Precatorine

Details

• Internal ID: 810058b5-5eef-4cfb-b9f0-9a42f9b432e5
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives
• IUPAC Name: 5-carboxy-3-hydroxy-2-(1-methylpyridin-1-ium-3-carbonyl)oxyphenolate
• SMILES (Canonical): C[N+]1=CC=CC(=C1)C(=O)OC2=C(C=C(C=C2[O-])C(=O)O)O
• SMILES (Isomeric): C[N+]1=CC=CC(=C1)C(=O)OC2=C(C=C(C=C2[O-])C(=O)O)O
• InChI: InChI=1S/C14H11NO6/c1-15-4-2-3-8(7-15)14(20)21-12-10(16)5-9(13(18)19)6-11(12)17/h2-7H,1H3,(H2-,16,17,18,19)
• InChI Key: KIDWQBQBVJXTPW-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₁NO₆
• Molecular Weight: 289.24 g/mol
• Exact Mass: 289.05863707 g/mol
• Topological Polar Surface Area (TPSA): 111.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 0.21
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 36675-57-7
• alpha-N,N-Dimethyl-L-tryptophan
• DTXSID90190126
• 3-((4-Carboxy-2,6-dihydroxyphenoxy)carbonyl)-1-methyl pyridinium, hydroxide, inner salt

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7563	75.63%
Caco-2	-	0.5379	53.79%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4841	48.41%
OATP2B1 inhibitior	-	0.7107	71.07%
OATP1B1 inhibitior	+	0.9046	90.46%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8981	89.81%
P-glycoprotein inhibitior	-	0.8918	89.18%
P-glycoprotein substrate	-	0.9158	91.58%
CYP3A4 substrate	-	0.5542	55.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9027	90.27%
CYP3A4 inhibition	-	0.9739	97.39%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9131	91.31%
CYP2D6 inhibition	-	0.8396	83.96%
CYP1A2 inhibition	-	0.7412	74.12%
CYP2C8 inhibition	+	0.4786	47.86%
CYP inhibitory promiscuity	-	0.8711	87.11%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4843	48.43%
Eye corrosion	-	0.9874	98.74%
Eye irritation	+	0.5395	53.95%
Skin irritation	-	0.7813	78.13%
Skin corrosion	-	0.9503	95.03%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7971	79.71%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9348	93.48%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6289	62.89%
Acute Oral Toxicity (c)	III	0.6033	60.33%
Estrogen receptor binding	+	0.8001	80.01%
Androgen receptor binding	-	0.5425	54.25%
Thyroid receptor binding	-	0.7209	72.09%
Glucocorticoid receptor binding	+	0.6336	63.36%
Aromatase binding	+	0.5182	51.82%
PPAR gamma	+	0.7297	72.97%
Honey bee toxicity	-	0.9263	92.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6750	67.50%
Fish aquatic toxicity	+	0.6946	69.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.33%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.56%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.58%	98.95%
CHEMBL3194	P02766	Transthyretin	84.16%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.38%	99.17%
CHEMBL1811	P34995	Prostanoid EP1 receptor	82.34%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	80.77%	94.73%

Plants that contains it

• Abrus precatorius
• Beta vulgaris
• Phytolacca americana
• Rhynchosia precatoria

Cross-Links

• PubChem: 54704420
• NPASS: NPC109851
• LOTUS: LTS0053401
• wikiData: Q83062415