Botryllamide B, 2

Details

• Internal ID: 9ce9e262-f3e9-4abd-b4dd-48350643bacb
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: (E)-N-[(E)-2-(3,5-dibromo-4-methoxyphenyl)ethenyl]-3-(4-hydroxyphenyl)-2-methoxyprop-2-enamide
• SMILES (Canonical): COC1=C(C=C(C=C1Br)C=CNC(=O)C(=CC2=CC=C(C=C2)O)OC)Br
• SMILES (Isomeric): COC1=C(C=C(C=C1Br)/C=C/NC(=O)/C(=C\C2=CC=C(C=C2)O)/OC)Br
• InChI: InChI=1S/C19H17Br2NO4/c1-25-17(11-12-3-5-14(23)6-4-12)19(24)22-8-7-13-9-15(20)18(26-2)16(21)10-13/h3-11,23H,1-2H3,(H,22,24)/b8-7+,17-11+
• InChI Key: VIVASROQEPDEJV-NXFWIZADSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₇Br₂NO₄
• Molecular Weight: 483.10 g/mol
• Exact Mass: 482.95038 g/mol
• Topological Polar Surface Area (TPSA): 67.80 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.70
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• SCHEMBL3769430
• BDBM32619

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	-	0.5481	54.81%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7769	77.69%
OATP2B1 inhibitior	-	0.5664	56.64%
OATP1B1 inhibitior	+	0.9126	91.26%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8039	80.39%
P-glycoprotein inhibitior	-	0.5977	59.77%
P-glycoprotein substrate	-	0.8653	86.53%
CYP3A4 substrate	+	0.5274	52.74%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8197	81.97%
CYP3A4 inhibition	+	0.8345	83.45%
CYP2C9 inhibition	+	0.5231	52.31%
CYP2C19 inhibition	-	0.7022	70.22%
CYP2D6 inhibition	-	0.8956	89.56%
CYP1A2 inhibition	+	0.6076	60.76%
CYP2C8 inhibition	+	0.6481	64.81%
CYP inhibitory promiscuity	+	0.8130	81.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6537	65.37%
Carcinogenicity (trinary)	Danger	0.4234	42.34%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8613	86.13%
Skin irritation	-	0.8423	84.23%
Skin corrosion	-	0.9719	97.19%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8466	84.66%
Micronuclear	+	0.6974	69.74%
Hepatotoxicity	+	0.5284	52.84%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6328	63.28%
Acute Oral Toxicity (c)	III	0.5918	59.18%
Estrogen receptor binding	+	0.8302	83.02%
Androgen receptor binding	+	0.8000	80.00%
Thyroid receptor binding	+	0.6933	69.33%
Glucocorticoid receptor binding	+	0.8104	81.04%
Aromatase binding	+	0.7370	73.70%
PPAR gamma	+	0.7591	75.91%
Honey bee toxicity	-	0.8942	89.42%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9821	98.21%

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	96.86%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.69%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.60%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.26%	96.00%
CHEMBL4208	P20618	Proteasome component C5	88.69%	90.00%
CHEMBL2535	P11166	Glucose transporter	87.55%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.84%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.40%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	83.52%	94.73%
CHEMBL2581	P07339	Cathepsin D	82.78%	98.95%
CHEMBL4015	P41597	C-C chemokine receptor type 2	82.29%	98.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.85%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	80.93%	98.35%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10323013
• LOTUS: LTS0218129
• wikiData: Q104403664