1-[7-Hydroxy-2-(hydroxymethyl)-8-methoxy-2-methylchromen-6-yl]ethanone

Details

• Internal ID: 754c3b51-0d2f-46d4-89dd-b5a285430d9a
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 1-[7-hydroxy-2-(hydroxymethyl)-8-methoxy-2-methylchromen-6-yl]ethanone
• SMILES (Canonical): CC(=O)C1=C(C(=C2C(=C1)C=CC(O2)(C)CO)OC)O
• SMILES (Isomeric): CC(=O)C1=C(C(=C2C(=C1)C=CC(O2)(C)CO)OC)O
• InChI: InChI=1S/C14H16O5/c1-8(16)10-6-9-4-5-14(2,7-15)19-12(9)13(18-3)11(10)17/h4-6,15,17H,7H2,1-3H3
• InChI Key: TYYRUZQREMHCRM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.27 g/mol
• Exact Mass: 264.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9713	97.13%
Caco-2	-	0.5555	55.55%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6697	66.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7778	77.78%
OATP1B3 inhibitior	+	0.9099	90.99%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5429	54.29%
P-glycoprotein inhibitior	-	0.9485	94.85%
P-glycoprotein substrate	-	0.7843	78.43%
CYP3A4 substrate	+	0.5755	57.55%
CYP2C9 substrate	-	0.8034	80.34%
CYP2D6 substrate	-	0.8364	83.64%
CYP3A4 inhibition	-	0.5472	54.72%
CYP2C9 inhibition	-	0.7994	79.94%
CYP2C19 inhibition	+	0.5239	52.39%
CYP2D6 inhibition	-	0.7967	79.67%
CYP1A2 inhibition	+	0.6948	69.48%
CYP2C8 inhibition	+	0.5143	51.43%
CYP inhibitory promiscuity	+	0.5251	52.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6465	64.65%
Eye corrosion	-	0.9849	98.49%
Eye irritation	+	0.6344	63.44%
Skin irritation	-	0.8126	81.26%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7827	78.27%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5816	58.16%
skin sensitisation	-	0.7660	76.60%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7295	72.95%
Acute Oral Toxicity (c)	III	0.5212	52.12%
Estrogen receptor binding	+	0.6681	66.81%
Androgen receptor binding	-	0.6603	66.03%
Thyroid receptor binding	+	0.5136	51.36%
Glucocorticoid receptor binding	+	0.7148	71.48%
Aromatase binding	+	0.5911	59.11%
PPAR gamma	+	0.7246	72.46%
Honey bee toxicity	-	0.9218	92.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.7686	76.86%

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	98.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.69%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.81%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.63%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.08%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.16%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.83%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.10%	96.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.97%	97.28%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.89%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.87%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.89%	94.42%
CHEMBL3401	O75469	Pregnane X receptor	80.24%	94.73%

Plants that contains it

• Ageratina riparia

Cross-Links

• PubChem: 163018153
• LOTUS: LTS0124970
• wikiData: Q105267818