(5E)-3-(3,4-dihydroxyphenyl)-5-[hydroxy-(4-hydroxyphenyl)methylidene]furan-2-one

Details

• Internal ID: 79c8483e-bd43-4ae0-8246-b441b54a78f3
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: (5E)-3-(3,4-dihydroxyphenyl)-5-[hydroxy-(4-hydroxyphenyl)methylidene]furan-2-one
• SMILES (Canonical): C1=CC(=CC=C1C(=C2C=C(C(=O)O2)C3=CC(=C(C=C3)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C(=C\2/C=C(C(=O)O2)C3=CC(=C(C=C3)O)O)/O)O
• InChI: InChI=1S/C17H12O6/c18-11-4-1-9(2-5-11)16(21)15-8-12(17(22)23-15)10-3-6-13(19)14(20)7-10/h1-8,18-21H/b16-15+
• InChI Key: ANPVJUJRNIWLTG-FOCLMDBBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂O₆
• Molecular Weight: 312.27 g/mol
• Exact Mass: 312.06338810 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9822	98.22%
Caco-2	+	0.4933	49.33%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7805	78.05%
OATP2B1 inhibitior	-	0.6957	69.57%
OATP1B1 inhibitior	+	0.9176	91.76%
OATP1B3 inhibitior	+	0.8800	88.00%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6508	65.08%
P-glycoprotein inhibitior	-	0.8459	84.59%
P-glycoprotein substrate	-	0.9315	93.15%
CYP3A4 substrate	-	0.5329	53.29%
CYP2C9 substrate	-	0.8189	81.89%
CYP2D6 substrate	-	0.8838	88.38%
CYP3A4 inhibition	-	0.7314	73.14%
CYP2C9 inhibition	+	0.7093	70.93%
CYP2C19 inhibition	+	0.5938	59.38%
CYP2D6 inhibition	-	0.8945	89.45%
CYP1A2 inhibition	+	0.6449	64.49%
CYP2C8 inhibition	+	0.8687	86.87%
CYP inhibitory promiscuity	+	0.8737	87.37%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4262	42.62%
Eye corrosion	-	0.9858	98.58%
Eye irritation	+	0.9284	92.84%
Skin irritation	-	0.6150	61.50%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6772	67.72%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5334	53.34%
skin sensitisation	-	0.6004	60.04%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6940	69.40%
Acute Oral Toxicity (c)	III	0.4435	44.35%
Estrogen receptor binding	+	0.8810	88.10%
Androgen receptor binding	+	0.8500	85.00%
Thyroid receptor binding	+	0.6754	67.54%
Glucocorticoid receptor binding	+	0.8524	85.24%
Aromatase binding	+	0.7102	71.02%
PPAR gamma	+	0.8089	80.89%
Honey bee toxicity	-	0.9107	91.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	98.17%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.21%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.54%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.37%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.78%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.07%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.74%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.34%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.83%	95.50%
CHEMBL3194	P02766	Transthyretin	82.74%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.55%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.70%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102286571
• LOTUS: LTS0090832
• wikiData: Q104915346