De-O-methylacetovanillochromene

Details

• Internal ID: b0b2ad01-678c-47c3-8220-2010c388f356
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 1-(8-hydroxy-2,2-dimethylchromen-6-yl)ethanone
• SMILES (Canonical): CC(=O)C1=CC2=C(C(=C1)O)OC(C=C2)(C)C
• SMILES (Isomeric): CC(=O)C1=CC2=C(C(=C1)O)OC(C=C2)(C)C
• InChI: InChI=1S/C13H14O3/c1-8(14)10-6-9-4-5-13(2,3)16-12(9)11(15)7-10/h4-7,15H,1-3H3
• InChI Key: ZGQPPXFOPXPHJR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₃
• Molecular Weight: 218.25 g/mol
• Exact Mass: 218.094294304 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 67667-62-3
• 1-(8-HYDROXY-2,2-DIMETHYLCHROMEN-6-YL)ETHANONE
• 1-(8-Hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)ethanone
• 1-(8-Hydroxy-2,2-dimethyl-2H-chromen-6-yl)ethan-1-one
• AKOS032948498
• FS-8950
• 6-acetyl-8-hydroxy-2,2-dimethylchromene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.7187	71.87%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7784	77.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9028	90.28%
OATP1B3 inhibitior	+	0.9831	98.31%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8527	85.27%
P-glycoprotein inhibitior	-	0.9231	92.31%
P-glycoprotein substrate	-	0.8731	87.31%
CYP3A4 substrate	-	0.5071	50.71%
CYP2C9 substrate	-	0.5844	58.44%
CYP2D6 substrate	-	0.7703	77.03%
CYP3A4 inhibition	-	0.6978	69.78%
CYP2C9 inhibition	-	0.5885	58.85%
CYP2C19 inhibition	-	0.5236	52.36%
CYP2D6 inhibition	-	0.7956	79.56%
CYP1A2 inhibition	+	0.7950	79.50%
CYP2C8 inhibition	-	0.7942	79.42%
CYP inhibitory promiscuity	-	0.5171	51.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5661	56.61%
Eye corrosion	-	0.9617	96.17%
Eye irritation	+	0.9221	92.21%
Skin irritation	-	0.5640	56.40%
Skin corrosion	-	0.9114	91.14%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5697	56.97%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	+	0.6564	65.64%
skin sensitisation	-	0.5900	59.00%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.6452	64.52%
Acute Oral Toxicity (c)	III	0.7686	76.86%
Estrogen receptor binding	+	0.5496	54.96%
Androgen receptor binding	-	0.8010	80.10%
Thyroid receptor binding	-	0.6709	67.09%
Glucocorticoid receptor binding	-	0.5948	59.48%
Aromatase binding	+	0.5758	57.58%
PPAR gamma	+	0.6045	60.45%
Honey bee toxicity	-	0.9232	92.32%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9072	90.72%

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	98.17%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.13%	85.14%
CHEMBL4208	P20618	Proteasome component C5	86.92%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.86%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.76%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	83.27%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.58%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	80.65%	91.49%
CHEMBL340	P08684	Cytochrome P450 3A4	80.27%	91.19%

Plants that contains it

• Embelia keniensis
• Gonzalezia decurrens
• Iostephane heterophylla
• Tithonia diversifolia
• Viguiera pazensis

Cross-Links

• PubChem: 11106833
• LOTUS: LTS0061222
• wikiData: Q105375371