O-acetyl tryptophol

Details

• Internal ID: ed3e62e8-5f77-4dbe-96b5-799d4bfecea6
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolyl carboxylic acids and derivatives
• IUPAC Name: acetyl 2-amino-3-(1-hydroxyindol-3-yl)propanoate
• SMILES (Canonical): CC(=O)OC(=O)C(CC1=CN(C2=CC=CC=C21)O)N
• SMILES (Isomeric): CC(=O)OC(=O)C(CC1=CN(C2=CC=CC=C21)O)N
• InChI: InChI=1S/C13H14N2O4/c1-8(16)19-13(17)11(14)6-9-7-15(18)12-5-3-2-4-10(9)12/h2-5,7,11,18H,6,14H2,1H3
• InChI Key: IEXCUYUXJYLXHI-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄N₂O₄
• Molecular Weight: 262.26 g/mol
• Exact Mass: 262.09535693 g/mol
• Topological Polar Surface Area (TPSA): 94.60 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.84
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9622	96.22%
Caco-2	+	0.7048	70.48%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4683	46.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9543	95.43%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7112	71.12%
P-glycoprotein inhibitior	-	0.9401	94.01%
P-glycoprotein substrate	-	0.7943	79.43%
CYP3A4 substrate	+	0.5223	52.23%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.7331	73.31%
CYP3A4 inhibition	-	0.7943	79.43%
CYP2C9 inhibition	-	0.8129	81.29%
CYP2C19 inhibition	-	0.8481	84.81%
CYP2D6 inhibition	-	0.9047	90.47%
CYP1A2 inhibition	-	0.7186	71.86%
CYP2C8 inhibition	-	0.6997	69.97%
CYP inhibitory promiscuity	-	0.8552	85.52%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.5173	51.73%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.9654	96.54%
Skin irritation	-	0.7863	78.63%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4626	46.26%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5910	59.10%
skin sensitisation	-	0.8815	88.15%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7427	74.27%
Nephrotoxicity	-	0.8055	80.55%
Acute Oral Toxicity (c)	III	0.5899	58.99%
Estrogen receptor binding	-	0.5393	53.93%
Androgen receptor binding	-	0.5634	56.34%
Thyroid receptor binding	-	0.6389	63.89%
Glucocorticoid receptor binding	-	0.5691	56.91%
Aromatase binding	-	0.5072	50.72%
PPAR gamma	-	0.6797	67.97%
Honey bee toxicity	-	0.8974	89.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7763	77.63%

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	98.67%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.46%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.81%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.89%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.16%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.36%	89.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.46%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.27%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 129670515
• LOTUS: LTS0180273
• wikiData: Q104396383