6-acetyl-2-hydroxy-2,3-dimethyl-3H-chromen-4-one

Details

• Internal ID: d4b7c148-4410-4033-913d-40b442203437
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 6-acetyl-2-hydroxy-2,3-dimethyl-3H-chromen-4-one
• SMILES (Canonical): CC1C(=O)C2=C(C=CC(=C2)C(=O)C)OC1(C)O
• SMILES (Isomeric): CC1C(=O)C2=C(C=CC(=C2)C(=O)C)OC1(C)O
• InChI: InChI=1S/C13H14O4/c1-7-12(15)10-6-9(8(2)14)4-5-11(10)17-13(7,3)16/h4-7,16H,1-3H3
• InChI Key: XAHKJAOKOXHIAQ-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): 63.60 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9468	94.68%
Caco-2	+	0.8207	82.07%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6969	69.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9234	92.34%
OATP1B3 inhibitior	+	0.9725	97.25%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8621	86.21%
P-glycoprotein inhibitior	-	0.9335	93.35%
P-glycoprotein substrate	-	0.8175	81.75%
CYP3A4 substrate	+	0.5125	51.25%
CYP2C9 substrate	-	0.5820	58.20%
CYP2D6 substrate	-	0.8228	82.28%
CYP3A4 inhibition	-	0.8830	88.30%
CYP2C9 inhibition	-	0.8976	89.76%
CYP2C19 inhibition	-	0.9834	98.34%
CYP2D6 inhibition	-	0.9794	97.94%
CYP1A2 inhibition	-	0.5094	50.94%
CYP2C8 inhibition	-	0.7754	77.54%
CYP inhibitory promiscuity	-	0.9360	93.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6333	63.33%
Eye corrosion	-	0.9676	96.76%
Eye irritation	-	0.8108	81.08%
Skin irritation	-	0.5162	51.62%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6431	64.31%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	+	0.5449	54.49%
skin sensitisation	-	0.8958	89.58%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6825	68.25%
Acute Oral Toxicity (c)	II	0.5921	59.21%
Estrogen receptor binding	-	0.6243	62.43%
Androgen receptor binding	-	0.5461	54.61%
Thyroid receptor binding	-	0.6918	69.18%
Glucocorticoid receptor binding	-	0.8055	80.55%
Aromatase binding	-	0.6217	62.17%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9607	96.07%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5652	56.52%
Fish aquatic toxicity	+	0.9491	94.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293294	P51151	Ras-related protein Rab-9A	95.12%	87.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.60%	91.11%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	93.04%	81.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.15%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.25%	98.95%
CHEMBL4208	P20618	Proteasome component C5	88.14%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.09%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	87.60%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.61%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.28%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.80%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.71%	91.07%

Plants that contains it

• Gynura japonica

Cross-Links

• PubChem: 163192842
• LOTUS: LTS0127053
• wikiData: Q105323928