5,8-Dihydroxy-2-(2-phenylethyl)chromone

Details

• Internal ID: 42119ce9-e7bb-4bdc-9557-fb64dc19c441
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5,8-dihydroxy-2-(2-phenylethyl)chromen-4-one
• SMILES (Canonical): C1=CC=C(C=C1)CCC2=CC(=O)C3=C(C=CC(=C3O2)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)CCC2=CC(=O)C3=C(C=CC(=C3O2)O)O
• InChI: InChI=1S/C17H14O4/c18-13-8-9-14(19)17-16(13)15(20)10-12(21-17)7-6-11-4-2-1-3-5-11/h1-5,8-10,18-19H,6-7H2
• InChI Key: NKMJZJDVLMDPGO-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₄
• Molecular Weight: 282.29 g/mol
• Exact Mass: 282.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• DPEC
• 69809-24-1
• 5,8-Dihydroxy-2-phenethyl-4H-chromen-4-one
• NSC626537
• 5,8-Dihydroxy-2-(2-phenylethyl)-4H-chromen-4-one
• CHEMBL5201545
• SCHEMBL16983575
• DTXSID80220103
• NSC-626537
• 5,8-dihydroxy-2-phenethyl-chromen-4-one
• 4H-1-Benzopyran-4-one, 5,8-dihydroxy-2-(2-phenylethyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9447	94.47%
Caco-2	-	0.6409	64.09%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6624	66.24%
OATP2B1 inhibitior	-	0.5751	57.51%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9668	96.68%
MATE1 inhibitior	-	0.5200	52.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5487	54.87%
P-glycoprotein inhibitior	-	0.8120	81.20%
P-glycoprotein substrate	-	0.8896	88.96%
CYP3A4 substrate	-	0.5926	59.26%
CYP2C9 substrate	-	0.5642	56.42%
CYP2D6 substrate	-	0.8131	81.31%
CYP3A4 inhibition	-	0.5052	50.52%
CYP2C9 inhibition	-	0.5504	55.04%
CYP2C19 inhibition	-	0.6232	62.32%
CYP2D6 inhibition	-	0.8905	89.05%
CYP1A2 inhibition	+	0.7888	78.88%
CYP2C8 inhibition	+	0.4603	46.03%
CYP inhibitory promiscuity	-	0.6364	63.64%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5223	52.23%
Eye corrosion	-	0.9679	96.79%
Eye irritation	+	0.6844	68.44%
Skin irritation	-	0.6002	60.02%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	+	0.6936	69.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6986	69.86%
Micronuclear	-	0.5482	54.82%
Hepatotoxicity	-	0.5069	50.69%
skin sensitisation	-	0.7623	76.23%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6900	69.00%
Acute Oral Toxicity (c)	III	0.7235	72.35%
Estrogen receptor binding	+	0.9058	90.58%
Androgen receptor binding	+	0.9068	90.68%
Thyroid receptor binding	-	0.5074	50.74%
Glucocorticoid receptor binding	+	0.6990	69.90%
Aromatase binding	+	0.8259	82.59%
PPAR gamma	+	0.8921	89.21%
Honey bee toxicity	-	0.8551	85.51%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.5203	52.03%

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	98.04%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.85%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.26%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.32%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.73%	94.73%
CHEMBL240	Q12809	HERG	89.03%	89.76%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.90%	94.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.49%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.04%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.86%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.76%	99.17%

Plants that contains it

• Aquilaria malaccensis
• Aquilaria sinensis

Cross-Links

• PubChem: 129670
• NPASS: NPC249891