2-[[2-(4-Hydroxy-3,5-dimethoxyphenyl)-5-(3-hydroxyprop-1-enyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: e6509b7a-4abd-4d96-9c3d-c477286862d2
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-[[2-(4-hydroxy-3,5-dimethoxyphenyl)-5-(3-hydroxyprop-1-enyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C27H34O12/c1-34-17-9-14(10-18(35-2)21(17)30)25-16(12-37-27-24(33)23(32)22(31)20(11-29)38-27)15-7-13(5-4-6-28)8-19(36-3)26(15)39-25/h4-5,7-10,16,20,22-25,27-33H,6,11-12H2,1-3H3
• InChI Key: FTCVRYRVLGJPSL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₁₂
• Molecular Weight: 550.60 g/mol
• Exact Mass: 550.20502652 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.46
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5975	59.75%
Caco-2	-	0.8320	83.20%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5887	58.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7576	75.76%
OATP1B3 inhibitior	+	0.9700	97.00%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8221	82.21%
P-glycoprotein inhibitior	-	0.4651	46.51%
P-glycoprotein substrate	-	0.6960	69.60%
CYP3A4 substrate	+	0.6261	62.61%
CYP2C9 substrate	-	0.8137	81.37%
CYP2D6 substrate	-	0.8014	80.14%
CYP3A4 inhibition	-	0.8897	88.97%
CYP2C9 inhibition	-	0.8209	82.09%
CYP2C19 inhibition	-	0.7684	76.84%
CYP2D6 inhibition	-	0.8941	89.41%
CYP1A2 inhibition	-	0.8993	89.93%
CYP2C8 inhibition	+	0.6945	69.45%
CYP inhibitory promiscuity	+	0.6464	64.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5201	52.01%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9328	93.28%
Skin irritation	-	0.8344	83.44%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7879	78.79%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	-	0.7197	71.97%
skin sensitisation	-	0.8659	86.59%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7199	71.99%
Acute Oral Toxicity (c)	III	0.6740	67.40%
Estrogen receptor binding	+	0.7862	78.62%
Androgen receptor binding	+	0.5716	57.16%
Thyroid receptor binding	+	0.6067	60.67%
Glucocorticoid receptor binding	+	0.6132	61.32%
Aromatase binding	-	0.4825	48.25%
PPAR gamma	-	0.4880	48.80%
Honey bee toxicity	-	0.7746	77.46%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8578	85.78%

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	99.33%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.63%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.52%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.47%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.93%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.91%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.50%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.60%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.06%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.72%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.76%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.58%	89.62%
CHEMBL2581	P07339	Cathepsin D	80.42%	98.95%

Plants that contains it

• Verbascum thapsus

Cross-Links

• PubChem: 162862660
• LOTUS: LTS0173930
• wikiData: Q105000984