2-(2,2-dimethyl-2H-chromen-6-yl)ethanol

Details

• Internal ID: 688a43c2-e987-4c98-8456-2330fc69cdbb
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 2-(2,2-dimethylchromen-6-yl)ethanol
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC(=C2)CCO)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC(=C2)CCO)C
• InChI: InChI=1S/C13H16O2/c1-13(2)7-5-11-9-10(6-8-14)3-4-12(11)15-13/h3-5,7,9,14H,6,8H2,1-2H3
• InChI Key: LYDCGGUVPCALHC-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₂
• Molecular Weight: 204.26 g/mol
• Exact Mass: 204.115029749 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL2229476
• 2H-1-benzopyran-6-ethanol, 2,2-dimethyl-
• 2-(2,2-Dimethyl-2H-chromen-6-yl)-ethanol
• 6-(2-Hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran
• InChI=1/C13H16O2/c1-13(2)7-5-11-9-10(6-8-14)3-4-12(11)15-13/h3-5,7,9,14H,6,8H2,1-2H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.9466	94.66%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6260	62.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8952	89.52%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7675	76.75%
P-glycoprotein inhibitior	-	0.9662	96.62%
P-glycoprotein substrate	-	0.7557	75.57%
CYP3A4 substrate	-	0.5221	52.21%
CYP2C9 substrate	-	0.6108	61.08%
CYP2D6 substrate	+	0.3775	37.75%
CYP3A4 inhibition	-	0.7070	70.70%
CYP2C9 inhibition	-	0.7345	73.45%
CYP2C19 inhibition	+	0.6460	64.60%
CYP2D6 inhibition	-	0.7404	74.04%
CYP1A2 inhibition	+	0.6786	67.86%
CYP2C8 inhibition	+	0.5073	50.73%
CYP inhibitory promiscuity	+	0.5316	53.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6584	65.84%
Eye corrosion	-	0.9664	96.64%
Eye irritation	+	0.6462	64.62%
Skin irritation	-	0.6713	67.13%
Skin corrosion	-	0.9230	92.30%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4770	47.70%
Micronuclear	-	0.8299	82.99%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	+	0.5827	58.27%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.5850	58.50%
Acute Oral Toxicity (c)	III	0.6602	66.02%
Estrogen receptor binding	+	0.5779	57.79%
Androgen receptor binding	-	0.5138	51.38%
Thyroid receptor binding	-	0.6801	68.01%
Glucocorticoid receptor binding	-	0.6851	68.51%
Aromatase binding	-	0.6205	62.05%
PPAR gamma	-	0.6595	65.95%
Honey bee toxicity	-	0.9456	94.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.7104	71.04%

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	95.01%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.69%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.91%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.50%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.14%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.88%	94.73%
CHEMBL4208	P20618	Proteasome component C5	83.96%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.72%	90.24%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.70%	86.92%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.53%	89.67%

Plants that contains it

• Paramignya scandens

Cross-Links

• PubChem: 637149
• LOTUS: LTS0227742
• wikiData: Q105159235