1-(3,4-Dihydroxy-5,7-dimethoxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)ethanone

Details

• Internal ID: 22e8d4f7-c0f2-4c49-8c1e-9dc955212813
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 1-(3,4-dihydroxy-5,7-dimethoxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)ethanone
• SMILES (Canonical): CC(=O)C1=C(C=C2C(=C1OC)C(C(C(O2)(C)C)O)O)OC
• SMILES (Isomeric): CC(=O)C1=C(C=C2C(=C1OC)C(C(C(O2)(C)C)O)O)OC
• InChI: InChI=1S/C15H20O6/c1-7(16)10-8(19-4)6-9-11(13(10)20-5)12(17)14(18)15(2,3)21-9/h6,12,14,17-18H,1-5H3
• InChI Key: JPHRWMIBMBVHII-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₆
• Molecular Weight: 296.31 g/mol
• Exact Mass: 296.12598835 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 6
• 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	+	0.9558	95.58%
Caco-2	+	0.6427	64.27%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7510	75.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9173	91.73%
OATP1B3 inhibitior	+	0.9826	98.26%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7726	77.26%
P-glycoprotein inhibitior	-	0.8447	84.47%
P-glycoprotein substrate	-	0.8693	86.93%
CYP3A4 substrate	+	0.5444	54.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7413	74.13%
CYP3A4 inhibition	-	0.7393	73.93%
CYP2C9 inhibition	-	0.9414	94.14%
CYP2C19 inhibition	-	0.6351	63.51%
CYP2D6 inhibition	-	0.8240	82.40%
CYP1A2 inhibition	+	0.8304	83.04%
CYP2C8 inhibition	-	0.5692	56.92%
CYP inhibitory promiscuity	-	0.7089	70.89%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5976	59.76%
Eye corrosion	-	0.9742	97.42%
Eye irritation	+	0.5395	53.95%
Skin irritation	-	0.7041	70.41%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3852	38.52%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8635	86.35%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5092	50.92%
Acute Oral Toxicity (c)	III	0.6965	69.65%
Estrogen receptor binding	+	0.6475	64.75%
Androgen receptor binding	-	0.6623	66.23%
Thyroid receptor binding	+	0.6911	69.11%
Glucocorticoid receptor binding	+	0.5579	55.79%
Aromatase binding	-	0.5478	54.78%
PPAR gamma	+	0.7234	72.34%
Honey bee toxicity	-	0.8405	84.05%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	+	0.8479	84.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.66%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.05%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	94.28%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.14%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	89.06%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.86%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.43%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.81%	89.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.80%	89.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.39%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.45%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.39%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.72%	94.00%

Plants that contains it

• Dinosperma stipitata
• Melicope pteleifolia

Cross-Links

• PubChem: 163002462
• LOTUS: LTS0010567
• wikiData: Q105132750