Anhydroaegeline

Details

• Internal ID: aaf4e66c-c5ba-4bed-b02e-e06c35e9a82e
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid amides
• IUPAC Name: (E)-N-[(E)-2-(4-methoxyphenyl)ethenyl]-3-phenylprop-2-enamide
• InChI: InChI=1S/C18H17NO2/c1-21-17-10-7-16(8-11-17)13-14-19-18(20)12-9-15-5-3-2-4-6-15/h2-14H,1H3,(H,19,20)/b12-9+,14-13+
• InChI Key: ZNOWFEIVNQBQRT-KAQIVPQOSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₇NO₂
• Molecular Weight: 279.30 g/mol
• Exact Mass: 279.125928785 g/mol
• Topological Polar Surface Area (TPSA): 38.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• CHEMBL510582
• DTXSID101173279
• (2E)-N-[(1E)-2-(4-Methoxyphenyl)ethenyl]-3-phenyl-2-propenamide
• 87596-53-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8745	87.45%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6739	67.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9301	93.01%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7787	77.87%
P-glycoprotein inhibitior	-	0.7218	72.18%
P-glycoprotein substrate	-	0.9522	95.22%
CYP3A4 substrate	-	0.5452	54.52%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.8230	82.30%
CYP3A4 inhibition	+	0.6440	64.40%
CYP2C9 inhibition	-	0.8588	85.88%
CYP2C19 inhibition	-	0.8210	82.10%
CYP2D6 inhibition	-	0.9248	92.48%
CYP1A2 inhibition	+	0.6079	60.79%
CYP2C8 inhibition	+	0.4630	46.30%
CYP inhibitory promiscuity	+	0.7029	70.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6349	63.49%
Carcinogenicity (trinary)	Danger	0.4541	45.41%
Eye corrosion	-	0.9815	98.15%
Eye irritation	+	0.7988	79.88%
Skin irritation	-	0.8208	82.08%
Skin corrosion	-	0.9918	99.18%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7068	70.68%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5967	59.67%
skin sensitisation	-	0.9104	91.04%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.5885	58.85%
Acute Oral Toxicity (c)	III	0.7759	77.59%
Estrogen receptor binding	+	0.8026	80.26%
Androgen receptor binding	+	0.8240	82.40%
Thyroid receptor binding	-	0.5298	52.98%
Glucocorticoid receptor binding	+	0.6274	62.74%
Aromatase binding	+	0.8208	82.08%
PPAR gamma	-	0.6440	64.40%
Honey bee toxicity	-	0.9281	92.81%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8218	82.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.51%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.19%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	93.95%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.23%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.46%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.18%	96.09%
CHEMBL4208	P20618	Proteasome component C5	89.56%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.38%	95.50%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.78%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.17%	99.17%
CHEMBL5028	O14672	ADAM10	80.71%	97.50%
CHEMBL2581	P07339	Cathepsin D	80.48%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.22%	81.11%

Plants that contains it

• Aegle marmelos

Cross-Links

• PubChem: 13821181
• NPASS: NPC303370
• ChEMBL: CHEMBL510582
• LOTUS: LTS0228680
• wikiData: Q105380155