1-(3,4,7-Trihydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)ethanone

Details

• Internal ID: d309788f-1045-4078-b9c7-ae94427bb5e0
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 1-(3,4,7-trihydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)ethanone
• SMILES (Canonical): CC(=O)C1=C(C=C2C(=C1)C(C(C(O2)(C)C)O)O)O
• SMILES (Isomeric): CC(=O)C1=C(C=C2C(=C1)C(C(C(O2)(C)C)O)O)O
• InChI: InChI=1S/C13H16O5/c1-6(14)7-4-8-10(5-9(7)15)18-13(2,3)12(17)11(8)16/h4-5,11-12,15-17H,1-3H3
• InChI Key: VUPPIEZLVWZMRF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.26 g/mol
• Exact Mass: 252.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.16
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9652	96.52%
Caco-2	-	0.6658	66.58%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7604	76.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9150	91.50%
OATP1B3 inhibitior	+	0.9842	98.42%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8974	89.74%
P-glycoprotein inhibitior	-	0.9279	92.79%
P-glycoprotein substrate	-	0.8461	84.61%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8051	80.51%
CYP3A4 inhibition	-	0.8543	85.43%
CYP2C9 inhibition	-	0.8560	85.60%
CYP2C19 inhibition	-	0.8370	83.70%
CYP2D6 inhibition	-	0.8946	89.46%
CYP1A2 inhibition	+	0.9032	90.32%
CYP2C8 inhibition	-	0.7038	70.38%
CYP inhibitory promiscuity	-	0.7633	76.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6348	63.48%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.5955	59.55%
Skin irritation	-	0.6066	60.66%
Skin corrosion	-	0.8709	87.09%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6233	62.33%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7593	75.93%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6827	68.27%
Acute Oral Toxicity (c)	III	0.7226	72.26%
Estrogen receptor binding	+	0.5855	58.55%
Androgen receptor binding	-	0.7633	76.33%
Thyroid receptor binding	+	0.6012	60.12%
Glucocorticoid receptor binding	+	0.5695	56.95%
Aromatase binding	-	0.5400	54.00%
PPAR gamma	+	0.5788	57.88%
Honey bee toxicity	-	0.8702	87.02%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9063	90.63%

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	98.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.95%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.94%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.76%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.52%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.69%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	83.59%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	82.80%	94.73%

Plants that contains it

• Helianthella quinquenervis

Cross-Links

• PubChem: 85434450
• LOTUS: LTS0237216
• wikiData: Q105297364