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

Details

• Internal ID: 5b5fd7c9-cdcb-42f1-a97b-d420da303b18
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (E)-3-[(2R,3S)-2-(3,4-dimethoxyphenyl)-7-hydroxy-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoic acid
• InChI: InChI=1S/C20H20O7/c1-25-16-5-4-12(9-17(16)26-2)19-14(10-21)13-7-11(3-6-18(23)24)8-15(22)20(13)27-19/h3-9,14,19,21-22H,10H2,1-2H3,(H,23,24)/b6-3+/t14-,19+/m1/s1
• InChI Key: KPVRDBJJSXNPDY-WARYXCEBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₇
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.12090297 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9878	98.78%
Caco-2	-	0.6380	63.80%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7492	74.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8551	85.51%
OATP1B3 inhibitior	+	0.8179	81.79%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8156	81.56%
P-glycoprotein inhibitior	+	0.5773	57.73%
P-glycoprotein substrate	-	0.7434	74.34%
CYP3A4 substrate	+	0.5560	55.60%
CYP2C9 substrate	-	0.5983	59.83%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	+	0.5193	51.93%
CYP2C9 inhibition	+	0.8845	88.45%
CYP2C19 inhibition	+	0.7614	76.14%
CYP2D6 inhibition	-	0.7758	77.58%
CYP1A2 inhibition	-	0.6186	61.86%
CYP2C8 inhibition	+	0.7299	72.99%
CYP inhibitory promiscuity	+	0.9251	92.51%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5142	51.42%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8116	81.16%
Skin irritation	-	0.7893	78.93%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3973	39.73%
Micronuclear	+	0.8033	80.33%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.7827	78.27%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6175	61.75%
Acute Oral Toxicity (c)	III	0.5252	52.52%
Estrogen receptor binding	+	0.7082	70.82%
Androgen receptor binding	+	0.6708	67.08%
Thyroid receptor binding	+	0.6481	64.81%
Glucocorticoid receptor binding	+	0.6487	64.87%
Aromatase binding	-	0.6086	60.86%
PPAR gamma	+	0.6038	60.38%
Honey bee toxicity	-	0.8655	86.55%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9789	97.89%

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	97.43%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.07%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.29%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.08%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.12%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.75%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.47%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.29%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.72%	89.00%
CHEMBL3194	P02766	Transthyretin	86.08%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.24%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	80.15%	94.73%

Plants that contains it

• Handroanthus impetiginosus

Cross-Links

• PubChem: 71539184
• NPASS: NPC253113