3-Hydroxy-4-(4-hydroxyphenyl)-5-[(4-hydroxyphenyl)methyl]-5-methoxy-furan-2-one

Details

• Internal ID: 1725b36d-20ad-4567-90ac-22d69f7f03aa
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: 3-hydroxy-4-(4-hydroxyphenyl)-5-[(4-hydroxyphenyl)methyl]-5-methoxyfuran-2-one
• SMILES (Canonical): COC1(C(=C(C(=O)O1)O)C2=CC=C(C=C2)O)CC3=CC=C(C=C3)O
• SMILES (Isomeric): COC1(C(=C(C(=O)O1)O)C2=CC=C(C=C2)O)CC3=CC=C(C=C3)O
• InChI: InChI=1S/C18H16O6/c1-23-18(10-11-2-6-13(19)7-3-11)15(16(21)17(22)24-18)12-4-8-14(20)9-5-12/h2-9,19-21H,10H2,1H3
• InChI Key: NIRMZWVJIJSJIF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₆
• Molecular Weight: 328.30 g/mol
• Exact Mass: 328.09468823 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9602	96.02%
Caco-2	-	0.5163	51.63%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7707	77.07%
OATP2B1 inhibitior	+	0.5683	56.83%
OATP1B1 inhibitior	+	0.8677	86.77%
OATP1B3 inhibitior	+	0.8997	89.97%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6468	64.68%
P-glycoprotein inhibitior	-	0.6815	68.15%
P-glycoprotein substrate	-	0.8804	88.04%
CYP3A4 substrate	+	0.5373	53.73%
CYP2C9 substrate	-	0.8048	80.48%
CYP2D6 substrate	-	0.8533	85.33%
CYP3A4 inhibition	-	0.7643	76.43%
CYP2C9 inhibition	+	0.6221	62.21%
CYP2C19 inhibition	+	0.7441	74.41%
CYP2D6 inhibition	-	0.8661	86.61%
CYP1A2 inhibition	-	0.6328	63.28%
CYP2C8 inhibition	+	0.8276	82.76%
CYP inhibitory promiscuity	+	0.8858	88.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9139	91.39%
Carcinogenicity (trinary)	Danger	0.4795	47.95%
Eye corrosion	-	0.9878	98.78%
Eye irritation	+	0.7025	70.25%
Skin irritation	-	0.7476	74.76%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.6208	62.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.6198	61.98%
Micronuclear	+	0.6018	60.18%
Hepatotoxicity	+	0.6175	61.75%
skin sensitisation	-	0.8354	83.54%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5903	59.03%
Acute Oral Toxicity (c)	III	0.4988	49.88%
Estrogen receptor binding	+	0.8087	80.87%
Androgen receptor binding	+	0.7140	71.40%
Thyroid receptor binding	+	0.5388	53.88%
Glucocorticoid receptor binding	+	0.7578	75.78%
Aromatase binding	+	0.6663	66.63%
PPAR gamma	+	0.7731	77.31%
Honey bee toxicity	-	0.8178	81.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9873	98.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.50%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.54%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.05%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.31%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.30%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.94%	99.17%
CHEMBL1944	P08473	Neprilysin	86.54%	92.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.20%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.48%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.40%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.04%	95.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.42%	91.71%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.15%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 129905806
• LOTUS: LTS0023490
• wikiData: Q104172539