(2R)-4-hydroxy-3-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-2H-furan-5-one

Details

• Internal ID: fd2cfdd4-a684-4d9d-bb96-e984694a167f
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: (2R)-4-hydroxy-3-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-2H-furan-5-one
• InChI: InChI=1S/C17H14O5/c18-12-5-1-10(2-6-12)9-14-15(16(20)17(21)22-14)11-3-7-13(19)8-4-11/h1-8,14,18-20H,9H2/t14-/m1/s1
• InChI Key: YFDAFIBRAHBXFL-CQSZACIVSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₅
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.08412354 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9638	96.38%
Caco-2	+	0.5466	54.66%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7308	73.08%
OATP2B1 inhibitior	-	0.5785	57.85%
OATP1B1 inhibitior	+	0.8970	89.70%
OATP1B3 inhibitior	+	0.8916	89.16%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6036	60.36%
P-glycoprotein inhibitior	-	0.7724	77.24%
P-glycoprotein substrate	-	0.9223	92.23%
CYP3A4 substrate	-	0.5623	56.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8644	86.44%
CYP3A4 inhibition	-	0.7289	72.89%
CYP2C9 inhibition	+	0.6396	63.96%
CYP2C19 inhibition	-	0.5067	50.67%
CYP2D6 inhibition	-	0.9130	91.30%
CYP1A2 inhibition	-	0.6869	68.69%
CYP2C8 inhibition	+	0.7468	74.68%
CYP inhibitory promiscuity	+	0.8781	87.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Danger	0.4888	48.88%
Eye corrosion	-	0.9880	98.80%
Eye irritation	+	0.9438	94.38%
Skin irritation	-	0.6803	68.03%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5415	54.15%
Micronuclear	+	0.7218	72.18%
Hepatotoxicity	-	0.5218	52.18%
skin sensitisation	-	0.7117	71.17%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5623	56.23%
Acute Oral Toxicity (c)	III	0.4555	45.55%
Estrogen receptor binding	+	0.6858	68.58%
Androgen receptor binding	+	0.7982	79.82%
Thyroid receptor binding	+	0.5176	51.76%
Glucocorticoid receptor binding	+	0.6835	68.35%
Aromatase binding	+	0.5385	53.85%
PPAR gamma	+	0.7715	77.15%
Honey bee toxicity	-	0.8731	87.31%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9861	98.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.69%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.04%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.05%	94.45%
CHEMBL1944	P08473	Neprilysin	86.86%	92.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.54%	86.33%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.28%	83.10%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.15%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.02%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.55%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.21%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.70%	91.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.95%	99.17%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.98%	90.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.22%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145960141
• LOTUS: LTS0097188
• wikiData: Q105347521