5-Hydroxy-2-[2-(2-hydroxyphenyl)ethyl]-6-methoxychromen-4-one

Details

• Internal ID: 6eed1443-709e-4630-b6f9-37e2e7b7f03f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5-hydroxy-2-[2-(2-hydroxyphenyl)ethyl]-6-methoxychromen-4-one
• InChI: InChI=1S/C18H16O5/c1-22-16-9-8-15-17(18(16)21)14(20)10-12(23-15)7-6-11-4-2-3-5-13(11)19/h2-5,8-10,19,21H,6-7H2,1H3
• InChI Key: QIBJIVBKBQPTTD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8957	89.57%
Caco-2	+	0.5530	55.30%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8165	81.65%
OATP2B1 inhibitior	+	0.5654	56.54%
OATP1B1 inhibitior	+	0.9161	91.61%
OATP1B3 inhibitior	+	0.9651	96.51%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7753	77.53%
P-glycoprotein inhibitior	-	0.5394	53.94%
P-glycoprotein substrate	-	0.7564	75.64%
CYP3A4 substrate	+	0.5363	53.63%
CYP2C9 substrate	-	0.5831	58.31%
CYP2D6 substrate	-	0.7906	79.06%
CYP3A4 inhibition	-	0.8052	80.52%
CYP2C9 inhibition	+	0.6427	64.27%
CYP2C19 inhibition	+	0.7935	79.35%
CYP2D6 inhibition	-	0.6875	68.75%
CYP1A2 inhibition	+	0.9271	92.71%
CYP2C8 inhibition	+	0.5782	57.82%
CYP inhibitory promiscuity	+	0.5450	54.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5977	59.77%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.7856	78.56%
Skin irritation	-	0.7096	70.96%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.5364	53.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5705	57.05%
Micronuclear	+	0.5418	54.18%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8969	89.69%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7899	78.99%
Acute Oral Toxicity (c)	III	0.6219	62.19%
Estrogen receptor binding	+	0.9444	94.44%
Androgen receptor binding	+	0.8861	88.61%
Thyroid receptor binding	-	0.5384	53.84%
Glucocorticoid receptor binding	+	0.8933	89.33%
Aromatase binding	+	0.7974	79.74%
PPAR gamma	+	0.8527	85.27%
Honey bee toxicity	-	0.8303	83.03%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6149	61.49%
Fish aquatic toxicity	-	0.3733	37.33%

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	99.52%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.75%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.50%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.42%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.03%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.19%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	90.87%	90.20%
CHEMBL3401	O75469	Pregnane X receptor	89.75%	94.73%
CHEMBL2535	P11166	Glucose transporter	85.89%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.84%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.55%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.18%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.43%	92.62%
CHEMBL3194	P02766	Transthyretin	82.03%	90.71%

Plants that contains it

• Bothriochloa ischaemum

Cross-Links

• PubChem: 11098988
• LOTUS: LTS0130066
• wikiData: Q105221285