2-(2-Hydroxyphenethyl)-6-hydroxychromone

Details

• Internal ID: 0e128801-2d5b-4a59-9b34-d3980457efa7
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 6-hydroxy-2-[2-(2-hydroxyphenyl)ethyl]chromen-4-one
• SMILES (Canonical): C1=CC=C(C(=C1)CCC2=CC(=O)C3=C(O2)C=CC(=C3)O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)CCC2=CC(=O)C3=C(O2)C=CC(=C3)O)O
• InChI: InChI=1S/C17H14O4/c18-12-6-8-17-14(9-12)16(20)10-13(21-17)7-5-11-3-1-2-4-15(11)19/h1-4,6,8-10,18-19H,5,7H2
• InChI Key: WSKFJNGZYYOXNY-UHFFFAOYSA-N
• Popularity: 2 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: 3.10
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 6-hydroxy-2-[2-(2-hydroxyphenyl) ethyl]chromone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9249	92.49%
Caco-2	-	0.7830	78.30%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8586	85.86%
OATP2B1 inhibitior	+	0.5583	55.83%
OATP1B1 inhibitior	+	0.8709	87.09%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5703	57.03%
P-glycoprotein inhibitior	-	0.8354	83.54%
P-glycoprotein substrate	-	0.8242	82.42%
CYP3A4 substrate	-	0.5209	52.09%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.7933	79.33%
CYP3A4 inhibition	-	0.7020	70.20%
CYP2C9 inhibition	+	0.8517	85.17%
CYP2C19 inhibition	+	0.8087	80.87%
CYP2D6 inhibition	-	0.8228	82.28%
CYP1A2 inhibition	+	0.8249	82.49%
CYP2C8 inhibition	+	0.5180	51.80%
CYP inhibitory promiscuity	-	0.6219	62.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5934	59.34%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.5170	51.70%
Skin irritation	-	0.6152	61.52%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6459	64.59%
Micronuclear	+	0.5759	57.59%
Hepatotoxicity	+	0.6283	62.83%
skin sensitisation	-	0.7703	77.03%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7572	75.72%
Acute Oral Toxicity (c)	I	0.4468	44.68%
Estrogen receptor binding	+	0.9343	93.43%
Androgen receptor binding	+	0.9322	93.22%
Thyroid receptor binding	+	0.5862	58.62%
Glucocorticoid receptor binding	+	0.7567	75.67%
Aromatase binding	+	0.8963	89.63%
PPAR gamma	+	0.8815	88.15%
Honey bee toxicity	-	0.8695	86.95%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7850	78.50%

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	99.66%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.14%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.73%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.54%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.81%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.23%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.71%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.27%	99.23%
CHEMBL2535	P11166	Glucose transporter	85.44%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.26%	99.15%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.13%	83.57%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.63%	94.00%

Plants that contains it

• Aquilaria malaccensis

Cross-Links

• PubChem: 11076893
• NPASS: NPC173036