrogen receptor binding	+	0.9103	91.03%
Androgen receptor binding	+	0.7714	77.14%
Thyroid receptor binding	+	0.6340	63.40%
Glucocorticoid receptor binding	+	0.8259	82.59%
Aromatase binding	+	0.8768	87.68%
PPAR gamma	+	0.7987	79.87%
Honey bee toxicity	-	0.8967	89.67%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.6568	65.68%

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	98.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.27%	96.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	95.33%	90.24%
CHEMBL2581	P07339	Cathepsin D	94.59%	98.95%
CHEMBL4208	P20618	Proteasome component C5	94.50%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.99%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.08%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.03%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.13%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.91%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.77%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.75%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	84.64%	95.93%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	80.98%	85.49%

Plants that contains it

• Bourreria pulchra

Cross-Links

• PubChem: 102367661
• LOTUS: LTS0025014
• wikiData: Q105322453