Gnetumelin B

Details

• Internal ID: 64b47340-2c5e-4b17-80ec-5742cdb2daf1
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(5-hydroxy-2,4-dimethoxyphenyl)-4-methoxy-1-benzofuran-5-ol
• SMILES (Canonical): COC1=CC(=C(C=C1C2=CC3=C(O2)C=CC(=C3OC)O)O)OC
• SMILES (Isomeric): COC1=CC(=C(C=C1C2=CC3=C(O2)C=CC(=C3OC)O)O)OC
• InChI: InChI=1S/C17H16O6/c1-20-14-8-16(21-2)12(19)6-9(14)15-7-10-13(23-15)5-4-11(18)17(10)22-3/h4-8,18-19H,1-3H3
• InChI Key: WPTYIMKBCOBMDH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 81.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 1004321-85-0
• GnetumelinB

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	+	0.8743	87.43%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7313	73.13%
OATP2B1 inhibitior	-	0.7191	71.91%
OATP1B1 inhibitior	+	0.8947	89.47%
OATP1B3 inhibitior	+	0.9106	91.06%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6065	60.65%
P-glycoprotein inhibitior	-	0.5181	51.81%
P-glycoprotein substrate	-	0.7789	77.89%
CYP3A4 substrate	+	0.5139	51.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4038	40.38%
CYP3A4 inhibition	-	0.6629	66.29%
CYP2C9 inhibition	+	0.6671	66.71%
CYP2C19 inhibition	+	0.7837	78.37%
CYP2D6 inhibition	-	0.7290	72.90%
CYP1A2 inhibition	+	0.8553	85.53%
CYP2C8 inhibition	+	0.7824	78.24%
CYP inhibitory promiscuity	+	0.9176	91.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8908	89.08%
Carcinogenicity (trinary)	Danger	0.3552	35.52%
Eye corrosion	-	0.9893	98.93%
Eye irritation	+	0.8302	83.02%
Skin irritation	-	0.7850	78.50%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3902	39.02%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8949	89.49%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8131	81.31%
Acute Oral Toxicity (c)	III	0.5134	51.34%
Estrogen receptor binding	+	0.8893	88.93%
Androgen receptor binding	+	0.7886	78.86%
Thyroid receptor binding	+	0.7706	77.06%
Glucocorticoid receptor binding	+	0.8037	80.37%
Aromatase binding	+	0.7881	78.81%
PPAR gamma	+	0.6507	65.07%
Honey bee toxicity	-	0.8668	86.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9441	94.41%

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	98.18%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.56%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.67%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.24%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.45%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.29%	89.00%
CHEMBL2535	P11166	Glucose transporter	87.83%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.61%	86.33%
CHEMBL3194	P02766	Transthyretin	84.76%	90.71%
CHEMBL2581	P07339	Cathepsin D	83.92%	98.95%
CHEMBL5747	Q92793	CREB-binding protein	83.87%	95.12%
CHEMBL1951	P21397	Monoamine oxidase A	82.67%	91.49%
CHEMBL1907	P15144	Aminopeptidase N	81.74%	93.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.29%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.22%	96.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.10%	94.03%

Plants that contains it

• Gnetum montanum

Cross-Links

• PubChem: 101839192
• LOTUS: LTS0213127
• wikiData: Q105310186