(2Z)-2-[(2E)-1,2-bis(3,4-dihydroxyphenyl)-2-(6-hydroxy-3-oxo-1-benzofuran-2-ylidene)ethylidene]-6-hydroxy-1-benzofuran-3-one

Details

• Internal ID: 2767aca3-c5a7-46fe-839f-9c37ec6d7ede
• Taxonomy: Phenylpropanoids and polyketides > Aurone flavonoids
• IUPAC Name: (2Z)-2-[(2E)-1,2-bis(3,4-dihydroxyphenyl)-2-(6-hydroxy-3-oxo-1-benzofuran-2-ylidene)ethylidene]-6-hydroxy-1-benzofuran-3-one
• InChI: InChI=1S/C30H18O10/c31-15-3-5-17-23(11-15)39-29(27(17)37)25(13-1-7-19(33)21(35)9-13)26(14-2-8-20(34)22(36)10-14)30-28(38)18-6-4-16(32)12-24(18)40-30/h1-12,31-36H/b29-25-,30-26+
• InChI Key: MZVYXDUSVXNKLC-ZUSIYWPSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₁₈O₁₀
• Molecular Weight: 538.50 g/mol
• Exact Mass: 538.08999677 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.59
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	-	0.8969	89.69%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7353	73.53%
OATP2B1 inhibitior	+	0.5664	56.64%
OATP1B1 inhibitior	+	0.8961	89.61%
OATP1B3 inhibitior	+	0.9694	96.94%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8414	84.14%
P-glycoprotein inhibitior	-	0.4852	48.52%
P-glycoprotein substrate	-	0.9120	91.20%
CYP3A4 substrate	-	0.5628	56.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7968	79.68%
CYP3A4 inhibition	-	0.6880	68.80%
CYP2C9 inhibition	+	0.8711	87.11%
CYP2C19 inhibition	+	0.6130	61.30%
CYP2D6 inhibition	-	0.8515	85.15%
CYP1A2 inhibition	+	0.8602	86.02%
CYP2C8 inhibition	+	0.5677	56.77%
CYP inhibitory promiscuity	+	0.7274	72.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.4196	41.96%
Eye corrosion	-	0.9864	98.64%
Eye irritation	+	0.7543	75.43%
Skin irritation	-	0.5227	52.27%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6469	64.69%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.5637	56.37%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6100	61.00%
Acute Oral Toxicity (c)	II	0.3669	36.69%
Estrogen receptor binding	+	0.8003	80.03%
Androgen receptor binding	+	0.9288	92.88%
Thyroid receptor binding	-	0.5662	56.62%
Glucocorticoid receptor binding	+	0.5852	58.52%
Aromatase binding	-	0.6880	68.80%
PPAR gamma	+	0.6725	67.25%
Honey bee toxicity	-	0.8587	85.87%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	99.23%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.84%	91.11%
CHEMBL3194	P02766	Transthyretin	94.35%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.65%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.58%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.93%	89.00%
CHEMBL4208	P20618	Proteasome component C5	86.21%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.79%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.66%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.37%	90.71%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.90%	80.78%
CHEMBL242	Q92731	Estrogen receptor beta	82.59%	98.35%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.28%	99.23%
CHEMBL2535	P11166	Glucose transporter	80.31%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	80.03%	94.73%

Plants that contains it

• Cotinus coggygria

Cross-Links

• PubChem: 58725595
• LOTUS: LTS0002330
• wikiData: Q105176083