4-[3-(Hydroxymethyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2,6-dimethoxyphenol

Details

• Internal ID: a2e2a559-2c0e-4f8f-8b5f-69a2351b3c06
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 4-[3-(hydroxymethyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2,6-dimethoxyphenol
• SMILES (Canonical): COC1=CC(=CC2=C1OC(C2CO)C3=CC(=C(C(=C3)OC)O)OC)CCCO
• SMILES (Isomeric): COC1=CC(=CC2=C1OC(C2CO)C3=CC(=C(C(=C3)OC)O)OC)CCCO
• InChI: InChI=1S/C21H26O7/c1-25-16-9-13(10-17(26-2)19(16)24)20-15(11-23)14-7-12(5-4-6-22)8-18(27-3)21(14)28-20/h7-10,15,20,22-24H,4-6,11H2,1-3H3
• InChI Key: FVHJOQIXLMDURD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₇
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.16785316 g/mol
• Topological Polar Surface Area (TPSA): 97.60 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	+	0.6094	60.94%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7786	77.86%
OATP2B1 inhibitior	-	0.8626	86.26%
OATP1B1 inhibitior	+	0.7145	71.45%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6443	64.43%
P-glycoprotein inhibitior	-	0.4841	48.41%
P-glycoprotein substrate	-	0.5065	50.65%
CYP3A4 substrate	+	0.5892	58.92%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	+	0.5189	51.89%
CYP3A4 inhibition	-	0.7096	70.96%
CYP2C9 inhibition	-	0.5758	57.58%
CYP2C19 inhibition	-	0.5938	59.38%
CYP2D6 inhibition	-	0.9130	91.30%
CYP1A2 inhibition	+	0.5055	50.55%
CYP2C8 inhibition	+	0.7846	78.46%
CYP inhibitory promiscuity	+	0.6201	62.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5556	55.56%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8764	87.64%
Skin irritation	-	0.8296	82.96%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5343	53.43%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	-	0.6447	64.47%
skin sensitisation	-	0.8494	84.94%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6325	63.25%
Acute Oral Toxicity (c)	III	0.6535	65.35%
Estrogen receptor binding	+	0.8506	85.06%
Androgen receptor binding	+	0.6024	60.24%
Thyroid receptor binding	+	0.8451	84.51%
Glucocorticoid receptor binding	+	0.8109	81.09%
Aromatase binding	+	0.5752	57.52%
PPAR gamma	+	0.5663	56.63%
Honey bee toxicity	-	0.8953	89.53%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.4540	45.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.52%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.07%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.99%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.32%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.24%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.80%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.56%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.10%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.06%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.49%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.76%	94.73%

Plants that contains it

• Annona squamosa
• Euterpe oleracea
• Selaginella moellendorffii

Cross-Links

• PubChem: 56849116
• LOTUS: LTS0055597
• wikiData: Q105002400