1-[7-Hydroxy-2-(hydroxymethyl)-2-methylchromen-6-yl]ethanone

Details

• Internal ID: 2cf54066-7978-41da-9c42-14eb09ab8c3f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 1-[7-hydroxy-2-(hydroxymethyl)-2-methylchromen-6-yl]ethanone
• SMILES (Canonical): CC(=O)C1=C(C=C2C(=C1)C=CC(O2)(C)CO)O
• SMILES (Isomeric): CC(=O)C1=C(C=C2C(=C1)C=CC(O2)(C)CO)O
• InChI: InChI=1S/C13H14O4/c1-8(15)10-5-9-3-4-13(2,7-14)17-12(9)6-11(10)16/h3-6,14,16H,7H2,1-2H3
• InChI Key: DZXQRKKTOUXQRM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₄
• Molecular Weight: 234.25 g/mol
• Exact Mass: 234.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9773	97.73%
Caco-2	+	0.6459	64.59%
Blood Brain Barrier	-	0.6395	63.95%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7126	71.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9011	90.11%
OATP1B3 inhibitior	+	0.9565	95.65%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6768	67.68%
P-glycoprotein inhibitior	-	0.9769	97.69%
P-glycoprotein substrate	-	0.8216	82.16%
CYP3A4 substrate	-	0.5142	51.42%
CYP2C9 substrate	-	0.8034	80.34%
CYP2D6 substrate	-	0.8364	83.64%
CYP3A4 inhibition	-	0.5866	58.66%
CYP2C9 inhibition	-	0.6974	69.74%
CYP2C19 inhibition	-	0.5484	54.84%
CYP2D6 inhibition	-	0.8352	83.52%
CYP1A2 inhibition	+	0.7369	73.69%
CYP2C8 inhibition	-	0.6405	64.05%
CYP inhibitory promiscuity	+	0.5329	53.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6320	63.20%
Eye corrosion	-	0.9864	98.64%
Eye irritation	+	0.6519	65.19%
Skin irritation	-	0.7516	75.16%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7682	76.82%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6514	65.14%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5039	50.39%
Estrogen receptor binding	+	0.5383	53.83%
Androgen receptor binding	-	0.8092	80.92%
Thyroid receptor binding	-	0.5718	57.18%
Glucocorticoid receptor binding	+	0.6109	61.09%
Aromatase binding	-	0.5366	53.66%
PPAR gamma	+	0.6954	69.54%
Honey bee toxicity	-	0.9566	95.66%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.8477	84.77%

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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.85%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.15%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.83%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.24%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.56%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	87.37%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	86.53%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.45%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.13%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.28%	99.17%

Plants that contains it

• Ageratina riparia

Cross-Links

• PubChem: 13851477
• LOTUS: LTS0108007
• wikiData: Q104992087