5-(3,4-Dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]furan-2-one

Details

• Internal ID: 627ac750-c9a6-4ac1-9762-853f4050228b
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: 5-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]furan-2-one
• SMILES (Canonical): C1=CC(=C(C=C1C=C2C=C(OC2=O)C3=CC(=C(C=C3)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C=C2C=C(OC2=O)C3=CC(=C(C=C3)O)O)O)O
• InChI: InChI=1S/C17H12O6/c18-12-3-1-9(6-14(12)20)5-11-8-16(23-17(11)22)10-2-4-13(19)15(21)7-10/h1-8,18-21H
• InChI Key: TZBZGNPXKXHFKI-UHFFFAOYSA-N
• Popularity: 1 reference 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: 2.60
• Atomic LogP (AlogP): 2.49
• 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	-	0.6076	60.76%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7805	78.05%
OATP2B1 inhibitior	-	0.5629	56.29%
OATP1B1 inhibitior	+	0.9401	94.01%
OATP1B3 inhibitior	+	0.8800	88.00%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6825	68.25%
P-glycoprotein inhibitior	-	0.8704	87.04%
P-glycoprotein substrate	-	0.9771	97.71%
CYP3A4 substrate	-	0.5703	57.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8416	84.16%
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	+	0.5440	54.40%
CYP inhibitory promiscuity	+	0.8737	87.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4262	42.62%
Eye corrosion	-	0.9858	98.58%
Eye irritation	+	0.9290	92.90%
Skin irritation	-	0.6150	61.50%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5792	57.92%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6068	60.68%
skin sensitisation	-	0.6004	60.04%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6479	64.79%
Acute Oral Toxicity (c)	III	0.4435	44.35%
Estrogen receptor binding	+	0.8766	87.66%
Androgen receptor binding	+	0.7644	76.44%
Thyroid receptor binding	+	0.7873	78.73%
Glucocorticoid receptor binding	+	0.7739	77.39%
Aromatase binding	+	0.6696	66.96%
PPAR gamma	+	0.8348	83.48%
Honey bee toxicity	-	0.8520	85.20%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	99.69%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.96%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.12%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.09%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.50%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.46%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.79%	99.15%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.98%	93.40%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.08%	96.12%
CHEMBL3401	O75469	Pregnane X receptor	84.82%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.31%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.32%	85.30%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.06%	80.78%

Plants that contains it

• Scorzonera psychrophila

Cross-Links

• PubChem: 197526
• LOTUS: LTS0270313
• wikiData: Q105267959