1-(5-Hydroxy-7,8-dimethoxy-2,2-dimethylchromen-6-yl)ethanone

Details

• Internal ID: a15bedcb-ac63-425f-a3e8-9ae9abc5a75d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 1-(5-hydroxy-7,8-dimethoxy-2,2-dimethylchromen-6-yl)ethanone
• SMILES (Canonical): CC(=O)C1=C(C(=C2C(=C1O)C=CC(O2)(C)C)OC)OC
• SMILES (Isomeric): CC(=O)C1=C(C(=C2C(=C1O)C=CC(O2)(C)C)OC)OC
• InChI: InChI=1S/C15H18O5/c1-8(16)10-11(17)9-6-7-15(2,3)20-12(9)14(19-5)13(10)18-4/h6-7,17H,1-5H3
• InChI Key: MJIGAKUNGKCVLL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	+	0.5865	58.65%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7018	70.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8617	86.17%
OATP1B3 inhibitior	+	0.9879	98.79%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5143	51.43%
P-glycoprotein inhibitior	-	0.8163	81.63%
P-glycoprotein substrate	-	0.8663	86.63%
CYP3A4 substrate	+	0.5491	54.91%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8303	83.03%
CYP3A4 inhibition	+	0.7103	71.03%
CYP2C9 inhibition	-	0.8913	89.13%
CYP2C19 inhibition	+	0.7122	71.22%
CYP2D6 inhibition	-	0.7278	72.78%
CYP1A2 inhibition	+	0.8092	80.92%
CYP2C8 inhibition	-	0.7604	76.04%
CYP inhibitory promiscuity	+	0.5495	54.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4753	47.53%
Eye corrosion	-	0.9706	97.06%
Eye irritation	+	0.9245	92.45%
Skin irritation	-	0.6945	69.45%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4922	49.22%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5172	51.72%
skin sensitisation	-	0.8118	81.18%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7162	71.62%
Acute Oral Toxicity (c)	III	0.5358	53.58%
Estrogen receptor binding	+	0.9195	91.95%
Androgen receptor binding	-	0.7356	73.56%
Thyroid receptor binding	+	0.6670	66.70%
Glucocorticoid receptor binding	+	0.6981	69.81%
Aromatase binding	+	0.5918	59.18%
PPAR gamma	+	0.7558	75.58%
Honey bee toxicity	-	0.8997	89.97%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6855	68.55%
Fish aquatic toxicity	+	0.9177	91.77%

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	98.84%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.83%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.71%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.58%	85.14%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.75%	85.30%
CHEMBL4208	P20618	Proteasome component C5	84.85%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.06%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.85%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	80.37%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.33%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.20%	99.17%

Plants that contains it

• Melicope pteleifolia

Cross-Links

• PubChem: 15838204
• LOTUS: LTS0176278
• wikiData: Q105165441