Usenamine B

Details

• Internal ID: 8ba92cf1-be3c-46f1-ae3c-8415c87c43fa
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: (4aR,9bS)-6-acetyl-2-ethanimidoyl-4a-ethoxy-1,7,9-trihydroxy-8,9b-dimethyl-4H-dibenzofuran-3-one
• InChI: InChI=1S/C20H23NO7/c1-6-27-20-7-11(23)12(9(3)21)18(26)19(20,5)14-16(25)8(2)15(24)13(10(4)22)17(14)28-20/h21,24-26H,6-7H2,1-5H3/t19-,20+/m0/s1
• InChI Key: MTUUDJPMTRXHFA-VQTJNVASSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃NO₇
• Molecular Weight: 389.40 g/mol
• Exact Mass: 389.14745207 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9733	97.33%
Caco-2	-	0.6053	60.53%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6948	69.48%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.7659	76.59%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6563	65.63%
P-glycoprotein inhibitior	-	0.6959	69.59%
P-glycoprotein substrate	-	0.6118	61.18%
CYP3A4 substrate	+	0.6480	64.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8619	86.19%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.6245	62.45%
CYP2C19 inhibition	-	0.5914	59.14%
CYP2D6 inhibition	-	0.8771	87.71%
CYP1A2 inhibition	+	0.6105	61.05%
CYP2C8 inhibition	-	0.5828	58.28%
CYP inhibitory promiscuity	+	0.8575	85.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5375	53.75%
Eye corrosion	-	0.9884	98.84%
Eye irritation	+	0.6306	63.06%
Skin irritation	-	0.7491	74.91%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5098	50.98%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.5410	54.10%
skin sensitisation	-	0.7982	79.82%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5575	55.75%
Acute Oral Toxicity (c)	III	0.5764	57.64%
Estrogen receptor binding	+	0.8457	84.57%
Androgen receptor binding	+	0.6315	63.15%
Thyroid receptor binding	-	0.5289	52.89%
Glucocorticoid receptor binding	+	0.6334	63.34%
Aromatase binding	+	0.6345	63.45%
PPAR gamma	+	0.6618	66.18%
Honey bee toxicity	-	0.8459	84.59%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9959	99.59%

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	95.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.61%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.04%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.67%	94.45%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.58%	85.30%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.24%	94.00%
CHEMBL236	P41143	Delta opioid receptor	86.88%	99.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.68%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.45%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.99%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.66%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.87%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.74%	93.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.41%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	80.25%	91.19%
CHEMBL2996	Q05655	Protein kinase C delta	80.01%	97.79%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 137267257
• LOTUS: LTS0256720
• wikiData: Q105171885