1-[(2R)-2-(hydroxymethyl)-7,8-dimethoxy-2-methylchromen-6-yl]ethanone

Details

• Internal ID: e1f9374d-c8e7-46cf-9052-c9a6ae3ef69d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 1-[(2R)-2-(hydroxymethyl)-7,8-dimethoxy-2-methylchromen-6-yl]ethanone
• SMILES (Canonical): CC(=O)C1=C(C(=C2C(=C1)C=CC(O2)(C)CO)OC)OC
• SMILES (Isomeric): CC(=O)C1=C(C(=C2C(=C1)C=C[C@](O2)(C)CO)OC)OC
• InChI: InChI=1S/C15H18O5/c1-9(17)11-7-10-5-6-15(2,8-16)20-12(10)14(19-4)13(11)18-3/h5-7,16H,8H2,1-4H3/t15-/m1/s1
• InChI Key: POBNAISJJAUJNF-OAHLLOKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9807	98.07%
Caco-2	+	0.8066	80.66%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6717	67.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8478	84.78%
OATP1B3 inhibitior	+	0.9508	95.08%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5765	57.65%
P-glycoprotein inhibitior	-	0.9058	90.58%
P-glycoprotein substrate	-	0.8355	83.55%
CYP3A4 substrate	+	0.5445	54.45%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.7974	79.74%
CYP3A4 inhibition	+	0.6210	62.10%
CYP2C9 inhibition	-	0.8584	85.84%
CYP2C19 inhibition	+	0.5254	52.54%
CYP2D6 inhibition	-	0.8327	83.27%
CYP1A2 inhibition	+	0.6394	63.94%
CYP2C8 inhibition	-	0.6558	65.58%
CYP inhibitory promiscuity	-	0.5407	54.07%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.5422	54.22%
Skin irritation	-	0.8039	80.39%
Skin corrosion	-	0.9665	96.65%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4548	45.48%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	+	0.5309	53.09%
skin sensitisation	-	0.7358	73.58%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7156	71.56%
Acute Oral Toxicity (c)	III	0.4126	41.26%
Estrogen receptor binding	+	0.8348	83.48%
Androgen receptor binding	-	0.6632	66.32%
Thyroid receptor binding	+	0.5423	54.23%
Glucocorticoid receptor binding	+	0.6471	64.71%
Aromatase binding	+	0.6440	64.40%
PPAR gamma	+	0.5960	59.60%
Honey bee toxicity	-	0.9151	91.51%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.7549	75.49%

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	96.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.14%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.12%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	94.85%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.59%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.90%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.30%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.46%	91.07%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.23%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.70%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	81.84%	94.73%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.26%	97.28%

Plants that contains it

• Ageratina riparia

Cross-Links

• PubChem: 162853317
• LOTUS: LTS0067185
• wikiData: Q105212327