4-[(E)-2-[(2S,3S)-2-(3,4-dihydroxyphenyl)-3-(3,5-dihydroxyphenyl)-4-hydroxy-2,3-dihydro-1-benzofuran-6-yl]ethenyl]benzene-1,2-diol

Details

• Internal ID: 7a75c268-32a5-4b61-8ccd-711fc927bfcb
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 4-[(E)-2-[(2S,3S)-2-(3,4-dihydroxyphenyl)-3-(3,5-dihydroxyphenyl)-4-hydroxy-2,3-dihydro-1-benzofuran-6-yl]ethenyl]benzene-1,2-diol
• InChI: InChI=1S/C28H22O8/c29-18-10-17(11-19(30)13-18)26-27-24(35)8-15(2-1-14-3-5-20(31)22(33)7-14)9-25(27)36-28(26)16-4-6-21(32)23(34)12-16/h1-13,26,28-35H/b2-1+/t26-,28+/m0/s1
• InChI Key: XJBJJBZEDZWJKP-PDCCCBJGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₂O₈
• Molecular Weight: 486.50 g/mol
• Exact Mass: 486.13146766 g/mol
• Topological Polar Surface Area (TPSA): 151.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.06
• H-Bond Acceptor: 8
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9727	97.27%
Caco-2	-	0.8909	89.09%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4187	41.87%
OATP2B1 inhibitior	+	0.5754	57.54%
OATP1B1 inhibitior	+	0.9398	93.98%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6859	68.59%
P-glycoprotein inhibitior	+	0.6173	61.73%
P-glycoprotein substrate	-	0.9458	94.58%
CYP3A4 substrate	-	0.5183	51.83%
CYP2C9 substrate	+	0.6176	61.76%
CYP2D6 substrate	-	0.6658	66.58%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.6675	66.75%
CYP2C19 inhibition	-	0.6853	68.53%
CYP2D6 inhibition	-	0.8758	87.58%
CYP1A2 inhibition	+	0.8769	87.69%
CYP2C8 inhibition	+	0.6997	69.97%
CYP inhibitory promiscuity	+	0.9240	92.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.3733	37.33%
Eye corrosion	-	0.9879	98.79%
Eye irritation	+	0.5348	53.48%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8948	89.48%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8709	87.09%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.6915	69.15%
skin sensitisation	-	0.6015	60.15%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6348	63.48%
Acute Oral Toxicity (c)	II	0.3678	36.78%
Estrogen receptor binding	+	0.7215	72.15%
Androgen receptor binding	+	0.7886	78.86%
Thyroid receptor binding	+	0.7632	76.32%
Glucocorticoid receptor binding	+	0.7696	76.96%
Aromatase binding	+	0.5710	57.10%
PPAR gamma	+	0.8146	81.46%
Honey bee toxicity	-	0.7969	79.69%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9823	98.23%

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	99.65%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.13%	91.11%
CHEMBL3194	P02766	Transthyretin	94.05%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.08%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.97%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	87.36%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.80%	99.15%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.30%	96.12%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.85%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.34%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.09%	86.33%

Plants that contains it

• Gnetum africanum

Cross-Links

• PubChem: 11092124
• LOTUS: LTS0155410
• wikiData: Q105328846