6-Acetyl-7-hydroxy-2,3-dimethyl-chromone

Details

• Internal ID: 34ca535e-b7d2-40e2-a4e6-76be1fd4d6c2
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 6-acetyl-7-hydroxy-2,3-dimethylchromen-4-one
• SMILES (Canonical): CC1=C(OC2=CC(=C(C=C2C1=O)C(=O)C)O)C
• SMILES (Isomeric): CC1=C(OC2=CC(=C(C=C2C1=O)C(=O)C)O)C
• InChI: InChI=1S/C13H12O4/c1-6-8(3)17-12-5-11(15)9(7(2)14)4-10(12)13(6)16/h4-5,15H,1-3H3
• InChI Key: LLFACEFXSUBTHF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.07355886 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 6-Acetyl-7-hydroxy-2,3-dimethyl-4H-chromen-4-one
• 225518-70-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9806	98.06%
Caco-2	+	0.8186	81.86%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7205	72.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9416	94.16%
OATP1B3 inhibitior	+	0.9834	98.34%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9333	93.33%
P-glycoprotein inhibitior	-	0.8966	89.66%
P-glycoprotein substrate	-	0.8374	83.74%
CYP3A4 substrate	-	0.5896	58.96%
CYP2C9 substrate	-	0.5842	58.42%
CYP2D6 substrate	-	0.8584	85.84%
CYP3A4 inhibition	-	0.8210	82.10%
CYP2C9 inhibition	-	0.8403	84.03%
CYP2C19 inhibition	-	0.9369	93.69%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	+	0.9506	95.06%
CYP2C8 inhibition	-	0.8307	83.07%
CYP inhibitory promiscuity	-	0.8056	80.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6570	65.70%
Eye corrosion	-	0.9874	98.74%
Eye irritation	+	0.7309	73.09%
Skin irritation	-	0.6149	61.49%
Skin corrosion	-	0.9754	97.54%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6681	66.81%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	-	0.9205	92.05%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6909	69.09%
Acute Oral Toxicity (c)	III	0.4613	46.13%
Estrogen receptor binding	+	0.6448	64.48%
Androgen receptor binding	+	0.5209	52.09%
Thyroid receptor binding	-	0.6877	68.77%
Glucocorticoid receptor binding	-	0.5988	59.88%
Aromatase binding	+	0.6147	61.47%
PPAR gamma	-	0.5138	51.38%
Honey bee toxicity	-	0.9383	93.83%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	+	0.9571	95.71%

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	98.36%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.07%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.66%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.42%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.01%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.47%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.03%	99.23%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.84%	94.42%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.55%	93.65%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.30%	90.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.82%	90.71%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.47%	81.11%

Plants that contains it

• Tithonia diversifolia

Cross-Links

• PubChem: 10728258
• LOTUS: LTS0251360
• wikiData: Q105153471