6-(2-hydroxyacetyl)-2,2-dimethyl-3H-chromen-4-one

Details

• Internal ID: 10c25d31-548e-49f5-9463-39f125ac648b
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 6-(2-hydroxyacetyl)-2,2-dimethyl-3H-chromen-4-one
• SMILES (Canonical): CC1(CC(=O)C2=C(O1)C=CC(=C2)C(=O)CO)C
• SMILES (Isomeric): CC1(CC(=O)C2=C(O1)C=CC(=C2)C(=O)CO)C
• InChI: InChI=1S/C13H14O4/c1-13(2)6-10(15)9-5-8(11(16)7-14)3-4-12(9)17-13/h3-5,14H,6-7H2,1-2H3
• InChI Key: QWGPUIVPOWVIED-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: 1.00
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9780	97.80%
Caco-2	+	0.7842	78.42%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7526	75.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9125	91.25%
OATP1B3 inhibitior	+	0.9607	96.07%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8290	82.90%
P-glycoprotein inhibitior	-	0.9520	95.20%
P-glycoprotein substrate	-	0.8800	88.00%
CYP3A4 substrate	-	0.5261	52.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7118	71.18%
CYP3A4 inhibition	-	0.6686	66.86%
CYP2C9 inhibition	+	0.5503	55.03%
CYP2C19 inhibition	-	0.5647	56.47%
CYP2D6 inhibition	-	0.8819	88.19%
CYP1A2 inhibition	+	0.5966	59.66%
CYP2C8 inhibition	-	0.8072	80.72%
CYP inhibitory promiscuity	-	0.8117	81.17%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6337	63.37%
Eye corrosion	-	0.9772	97.72%
Eye irritation	+	0.7172	71.72%
Skin irritation	-	0.7979	79.79%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.7523	75.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.8334	83.34%
Micronuclear	-	0.5541	55.41%
Hepatotoxicity	+	0.5107	51.07%
skin sensitisation	-	0.7115	71.15%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.7677	76.77%
Acute Oral Toxicity (c)	III	0.5283	52.83%
Estrogen receptor binding	-	0.6844	68.44%
Androgen receptor binding	-	0.6796	67.96%
Thyroid receptor binding	-	0.7157	71.57%
Glucocorticoid receptor binding	-	0.6575	65.75%
Aromatase binding	-	0.5303	53.03%
PPAR gamma	-	0.5412	54.12%
Honey bee toxicity	-	0.9443	94.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.7174	71.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.79%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.78%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.61%	86.33%
CHEMBL4208	P20618	Proteasome component C5	93.18%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.07%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.54%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.66%	95.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.51%	90.24%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.50%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.25%	94.80%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.23%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.02%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.99%	89.34%

Plants that contains it

• Chrysothamnus viscidiflorus

Cross-Links

• PubChem: 163042609
• LOTUS: LTS0040745
• wikiData: Q57079391