Basiliskamide A

Details

• Internal ID: 2ef8cfb1-851c-4d28-a349-50bc33e58b13
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: [(3R,4S,5R,6R,8E,10Z)-12-amino-6-hydroxy-3,5-dimethyl-12-oxododeca-8,10-dien-4-yl] (E)-3-phenylprop-2-enoate
• InChI: InChI=1S/C23H31NO4/c1-4-17(2)23(18(3)20(25)13-9-6-10-14-21(24)26)28-22(27)16-15-19-11-7-5-8-12-19/h5-12,14-18,20,23,25H,4,13H2,1-3H3,(H2,24,26)/b9-6+,14-10-,16-15+/t17-,18-,20-,23+/m1/s1
• InChI Key: QAHZDGAHECEVRM-HXKCHMFGSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₁NO₄
• Molecular Weight: 385.50 g/mol
• Exact Mass: 385.22530847 g/mol
• Topological Polar Surface Area (TPSA): 89.60 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

• CHEMBL482612
• SCHEMBL6406100
• [(3R,4S,5R,6R,8E,10Z)-12-amino-6-hydroxy-3,5-dimethyl-12-oxododeca-8,10-dien-4-yl] (E)-3-phenylprop-2-enoate
• Q59247254

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9841	98.41%
Caco-2	+	0.6473	64.73%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4692	46.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8777	87.77%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7305	73.05%
P-glycoprotein inhibitior	+	0.6478	64.78%
P-glycoprotein substrate	-	0.7015	70.15%
CYP3A4 substrate	+	0.5070	50.70%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8818	88.18%
CYP3A4 inhibition	+	0.5563	55.63%
CYP2C9 inhibition	-	0.7003	70.03%
CYP2C19 inhibition	-	0.7414	74.14%
CYP2D6 inhibition	-	0.8469	84.69%
CYP1A2 inhibition	-	0.8002	80.02%
CYP2C8 inhibition	+	0.5493	54.93%
CYP inhibitory promiscuity	-	0.8731	87.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6427	64.27%
Carcinogenicity (trinary)	Non-required	0.5703	57.03%
Eye corrosion	-	0.9941	99.41%
Eye irritation	-	0.9735	97.35%
Skin irritation	-	0.8586	85.86%
Skin corrosion	-	0.9752	97.52%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8549	85.49%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9035	90.35%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7960	79.60%
Acute Oral Toxicity (c)	III	0.7096	70.96%
Estrogen receptor binding	+	0.7084	70.84%
Androgen receptor binding	+	0.6469	64.69%
Thyroid receptor binding	+	0.5348	53.48%
Glucocorticoid receptor binding	+	0.5404	54.04%
Aromatase binding	+	0.6181	61.81%
PPAR gamma	-	0.6556	65.56%
Honey bee toxicity	-	0.9097	90.97%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9083	90.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.52%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.36%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.96%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.81%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	94.54%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.91%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.90%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.61%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.14%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.38%	95.50%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.02%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	83.35%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.24%	93.56%
CHEMBL5028	O14672	ADAM10	80.03%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 643667
• LOTUS: LTS0225283
• wikiData: Q59247254