2H-1-Benzopyran-6-ol, 2,2-dimethyl-

Details

• Internal ID: 75befb96-753f-485a-aeb7-cde163176e67
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 2,2-dimethylchromen-6-ol
• InChI: InChI=1S/C11H12O2/c1-11(2)6-5-8-7-9(12)3-4-10(8)13-11/h3-7,12H,1-2H3
• InChI Key: HZEJCQNPSQORHZ-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.21 g/mol
• Exact Mass: 176.083729621 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 2H-1-Benzopyran-6-ol, 2,2-dimethyl-
• NSC322761
• SCHEMBL8723354
• 6-hydroxy-2,2-dimethylchromene
• DTXSID10172484
• NSC 322761
• NSC-322761
• BH-4 (FROM SAN FRANCISCO STATE UNIVERSITY)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.9457	94.57%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6730	67.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8690	86.90%
OATP1B3 inhibitior	+	0.9848	98.48%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8972	89.72%
P-glycoprotein inhibitior	-	0.9693	96.93%
P-glycoprotein substrate	-	0.8218	82.18%
CYP3A4 substrate	-	0.5406	54.06%
CYP2C9 substrate	+	0.6108	61.08%
CYP2D6 substrate	-	0.6889	68.89%
CYP3A4 inhibition	-	0.7306	73.06%
CYP2C9 inhibition	+	0.6605	66.05%
CYP2C19 inhibition	+	0.7373	73.73%
CYP2D6 inhibition	-	0.7778	77.78%
CYP1A2 inhibition	+	0.8173	81.73%
CYP2C8 inhibition	-	0.5847	58.47%
CYP inhibitory promiscuity	+	0.5867	58.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.6195	61.95%
Eye corrosion	-	0.9221	92.21%
Eye irritation	+	0.9664	96.64%
Skin irritation	-	0.5818	58.18%
Skin corrosion	-	0.8422	84.22%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6078	60.78%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	-	0.5936	59.36%
skin sensitisation	+	0.6759	67.59%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.6046	60.46%
Acute Oral Toxicity (c)	III	0.7569	75.69%
Estrogen receptor binding	-	0.4876	48.76%
Androgen receptor binding	-	0.5771	57.71%
Thyroid receptor binding	-	0.6220	62.20%
Glucocorticoid receptor binding	-	0.8045	80.45%
Aromatase binding	-	0.6529	65.29%
PPAR gamma	-	0.5768	57.68%
Honey bee toxicity	-	0.9648	96.48%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8371	83.71%

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	97.41%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.05%	98.95%
CHEMBL4208	P20618	Proteasome component C5	88.47%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.12%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.83%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	86.22%	98.35%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.76%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.33%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.28%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	82.89%	94.73%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.71%	93.10%

Plants that contains it

• Bourreria pulchra

Cross-Links

• PubChem: 177039
• LOTUS: LTS0028200
• wikiData: Q83042593