1-(3,6,8-Trihydroxy-3-methyl-2,4-dihydrochromen-4-yl)ethanone

Details

• Internal ID: 349e3a81-5e80-420b-965c-34037a6250cf
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 1-(3,6,8-trihydroxy-3-methyl-2,4-dihydrochromen-4-yl)ethanone
• SMILES (Canonical): CC(=O)C1C2=C(C(=CC(=C2)O)O)OCC1(C)O
• SMILES (Isomeric): CC(=O)C1C2=C(C(=CC(=C2)O)O)OCC1(C)O
• InChI: InChI=1S/C12H14O5/c1-6(13)10-8-3-7(14)4-9(15)11(8)17-5-12(10,2)16/h3-4,10,14-16H,5H2,1-2H3
• InChI Key: ADXNIJXMFVSXDQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₅
• Molecular Weight: 238.24 g/mol
• Exact Mass: 238.08412354 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.91
• 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	+	0.9160	91.60%
Caco-2	+	0.6596	65.96%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5804	58.04%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9285	92.85%
OATP1B3 inhibitior	+	0.9570	95.70%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9134	91.34%
P-glycoprotein inhibitior	-	0.9538	95.38%
P-glycoprotein substrate	-	0.8435	84.35%
CYP3A4 substrate	+	0.5357	53.57%
CYP2C9 substrate	+	0.5940	59.40%
CYP2D6 substrate	-	0.6988	69.88%
CYP3A4 inhibition	-	0.5751	57.51%
CYP2C9 inhibition	-	0.7129	71.29%
CYP2C19 inhibition	-	0.7592	75.92%
CYP2D6 inhibition	-	0.7953	79.53%
CYP1A2 inhibition	+	0.7989	79.89%
CYP2C8 inhibition	-	0.7214	72.14%
CYP inhibitory promiscuity	-	0.7759	77.59%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6057	60.57%
Eye corrosion	-	0.9898	98.98%
Eye irritation	+	0.5771	57.71%
Skin irritation	-	0.7083	70.83%
Skin corrosion	-	0.9198	91.98%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6430	64.30%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7822	78.22%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5738	57.38%
Acute Oral Toxicity (c)	III	0.5677	56.77%
Estrogen receptor binding	+	0.7030	70.30%
Androgen receptor binding	+	0.5890	58.90%
Thyroid receptor binding	-	0.5690	56.90%
Glucocorticoid receptor binding	+	0.7046	70.46%
Aromatase binding	-	0.6573	65.73%
PPAR gamma	+	0.5538	55.38%
Honey bee toxicity	-	0.8340	83.40%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7209	72.09%

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	98.97%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.01%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.28%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.77%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.29%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.87%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.75%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.80%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.09%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.42%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.11%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	80.65%	94.73%

Plants that contains it

• Senna siamea

Cross-Links

• PubChem: 162985033
• LOTUS: LTS0060168
• wikiData: Q104909874