(2S,3S)-5-methoxy-3-methyl-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzofuran-6-ol

Details

• Internal ID: 0cc96de1-0657-4958-84f4-b9b6e2f35d50
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2S,3S)-5-methoxy-3-methyl-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzofuran-6-ol
• SMILES (Canonical): CC1C(OC2=CC(=C(C=C12)OC)O)C3=CC(=C(C(=C3)OC)OC)OC
• SMILES (Isomeric): C[C@@H]1[C@H](OC2=CC(=C(C=C12)OC)O)C3=CC(=C(C(=C3)OC)OC)OC
• InChI: InChI=1S/C19H22O6/c1-10-12-8-15(21-2)13(20)9-14(12)25-18(10)11-6-16(22-3)19(24-5)17(7-11)23-4/h6-10,18,20H,1-5H3/t10-,18-/m0/s1
• InChI Key: CXZSMUPWCVAGRO-YPMLDQLKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.66
• 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	+	0.9919	99.19%
Caco-2	+	0.8502	85.02%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7010	70.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.9537	95.37%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6580	65.80%
P-glycoprotein inhibitior	-	0.6387	63.87%
P-glycoprotein substrate	-	0.9313	93.13%
CYP3A4 substrate	+	0.5107	51.07%
CYP2C9 substrate	-	0.7433	74.33%
CYP2D6 substrate	+	0.4442	44.42%
CYP3A4 inhibition	-	0.5665	56.65%
CYP2C9 inhibition	+	0.5129	51.29%
CYP2C19 inhibition	+	0.7627	76.27%
CYP2D6 inhibition	-	0.8221	82.21%
CYP1A2 inhibition	+	0.8712	87.12%
CYP2C8 inhibition	+	0.6365	63.65%
CYP inhibitory promiscuity	+	0.8715	87.15%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8908	89.08%
Carcinogenicity (trinary)	Danger	0.3522	35.22%
Eye corrosion	-	0.9885	98.85%
Eye irritation	+	0.7579	75.79%
Skin irritation	-	0.7828	78.28%
Skin corrosion	-	0.9779	97.79%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6682	66.82%
Micronuclear	+	0.7459	74.59%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8825	88.25%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8261	82.61%
Acute Oral Toxicity (c)	III	0.4846	48.46%
Estrogen receptor binding	+	0.7944	79.44%
Androgen receptor binding	-	0.6693	66.93%
Thyroid receptor binding	+	0.7756	77.56%
Glucocorticoid receptor binding	+	0.5838	58.38%
Aromatase binding	-	0.5823	58.23%
PPAR gamma	+	0.6478	64.78%
Honey bee toxicity	-	0.8461	84.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9404	94.04%

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	98.20%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.42%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.72%	86.33%
CHEMBL4302	P08183	P-glycoprotein 1	90.24%	92.98%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.59%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.17%	99.17%
CHEMBL2535	P11166	Glucose transporter	83.52%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.04%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.86%	99.15%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.59%	82.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163037516
• LOTUS: LTS0008359
• wikiData: Q104972199