Arundinone B

Details

• Internal ID: 9c620a10-550b-4e79-befb-caa2151b0dd2
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 7-(2,6-dihydroxy-4,5-dimethoxy-2-methyl-3-oxo-1-benzofuran-7-yl)-2,6-dihydroxy-4,5-dimethoxy-2-methyl-1-benzofuran-3-one
• InChI: InChI=1S/C22H22O12/c1-21(27)19(25)9-13(33-21)7(11(23)17(31-5)15(9)29-3)8-12(24)18(32-6)16(30-4)10-14(8)34-22(2,28)20(10)26/h23-24,27-28H,1-6H3
• InChI Key: GYLZUKZHWRRURG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₁₂
• Molecular Weight: 478.40 g/mol
• Exact Mass: 478.11112613 g/mol
• Topological Polar Surface Area (TPSA): 170.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• RefChem:114389
• 7-(2,6-dihydroxy-4,5-dimethoxy-2-methyl-3-oxo-1-benzofuran-7-yl)-2,6-dihydroxy-4,5-dimethoxy-2-methyl-1-benzofuran-3-one
• CHEMBL2337989
• CHEBI:202372
• 7-(2,6-dihydroxy-4,5-dimethoxy-2-methyl-3-oxo-1-benzouran-7-yl)-2,6-dihydroxy-4,5-dimethoxy-2-methyl-1-benzouran-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9523	95.23%
Caco-2	-	0.5982	59.82%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8165	81.65%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8533	85.33%
OATP1B3 inhibitior	-	0.3334	33.34%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5810	58.10%
P-glycoprotein inhibitior	-	0.5373	53.73%
P-glycoprotein substrate	-	0.9621	96.21%
CYP3A4 substrate	+	0.5553	55.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7731	77.31%
CYP3A4 inhibition	-	0.6523	65.23%
CYP2C9 inhibition	-	0.5630	56.30%
CYP2C19 inhibition	-	0.8136	81.36%
CYP2D6 inhibition	-	0.9114	91.14%
CYP1A2 inhibition	-	0.8910	89.10%
CYP2C8 inhibition	-	0.7047	70.47%
CYP inhibitory promiscuity	-	0.5446	54.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Danger	0.4668	46.68%
Eye corrosion	-	0.9897	98.97%
Eye irritation	+	0.5724	57.24%
Skin irritation	-	0.7938	79.38%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6546	65.46%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.9106	91.06%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7140	71.40%
Acute Oral Toxicity (c)	II	0.4594	45.94%
Estrogen receptor binding	+	0.8209	82.09%
Androgen receptor binding	-	0.5403	54.03%
Thyroid receptor binding	+	0.6382	63.82%
Glucocorticoid receptor binding	+	0.7092	70.92%
Aromatase binding	+	0.6632	66.32%
PPAR gamma	+	0.5902	59.02%
Honey bee toxicity	-	0.9354	93.54%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9809	98.09%

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	98.11%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.40%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.21%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.08%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.90%	96.09%
CHEMBL2581	P07339	Cathepsin D	83.86%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.78%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71521990
• LOTUS: LTS0033555
• wikiData: Q77370946