(E)-3-[(2R,3R)-2-(3,4-dimethoxyphenyl)-7-hydroxy-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-enal

Details

• Internal ID: 00c57bcc-e9bc-4f12-bb2d-117266c04e3e
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (E)-3-[(2R,3R)-2-(3,4-dimethoxyphenyl)-7-hydroxy-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-enal
• InChI: InChI=1S/C20H20O6/c1-24-17-6-5-13(10-18(17)25-2)19-15(11-22)14-8-12(4-3-7-21)9-16(23)20(14)26-19/h3-10,15,19,22-23H,11H2,1-2H3/b4-3+/t15-,19-/m0/s1
• InChI Key: YGQBKZGYLCQCDU-AABORUILSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₆
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.12598835 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.4925	49.25%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7716	77.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8477	84.77%
OATP1B3 inhibitior	+	0.8668	86.68%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8007	80.07%
P-glycoprotein inhibitior	+	0.6147	61.47%
P-glycoprotein substrate	-	0.7772	77.72%
CYP3A4 substrate	+	0.5704	57.04%
CYP2C9 substrate	+	0.6044	60.44%
CYP2D6 substrate	-	0.7908	79.08%
CYP3A4 inhibition	+	0.5855	58.55%
CYP2C9 inhibition	+	0.8941	89.41%
CYP2C19 inhibition	+	0.8422	84.22%
CYP2D6 inhibition	-	0.7789	77.89%
CYP1A2 inhibition	+	0.6462	64.62%
CYP2C8 inhibition	+	0.6073	60.73%
CYP inhibitory promiscuity	+	0.9524	95.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5429	54.29%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.8483	84.83%
Skin irritation	-	0.7820	78.20%
Skin corrosion	-	0.9592	95.92%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6712	67.12%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7502	75.02%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6038	60.38%
Acute Oral Toxicity (c)	III	0.5707	57.07%
Estrogen receptor binding	+	0.6655	66.55%
Androgen receptor binding	+	0.6109	61.09%
Thyroid receptor binding	+	0.6503	65.03%
Glucocorticoid receptor binding	-	0.4908	49.08%
Aromatase binding	-	0.5918	59.18%
PPAR gamma	+	0.6106	61.06%
Honey bee toxicity	-	0.8475	84.75%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9620	96.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.07%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.02%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.79%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.68%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.13%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.77%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.45%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.10%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.58%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.66%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.15%	97.09%
CHEMBL3194	P02766	Transthyretin	84.00%	90.71%
CHEMBL2581	P07339	Cathepsin D	83.38%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.61%	92.94%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.06%	80.78%

Plants that contains it

• Anastatica hierochuntica

Cross-Links

• PubChem: 163194936
• LOTUS: LTS0067171
• wikiData: Q105348225