N-Acetylaureothamine

Details

• Internal ID: c0e29cde-b39a-4661-8b2a-daf631f281de
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Anilides > Acetanilides
• IUPAC Name: N-[4-[(E,3Z)-3-[5-(6-methoxy-3,5-dimethyl-4-oxopyran-2-yl)oxolan-3-ylidene]-2-methylprop-1-enyl]phenyl]acetamide
• InChI: InChI=1S/C24H27NO5/c1-14(10-18-6-8-20(9-7-18)25-17(4)26)11-19-12-21(29-13-19)23-15(2)22(27)16(3)24(28-5)30-23/h6-11,21H,12-13H2,1-5H3,(H,25,26)/b14-10+,19-11-
• InChI Key: ZTZOKXOFRGHKSG-YPJQUURKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₇NO₅
• Molecular Weight: 409.50 g/mol
• Exact Mass: 409.18892296 g/mol
• Topological Polar Surface Area (TPSA): 73.90 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 4.71
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• N-[4-[(E,3Z)-3-[5-(6-methoxy-3,5-dimethyl-4-oxopyran-2-yl)oxolan-3-ylidene]-2-methylprop-1-enyl]phenyl]acetamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9531	95.31%
Caco-2	+	0.5987	59.87%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6821	68.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9055	90.55%
OATP1B3 inhibitior	+	0.9313	93.13%
MATE1 inhibitior	-	0.8272	82.72%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9710	97.10%
P-glycoprotein inhibitior	+	0.8781	87.81%
P-glycoprotein substrate	-	0.5729	57.29%
CYP3A4 substrate	+	0.6457	64.57%
CYP2C9 substrate	-	0.8056	80.56%
CYP2D6 substrate	-	0.8657	86.57%
CYP3A4 inhibition	+	0.7911	79.11%
CYP2C9 inhibition	+	0.7107	71.07%
CYP2C19 inhibition	+	0.6011	60.11%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.7462	74.62%
CYP2C8 inhibition	-	0.5756	57.56%
CYP inhibitory promiscuity	+	0.7866	78.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.4627	46.27%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9477	94.77%
Skin irritation	-	0.8278	82.78%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8462	84.62%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8540	85.40%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5548	55.48%
Acute Oral Toxicity (c)	III	0.5738	57.38%
Estrogen receptor binding	+	0.8517	85.17%
Androgen receptor binding	+	0.7579	75.79%
Thyroid receptor binding	+	0.7344	73.44%
Glucocorticoid receptor binding	+	0.7133	71.33%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7244	72.44%
Honey bee toxicity	-	0.7784	77.84%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9845	98.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.07%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.31%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.72%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.72%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	89.51%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	88.56%	94.73%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.63%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.58%	99.23%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.32%	97.21%
CHEMBL2039	P27338	Monoamine oxidase B	85.60%	92.51%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.92%	86.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.18%	97.28%
CHEMBL1951	P21397	Monoamine oxidase A	82.75%	91.49%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.69%	95.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.85%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9978869
• LOTUS: LTS0096768
• wikiData: Q77571027