Egonol

Details

• Internal ID: d0b642d1-5789-4a92-ae77-26a7b9bafd84
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 3-[2-(1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propan-1-ol
• InChI: InChI=1S/C19H18O5/c1-21-18-8-12(3-2-6-20)7-14-10-16(24-19(14)18)13-4-5-15-17(9-13)23-11-22-15/h4-5,7-10,20H,2-3,6,11H2,1H3
• InChI Key: VOLZBKQSLGCZGC-UHFFFAOYSA-N
• Popularity: 50 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₅
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.11542367 g/mol
• Topological Polar Surface Area (TPSA): 61.10 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• 530-22-3
• CHEBI:69558
• 5-(3''-Hydroxypropyl)-7-methoxy-2-(3',4'-methylenedioxyphenyl)benzofuran
• 2-(1,3-Benzodioxol-5-yl)-7-methoxy-5-benzofuranpropanol, 9CI
• 5-Benzofuranpropanol, 7-methoxy-2-[3,4-(methylenedioxy)phenyl]-
• 3-(2-Benzo[1,3]dioxol-5-yl-7-methoxy-benzofuran-5-yl)-propan-1-ol
• 5-(2-Hydroxypropyl)-7-methoxy-2-(3,4-methylenedioxyphenyl)benzofuran
• 5-Benzofuranpropanol, 7-methoxy-2-(3,4-(methylenedioxy)phenyl)-
• 3-(2-Benzo(1,3)dioxol-5-yl-7-methoxy-benzofuran-5-yl)-propan-1-ol
• RefChem:136362
• InChI=1/C19H18O5/c1-21-18-8-12(3-2-6-20)7-14-10-16(24-19(14)18)13-4-5-15-17(9-13)23-11-22-15/h4-5,7-10,20H,2-3,6,11H2,1H
• VOLZBKQSLGCZGC-UHFFFAOYSA-N
• 3-[2-(1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propan-1-ol
• 2-(1,3-Benzodioxol-5-yl)-7-methoxy-5-benzofuranpropanol
• CHEMBL470981
• 5-(3-Hydroxypropyl)-7-methoxy-2-(3,4-methylenedioxyphenyl)benzofuran
• 5-Benzofuranpropanol, 2-(1,3-benzodioxol-5-yl)-7-methoxy-
• 3-(2-(benzo[d][1,3]dioxol-5-yl)-7-methoxybenzofuran-5-yl)propan-1-ol
• 3-[2-(2H-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propan-1-ol
• SCHEMBL4183989
• DTXSID70967474
• GLXC-02368
• BDBM50327911
• Q27137901
• 3-[2-(1,3-Benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]-1-propanol #
• 3-[2-(1,3-benzodioxol-5-yl)-7-methoxy-benzofuran-5-yl]propan-1-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	+	0.7645	76.45%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7758	77.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8825	88.25%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8185	81.85%
P-glycoprotein inhibitior	+	0.7981	79.81%
P-glycoprotein substrate	-	0.6705	67.05%
CYP3A4 substrate	+	0.5742	57.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3556	35.56%
CYP3A4 inhibition	+	0.5868	58.68%
CYP2C9 inhibition	+	0.5266	52.66%
CYP2C19 inhibition	+	0.6367	63.67%
CYP2D6 inhibition	-	0.6243	62.43%
CYP1A2 inhibition	+	0.5833	58.33%
CYP2C8 inhibition	+	0.7766	77.66%
CYP inhibitory promiscuity	+	0.6492	64.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.3762	37.62%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.7310	73.10%
Skin irritation	-	0.7700	77.00%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8962	89.62%
Micronuclear	+	0.5259	52.59%
Hepatotoxicity	-	0.5997	59.97%
skin sensitisation	-	0.8234	82.34%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7475	74.75%
Acute Oral Toxicity (c)	III	0.7517	75.17%
Estrogen receptor binding	+	0.9617	96.17%
Androgen receptor binding	+	0.8504	85.04%
Thyroid receptor binding	+	0.7369	73.69%
Glucocorticoid receptor binding	+	0.9055	90.55%
Aromatase binding	+	0.8644	86.44%
PPAR gamma	+	0.7044	70.44%
Honey bee toxicity	-	0.8584	85.84%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6955	69.55%
Fish aquatic toxicity	-	0.5391	53.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.10%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.63%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.47%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.59%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.49%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.56%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.56%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.49%	94.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.29%	95.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.38%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.32%	92.62%
CHEMBL5747	Q92793	CREB-binding protein	87.14%	95.12%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	87.03%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.07%	85.30%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.17%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.39%	95.50%
CHEMBL5555	O00767	Acyl-CoA desaturase	83.27%	97.50%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.99%	95.78%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	81.05%	80.96%

Plants that contains it

• Aster bellidiastrum
• Camellia sinensis
• Caragana halodendron
• Davallia divaricata
• Dolomiaea souliei
• Eucalyptus camaldulensis
• Garcinia mangostana
• Ligularia vellerea
• Lonicera hypoleuca
• Nicotiana sylvestris
• Saussurea macrota
• Serpocaulon triseriale
• Styrax agrestis
• Styrax camporum
• Styrax ferrugineus
• Styrax formosanus
• Styrax hookeri
• Styrax japonicus
• Styrax obassia
• Styrax officinalis

Cross-Links

• PubChem: 485186
• NPASS: NPC99968
• ChEMBL: CHEMBL470981
• LOTUS: LTS0157858
• wikiData: Q27137901