Taboganic acid

Details

• Internal ID: 9e25000a-b48f-4761-915e-e306c837b42f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: 4-hydroxy-3-(3-methylbut-2-enoyl)benzoic acid
• InChI: InChI=1S/C12H12O4/c1-7(2)5-11(14)9-6-8(12(15)16)3-4-10(9)13/h3-6,13H,1-2H3,(H,15,16)
• InChI Key: KKTUVLDFZYQTIU-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22 g/mol
• Exact Mass: 220.07355886 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEMBL502246

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	+	0.6614	66.14%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.9149	91.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9575	95.75%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9389	93.89%
P-glycoprotein inhibitior	-	0.9620	96.20%
P-glycoprotein substrate	-	0.9571	95.71%
CYP3A4 substrate	-	0.7612	76.12%
CYP2C9 substrate	+	0.5680	56.80%
CYP2D6 substrate	-	0.9059	90.59%
CYP3A4 inhibition	-	0.8808	88.08%
CYP2C9 inhibition	+	0.8618	86.18%
CYP2C19 inhibition	+	0.6515	65.15%
CYP2D6 inhibition	-	0.7769	77.69%
CYP1A2 inhibition	-	0.5507	55.07%
CYP2C8 inhibition	-	0.7496	74.96%
CYP inhibitory promiscuity	-	0.6952	69.52%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6235	62.35%
Carcinogenicity (trinary)	Non-required	0.7110	71.10%
Eye corrosion	-	0.9241	92.41%
Eye irritation	+	0.9875	98.75%
Skin irritation	+	0.5309	53.09%
Skin corrosion	-	0.8557	85.57%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8658	86.58%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	+	0.7114	71.14%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.4623	46.23%
Acute Oral Toxicity (c)	III	0.4915	49.15%
Estrogen receptor binding	+	0.6370	63.70%
Androgen receptor binding	+	0.5565	55.65%
Thyroid receptor binding	-	0.5956	59.56%
Glucocorticoid receptor binding	+	0.6847	68.47%
Aromatase binding	-	0.5571	55.71%
PPAR gamma	-	0.7129	71.29%
Honey bee toxicity	-	0.9660	96.60%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.9200	92.00%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	92.96%	91.49%
CHEMBL3194	P02766	Transthyretin	92.68%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.03%	91.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	91.22%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.11%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.01%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.91%	93.40%
CHEMBL2581	P07339	Cathepsin D	85.62%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.65%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.69%	99.17%
CHEMBL4208	P20618	Proteasome component C5	81.22%	90.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.83%	94.42%

Plants that contains it

• Piper dilatatum

Cross-Links

• PubChem: 15840545
• LOTUS: LTS0034074
• wikiData: Q105035633