(2S)-7-methoxy-2-phenyl-5-[(E)-2-phenylethenyl]-2,3-dihydrochromen-4-one

Details

• Internal ID: ed91739c-511f-454a-94e0-9bb9b39023f1
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (2S)-7-methoxy-2-phenyl-5-[(E)-2-phenylethenyl]-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C24H20O3/c1-26-20-14-19(13-12-17-8-4-2-5-9-17)24-21(25)16-22(27-23(24)15-20)18-10-6-3-7-11-18/h2-15,22H,16H2,1H3/b13-12+/t22-/m0/s1
• InChI Key: DNOQQUJHCNMRLL-GNNUASRNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₀O₃
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.14124450 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.57
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7364	73.64%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7420	74.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9084	90.84%
OATP1B3 inhibitior	+	0.9959	99.59%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9551	95.51%
P-glycoprotein inhibitior	+	0.8919	89.19%
P-glycoprotein substrate	-	0.9232	92.32%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.8105	81.05%
CYP2D6 substrate	-	0.7519	75.19%
CYP3A4 inhibition	+	0.5125	51.25%
CYP2C9 inhibition	+	0.8983	89.83%
CYP2C19 inhibition	+	0.9796	97.96%
CYP2D6 inhibition	-	0.8531	85.31%
CYP1A2 inhibition	+	0.9681	96.81%
CYP2C8 inhibition	+	0.4860	48.60%
CYP inhibitory promiscuity	+	0.8944	89.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.4379	43.79%
Eye corrosion	-	0.9291	92.91%
Eye irritation	-	0.8005	80.05%
Skin irritation	-	0.6626	66.26%
Skin corrosion	-	0.9802	98.02%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8450	84.50%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	-	0.8428	84.28%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5695	56.95%
Acute Oral Toxicity (c)	III	0.5964	59.64%
Estrogen receptor binding	+	0.8741	87.41%
Androgen receptor binding	+	0.8222	82.22%
Thyroid receptor binding	+	0.5743	57.43%
Glucocorticoid receptor binding	+	0.8135	81.35%
Aromatase binding	+	0.6510	65.10%
PPAR gamma	+	0.6162	61.62%
Honey bee toxicity	-	0.7970	79.70%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8680	86.80%

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	97.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.40%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.16%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.15%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.01%	93.99%
CHEMBL2581	P07339	Cathepsin D	90.63%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.97%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.34%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.17%	93.00%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	86.98%	81.29%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.70%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.00%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	82.53%	94.73%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	82.39%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.83%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.46%	90.00%

Plants that contains it

• Polytrichum commune

Cross-Links

• PubChem: 163103868
• LOTUS: LTS0164244
• wikiData: Q104985673