2,2-Dimethyl-6-[(R)-1-hydroxyethyl]-7,8-dimethoxy-2H-1-benzopyran

Details

• Internal ID: 08d21b04-f9df-40a2-9a82-e53a3ca48cb7
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: (1R)-1-(7,8-dimethoxy-2,2-dimethylchromen-6-yl)ethanol
• SMILES (Canonical): CC(C1=C(C(=C2C(=C1)C=CC(O2)(C)C)OC)OC)O
• SMILES (Isomeric): C[C@H](C1=C(C(=C2C(=C1)C=CC(O2)(C)C)OC)OC)O
• InChI: InChI=1S/C15H20O4/c1-9(16)11-8-10-6-7-15(2,3)19-12(10)14(18-5)13(11)17-4/h6-9,16H,1-5H3/t9-/m1/s1
• InChI Key: WLLPYKPZYOAPQI-SECBINFHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.94
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9827	98.27%
Caco-2	+	0.8359	83.59%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6038	60.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.9884	98.84%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6319	63.19%
P-glycoprotein inhibitior	-	0.8933	89.33%
P-glycoprotein substrate	-	0.8608	86.08%
CYP3A4 substrate	-	0.5069	50.69%
CYP2C9 substrate	-	0.6243	62.43%
CYP2D6 substrate	+	0.3649	36.49%
CYP3A4 inhibition	+	0.6406	64.06%
CYP2C9 inhibition	-	0.8567	85.67%
CYP2C19 inhibition	+	0.7208	72.08%
CYP2D6 inhibition	-	0.7070	70.70%
CYP1A2 inhibition	+	0.7735	77.35%
CYP2C8 inhibition	-	0.7509	75.09%
CYP inhibitory promiscuity	+	0.6215	62.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4996	49.96%
Eye corrosion	-	0.9741	97.41%
Eye irritation	+	0.8130	81.30%
Skin irritation	-	0.7087	70.87%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4621	46.21%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.6926	69.26%
skin sensitisation	-	0.7815	78.15%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7919	79.19%
Acute Oral Toxicity (c)	III	0.5120	51.20%
Estrogen receptor binding	+	0.6948	69.48%
Androgen receptor binding	-	0.7185	71.85%
Thyroid receptor binding	+	0.7429	74.29%
Glucocorticoid receptor binding	+	0.5920	59.20%
Aromatase binding	-	0.7778	77.78%
PPAR gamma	+	0.6488	64.88%
Honey bee toxicity	-	0.8760	87.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8840	88.40%

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	98.23%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.89%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.44%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.25%	96.09%
CHEMBL2535	P11166	Glucose transporter	85.52%	98.75%
CHEMBL4208	P20618	Proteasome component C5	84.43%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.42%	94.00%
CHEMBL2581	P07339	Cathepsin D	81.50%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.28%	86.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.28%	100.00%

Plants that contains it

• Ageratina riparia
• Asplenium nidus
• Astragalus laxmannii subsp. laxmannii
• Celmisia petriei
• Cirsium helenioides
• Clusia torresii
• Ferula assa-foetida
• Handroanthus guayacan
• Orthosiphon aristatus
• Oryza sativa
• Populus tremula
• Primula veris
• Senecio integerrimus
• Ulmus laciniata

Cross-Links

• PubChem: 100945948
• NPASS: NPC233196
• LOTUS: LTS0132501
• wikiData: Q105308045