(2S)-6-hydroxy-5-methoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: d004f459-da85-40b1-93d7-b4e29d903cd2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 5-O-methylated flavonoids
• IUPAC Name: (2S)-6-hydroxy-5-methoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C17H16O5/c1-20-11-5-3-10(4-6-11)15-9-13(19)16-14(22-15)8-7-12(18)17(16)21-2/h3-8,15,18H,9H2,1-2H3/t15-/m0/s1
• InChI Key: JNVXYCUYUJCFHK-HNNXBMFYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	+	0.7228	72.28%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7944	79.44%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.9437	94.37%
OATP1B3 inhibitior	+	0.9846	98.46%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7816	78.16%
P-glycoprotein inhibitior	-	0.6549	65.49%
P-glycoprotein substrate	-	0.9723	97.23%
CYP3A4 substrate	+	0.5227	52.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3531	35.31%
CYP3A4 inhibition	+	0.5952	59.52%
CYP2C9 inhibition	-	0.5298	52.98%
CYP2C19 inhibition	+	0.8388	83.88%
CYP2D6 inhibition	-	0.8175	81.75%
CYP1A2 inhibition	+	0.7683	76.83%
CYP2C8 inhibition	-	0.8490	84.90%
CYP inhibitory promiscuity	+	0.5721	57.21%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5948	59.48%
Eye corrosion	-	0.9797	97.97%
Eye irritation	-	0.6696	66.96%
Skin irritation	-	0.6859	68.59%
Skin corrosion	-	0.9775	97.75%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5210	52.10%
Micronuclear	+	0.8618	86.18%
Hepatotoxicity	-	0.6968	69.68%
skin sensitisation	-	0.9245	92.45%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5286	52.86%
Acute Oral Toxicity (c)	III	0.5646	56.46%
Estrogen receptor binding	+	0.8496	84.96%
Androgen receptor binding	+	0.6278	62.78%
Thyroid receptor binding	+	0.7054	70.54%
Glucocorticoid receptor binding	+	0.6840	68.40%
Aromatase binding	-	0.4866	48.66%
PPAR gamma	+	0.7722	77.22%
Honey bee toxicity	-	0.8976	89.76%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7870	78.70%

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	98.66%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.65%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.74%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.58%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.38%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.98%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.44%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.63%	99.23%
CHEMBL4208	P20618	Proteasome component C5	88.53%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.35%	94.00%
CHEMBL2581	P07339	Cathepsin D	83.73%	98.95%

Plants that contains it

• Mimosa tenuiflora

Cross-Links

• PubChem: 101427303
• LOTUS: LTS0015313
• wikiData: Q105132152