(1S)-1-(7-methoxy-2,2-dimethylchromen-6-yl)ethanol

Details

• Internal ID: 8e65b57b-532a-4f89-9ecd-cece805140f6
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: (1S)-1-(7-methoxy-2,2-dimethylchromen-6-yl)ethanol
• SMILES (Canonical): CC(C1=C(C=C2C(=C1)C=CC(O2)(C)C)OC)O
• SMILES (Isomeric): C[C@@H](C1=C(C=C2C(=C1)C=CC(O2)(C)C)OC)O
• InChI: InChI=1S/C14H18O3/c1-9(15)11-7-10-5-6-14(2,3)17-12(10)8-13(11)16-4/h5-9,15H,1-4H3/t9-/m0/s1
• InChI Key: ZMQPULSGBXIVGC-VIFPVBQESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.29 g/mol
• Exact Mass: 234.125594432 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.8823	88.23%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7112	71.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9322	93.22%
OATP1B3 inhibitior	+	0.9898	98.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6992	69.92%
P-glycoprotein inhibitior	-	0.9239	92.39%
P-glycoprotein substrate	-	0.8209	82.09%
CYP3A4 substrate	-	0.5155	51.55%
CYP2C9 substrate	-	0.6243	62.43%
CYP2D6 substrate	+	0.3649	36.49%
CYP3A4 inhibition	-	0.6822	68.22%
CYP2C9 inhibition	-	0.6575	65.75%
CYP2C19 inhibition	+	0.8168	81.68%
CYP2D6 inhibition	-	0.7723	77.23%
CYP1A2 inhibition	+	0.8501	85.01%
CYP2C8 inhibition	-	0.6887	68.87%
CYP inhibitory promiscuity	+	0.6977	69.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5218	52.18%
Eye corrosion	-	0.9596	95.96%
Eye irritation	+	0.7025	70.25%
Skin irritation	-	0.6791	67.91%
Skin corrosion	-	0.9373	93.73%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5213	52.13%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6801	68.01%
skin sensitisation	-	0.7631	76.31%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7088	70.88%
Acute Oral Toxicity (c)	III	0.5273	52.73%
Estrogen receptor binding	-	0.5095	50.95%
Androgen receptor binding	-	0.8907	89.07%
Thyroid receptor binding	+	0.6395	63.95%
Glucocorticoid receptor binding	-	0.6566	65.66%
Aromatase binding	-	0.7664	76.64%
PPAR gamma	+	0.5211	52.11%
Honey bee toxicity	-	0.8838	88.38%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8899	88.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.68%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.23%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.56%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.53%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.67%	98.95%
CHEMBL4208	P20618	Proteasome component C5	86.51%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.40%	86.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.06%	89.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.79%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.67%	92.62%
CHEMBL2535	P11166	Glucose transporter	84.55%	98.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.43%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.75%	94.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.37%	82.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.41%	99.17%

Plants that contains it

• Centromadia fitchii

Cross-Links

• PubChem: 162955950
• LOTUS: LTS0035023
• wikiData: Q105379681