(2S,3S)-2-(3-hydroxy-4,5-dimethoxyphenyl)-7-methoxy-3-methyl-2,3-dihydro-1-benzofuran-5-carbaldehyde

Details

• Internal ID: c6241d0b-b019-4010-9adf-ce0743cfccd5
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2S,3S)-2-(3-hydroxy-4,5-dimethoxyphenyl)-7-methoxy-3-methyl-2,3-dihydro-1-benzofuran-5-carbaldehyde
• InChI: InChI=1S/C19H20O6/c1-10-13-5-11(9-20)6-15(22-2)18(13)25-17(10)12-7-14(21)19(24-4)16(8-12)23-3/h5-10,17,21H,1-4H3/t10-,17-/m0/s1
• InChI Key: ZZXCJKSEGFXZHA-BTDLBPIBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.47
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.8138	81.38%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7737	77.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8376	83.76%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5297	52.97%
P-glycoprotein inhibitior	-	0.4505	45.05%
P-glycoprotein substrate	-	0.8753	87.53%
CYP3A4 substrate	+	0.5748	57.48%
CYP2C9 substrate	-	0.7790	77.90%
CYP2D6 substrate	-	0.7019	70.19%
CYP3A4 inhibition	+	0.5358	53.58%
CYP2C9 inhibition	+	0.5070	50.70%
CYP2C19 inhibition	+	0.7725	77.25%
CYP2D6 inhibition	-	0.8885	88.85%
CYP1A2 inhibition	+	0.8612	86.12%
CYP2C8 inhibition	+	0.6575	65.75%
CYP inhibitory promiscuity	+	0.8143	81.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.3493	34.93%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.6380	63.80%
Skin irritation	-	0.7672	76.72%
Skin corrosion	-	0.9840	98.40%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6447	64.47%
Micronuclear	+	0.8159	81.59%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9061	90.61%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6987	69.87%
Acute Oral Toxicity (c)	II	0.4558	45.58%
Estrogen receptor binding	+	0.8358	83.58%
Androgen receptor binding	-	0.6448	64.48%
Thyroid receptor binding	+	0.7685	76.85%
Glucocorticoid receptor binding	+	0.7291	72.91%
Aromatase binding	-	0.5454	54.54%
PPAR gamma	+	0.5678	56.78%
Honey bee toxicity	-	0.8289	82.89%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9577	95.77%

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	97.12%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.34%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.61%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.39%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.69%	86.33%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	91.53%	98.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.78%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.17%	89.00%
CHEMBL3194	P02766	Transthyretin	86.37%	90.71%
CHEMBL2535	P11166	Glucose transporter	83.62%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	83.12%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.96%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.56%	96.00%

Plants that contains it

• Machilus obovatifolia

Cross-Links

• PubChem: 10020377
• LOTUS: LTS0072659
• wikiData: Q105387174