(2S)-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-chromene-5,8-dione

Details

• Internal ID: c9464180-f9be-4178-b978-a6931c50fc10
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (2S)-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-chromene-5,8-dione
• InChI: InChI=1S/C16H14O5/c1-20-14-8-12(18)11-6-7-13(21-16(11)15(14)19)9-2-4-10(17)5-3-9/h2-5,8,13,17H,6-7H2,1H3/t13-/m0/s1
• InChI Key: AERJBWNWVDCJLD-ZDUSSCGKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	+	0.6928	69.28%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8034	80.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9066	90.66%
OATP1B3 inhibitior	+	0.9813	98.13%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6638	66.38%
P-glycoprotein inhibitior	-	0.7279	72.79%
P-glycoprotein substrate	-	0.9170	91.70%
CYP3A4 substrate	+	0.5687	56.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8078	80.78%
CYP3A4 inhibition	+	0.5294	52.94%
CYP2C9 inhibition	-	0.5396	53.96%
CYP2C19 inhibition	-	0.5352	53.52%
CYP2D6 inhibition	-	0.8890	88.90%
CYP1A2 inhibition	+	0.7025	70.25%
CYP2C8 inhibition	-	0.6219	62.19%
CYP inhibitory promiscuity	+	0.5667	56.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9318	93.18%
Carcinogenicity (trinary)	Non-required	0.4277	42.77%
Eye corrosion	-	0.9725	97.25%
Eye irritation	-	0.5423	54.23%
Skin irritation	-	0.6716	67.16%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	+	0.5002	50.02%
Human Ether-a-go-go-Related Gene inhibition	-	0.7304	73.04%
Micronuclear	+	0.5459	54.59%
Hepatotoxicity	-	0.5541	55.41%
skin sensitisation	-	0.8203	82.03%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4750	47.50%
Acute Oral Toxicity (c)	III	0.5403	54.03%
Estrogen receptor binding	+	0.7796	77.96%
Androgen receptor binding	+	0.7362	73.62%
Thyroid receptor binding	-	0.6272	62.72%
Glucocorticoid receptor binding	+	0.7058	70.58%
Aromatase binding	+	0.5274	52.74%
PPAR gamma	-	0.6547	65.47%
Honey bee toxicity	-	0.8938	89.38%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7818	78.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.02%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.66%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.45%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.78%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.24%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.42%	85.14%
CHEMBL2581	P07339	Cathepsin D	86.72%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.70%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.21%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.77%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.78%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.56%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.52%	93.99%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.48%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.91%	86.33%

Plants that contains it

• Ilex centrochinensis

Cross-Links

• PubChem: 53349839
• LOTUS: LTS0038109
• wikiData: Q104910495