4-[3-[7-Hydroxy-4-(3-methylbut-2-enyl)-1-benzofuran-5-yl]propyl]-6-(2-methylbut-3-en-2-yl)benzene-1,3-diol

Details

• Internal ID: a1334529-ed4c-4d14-b058-75e70e3f491d
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 4-[3-[7-hydroxy-4-(3-methylbut-2-enyl)-1-benzofuran-5-yl]propyl]-6-(2-methylbut-3-en-2-yl)benzene-1,3-diol
• InChI: InChI=1S/C27H32O4/c1-6-27(4,5)22-14-19(23(28)16-24(22)29)9-7-8-18-15-25(30)26-21(12-13-31-26)20(18)11-10-17(2)3/h6,10,12-16,28-30H,1,7-9,11H2,2-5H3
• InChI Key: VZLFSBWCXJMBOJ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₄
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.23005950 g/mol
• Topological Polar Surface Area (TPSA): 73.80 Ų
• XlogP: 7.90
• Atomic LogP (AlogP): 6.70
• H-Bond Acceptor: 4
• 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	+	0.9818	98.18%
Caco-2	-	0.6328	63.28%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6765	67.65%
OATP2B1 inhibitior	+	0.5721	57.21%
OATP1B1 inhibitior	+	0.8662	86.62%
OATP1B3 inhibitior	+	0.9057	90.57%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9122	91.22%
P-glycoprotein inhibitior	+	0.7998	79.98%
P-glycoprotein substrate	-	0.6001	60.01%
CYP3A4 substrate	+	0.5922	59.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6564	65.64%
CYP3A4 inhibition	-	0.7843	78.43%
CYP2C9 inhibition	+	0.5958	59.58%
CYP2C19 inhibition	+	0.6291	62.91%
CYP2D6 inhibition	-	0.7924	79.24%
CYP1A2 inhibition	+	0.7091	70.91%
CYP2C8 inhibition	+	0.6265	62.65%
CYP inhibitory promiscuity	+	0.8698	86.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6358	63.58%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.7336	73.36%
Skin irritation	-	0.7160	71.60%
Skin corrosion	-	0.9006	90.06%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9264	92.64%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7358	73.58%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8558	85.58%
Acute Oral Toxicity (c)	III	0.4883	48.83%
Estrogen receptor binding	+	0.8456	84.56%
Androgen receptor binding	+	0.7147	71.47%
Thyroid receptor binding	+	0.6768	67.68%
Glucocorticoid receptor binding	+	0.7912	79.12%
Aromatase binding	+	0.6836	68.36%
PPAR gamma	+	0.7852	78.52%
Honey bee toxicity	-	0.8658	86.58%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.63%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.26%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	97.34%	94.73%
CHEMBL2581	P07339	Cathepsin D	97.30%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.14%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.04%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.12%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.82%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.73%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.91%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.51%	92.94%

Plants that contains it

• Broussonetia papyrifera

Cross-Links

• PubChem: 21637733
• LOTUS: LTS0142443
• wikiData: Q105299823