Dehydrothalebanin B

Details

• Internal ID: acb812e3-8075-4767-a40c-78a4b91e0c62
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: N,3-dimethyl-N-[(Z)-2-phenylethenyl]but-2-enamide
• SMILES (Canonical): CC(=CC(=O)N(C)C=CC1=CC=CC=C1)C
• SMILES (Isomeric): CC(=CC(=O)N(C)/C=C\C1=CC=CC=C1)C
• InChI: InChI=1S/C14H17NO/c1-12(2)11-14(16)15(3)10-9-13-7-5-4-6-8-13/h4-11H,1-3H3/b10-9-
• InChI Key: ZXXVSLVNOUPLEH-KTKRTIGZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₇NO
• Molecular Weight: 215.29 g/mol
• Exact Mass: 215.131014166 g/mol
• Topological Polar Surface Area (TPSA): 20.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• N,3-Dimethyl-N-[(Z)-2-phenylethenyl]but-2-enamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	+	0.9686	96.86%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6367	63.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9394	93.94%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8024	80.24%
P-glycoprotein inhibitior	-	0.8545	85.45%
P-glycoprotein substrate	-	0.9227	92.27%
CYP3A4 substrate	-	0.6111	61.11%
CYP2C9 substrate	-	0.7861	78.61%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.8359	83.59%
CYP2C9 inhibition	-	0.8063	80.63%
CYP2C19 inhibition	-	0.8643	86.43%
CYP2D6 inhibition	-	0.9521	95.21%
CYP1A2 inhibition	-	0.5278	52.78%
CYP2C8 inhibition	-	0.9144	91.44%
CYP inhibitory promiscuity	+	0.5392	53.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6320	63.20%
Carcinogenicity (trinary)	Non-required	0.5789	57.89%
Eye corrosion	-	0.5549	55.49%
Eye irritation	+	0.6449	64.49%
Skin irritation	-	0.5704	57.04%
Skin corrosion	-	0.9158	91.58%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4274	42.74%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5473	54.73%
skin sensitisation	-	0.7557	75.57%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.8325	83.25%
Estrogen receptor binding	+	0.6604	66.04%
Androgen receptor binding	-	0.5840	58.40%
Thyroid receptor binding	-	0.6037	60.37%
Glucocorticoid receptor binding	-	0.5436	54.36%
Aromatase binding	+	0.7382	73.82%
PPAR gamma	-	0.7501	75.01%
Honey bee toxicity	-	0.9477	94.77%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.7802	78.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.72%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.03%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.37%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.53%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.86%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.48%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.13%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.90%	91.11%
CHEMBL5028	O14672	ADAM10	82.75%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.90%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.07%	89.00%

Plants that contains it

• Glycosmis crassifolia
• Glycosmis macrophylla
• Glycosmis parviflora
• Glycosmis pentaphylla

Cross-Links

• PubChem: 10751175
• LOTUS: LTS0059017
• wikiData: Q105385900