5-Hydroxy-2-[2-(2-Hydroxyphenyl)Ethyl]Chromone

Details

• Internal ID: 8cee2536-3308-4a9d-b1ff-46332ad71011
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5-hydroxy-2-[2-(2-hydroxyphenyl)ethyl]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/c18-13-5-2-1-4-11(13)8-9-12-10-15(20)17-14(19)6-3-7-16(17)21-12/h1-7,10,18-19H,8-9H2
• InChI Key: VJJIYNCAKZLESG-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

• SCHEMBL16972779
• 2-(2-Hydroxyphenethyl)-5-hydroxychromone
• 5-hydroxy-2-[2-(2-hydroxy-phenyl)ethyl]-chromone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9249	92.49%
Caco-2	+	0.6264	62.64%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8586	85.86%
OATP2B1 inhibitior	+	0.5592	55.92%
OATP1B1 inhibitior	+	0.9399	93.99%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	0.5200	52.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5257	52.57%
P-glycoprotein inhibitior	-	0.7940	79.40%
P-glycoprotein substrate	-	0.8846	88.46%
CYP3A4 substrate	-	0.5639	56.39%
CYP2C9 substrate	-	0.5642	56.42%
CYP2D6 substrate	-	0.8131	81.31%
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	-	0.7194	71.94%
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	+	0.5681	56.81%
Skin irritation	-	0.6152	61.52%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6511	65.11%
Micronuclear	+	0.5759	57.59%
Hepatotoxicity	+	0.5658	56.58%
skin sensitisation	-	0.7703	77.03%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6270	62.70%
Acute Oral Toxicity (c)	I	0.4468	44.68%
Estrogen receptor binding	+	0.9567	95.67%
Androgen receptor binding	+	0.7957	79.57%
Thyroid receptor binding	-	0.5134	51.34%
Glucocorticoid receptor binding	+	0.8452	84.52%
Aromatase binding	+	0.8506	85.06%
PPAR gamma	+	0.8875	88.75%
Honey bee toxicity	-	0.8883	88.83%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
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	99.39%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.03%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	93.36%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.29%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.85%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.51%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.55%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.48%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.37%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.69%	99.23%

Plants that contains it

• Bothriochloa ischaemum
• Imperata cylindrica
• Sanguisorba officinalis

Cross-Links

• PubChem: 11822089
• NPASS: NPC137264
• LOTUS: LTS0204018
• wikiData: Q105287289