3-(Indol-3-YL) lactate

Details

• Internal ID: 3835e01c-3173-4788-84de-aaa0e98e82cb
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolyl carboxylic acids and derivatives
• IUPAC Name: (2S)-2-hydroxy-3-(1H-indol-3-yl)propanoic acid
• InChI: InChI=1S/C11H11NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,10,12-13H,5H2,(H,14,15)/t10-/m0/s1
• InChI Key: XGILAAMKEQUXLS-JTQLQIEISA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₁NO₃
• Molecular Weight: 205.21 g/mol
• Exact Mass: 205.07389321 g/mol
• Topological Polar Surface Area (TPSA): 73.30 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.16
• H-Bond Acceptor: 2
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• RefChem:495324
• 7417-65-4
• (S)-2-hydroxy-3-(1H-indol-3-yl)propanoic acid
• (2S)-2-HYDROXY-3-(1H-INDOL-3-YL)PROPANOIC ACID
• indole-3-l-lactic acid
• L-Indole-3-lactic acid
• (S)-indole-3-lactic acid
• Indole-3-lactic acid, L-
• DJ9KH2U67F
• Indole-3-lactic acid, (S)-
• MFCD09839710
• (2S)-2-Hydroxy-3-indoylpropanoic acid
• 1H-Indole-3-propanoicacid,-alpha--hydroxy-,(-alpha-R)-(9CI)
• 3IL
• DL-3-indolelactate
• dl-3-Indolelactic acid
• Dl-Indole-3-lactic-acid
• UNII-DJ9KH2U67F
• SCHEMBL1362995
• 1H-Indole-3-propanoic acid, alpha-hydroxy-, (alphaS)-
• SCHEMBL29556806
• CHEBI:194705
• DTXSID801314125
• 2-hydroxy-3-indol-3-yl-propionate
• 2-Hydroxy-3-indol-3-yl-propionsaeure
• DB07060
• (+)-a-hydroxy-1H-indole-3-propanoate
• (+)-a-hydroxy-1H-indole-3-propionate
• 2-hydroxy-3-indol-3-yl-propionic acid
• (S)-2-hydroxy-3-indol-3-yl-propionate
• (+)-2-hydroxy-3-indol-3-yl-propionate
• PD006145
• SY277562
• (+)-alpha-hydroxy-1H-indole-3-propanoate
• (+)-alpha-hydroxy-1H-indole-3-propionate
• (+)-a-hydroxy-1H-indole-3-propanoic acid
• (+)-a-hydroxy-1H-indole-3-propionic acid
• (+)-2-hydroxy-3-indol-3-yl-propionic acid
• (S)-2-hydroxy-3-indol-3-yl-propionic acid
• NS00099294
• (+)-alpha-hydroxy-1H-indole-3-propanoic acid
• (+)-alpha-hydroxy-1H-indole-3-propionic acid
• (S)-2-hydroxy-3-(1H-indol-3-yl)propanoicacid
• (alphaS)-alpha-Hydroxy-1H-indole-3-propanoic acid
• Q27095975
• (.ALPHA.S)-.ALPHA.-HYDROXY-1H-INDOLE-3-PROPANOIC ACID
• 1H-INDOLE-3-PROPANOIC ACID, .ALPHA.-HYDROXY-, (.ALPHA.S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	-	0.6953	69.53%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5680	56.80%
OATP2B1 inhibitior	-	0.8652	86.52%
OATP1B1 inhibitior	+	0.9494	94.94%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8071	80.71%
P-glycoprotein inhibitior	-	0.9914	99.14%
P-glycoprotein substrate	-	0.9373	93.73%
CYP3A4 substrate	-	0.6031	60.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7640	76.40%
CYP3A4 inhibition	-	0.9680	96.80%
CYP2C9 inhibition	-	0.9092	90.92%
CYP2C19 inhibition	-	0.9022	90.22%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	-	0.8349	83.49%
CYP2C8 inhibition	-	0.9073	90.73%
CYP inhibitory promiscuity	-	0.9236	92.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6167	61.67%
Eye corrosion	-	0.9910	99.10%
Eye irritation	+	0.8108	81.08%
Skin irritation	-	0.7364	73.64%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7150	71.50%
Micronuclear	+	0.7065	70.65%
Hepatotoxicity	-	0.6458	64.58%
skin sensitisation	-	0.8270	82.70%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8569	85.69%
Acute Oral Toxicity (c)	III	0.5590	55.90%
Estrogen receptor binding	-	0.8240	82.40%
Androgen receptor binding	-	0.7420	74.20%
Thyroid receptor binding	-	0.8029	80.29%
Glucocorticoid receptor binding	-	0.6272	62.72%
Aromatase binding	-	0.6823	68.23%
PPAR gamma	+	0.6231	62.31%
Honey bee toxicity	-	0.9239	92.39%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	-	0.6862	68.62%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293232	Q16637	Survival motor neuron protein	891.3 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.34%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.13%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.39%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.73%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.50%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	87.03%	90.20%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.70%	95.56%
CHEMBL2535	P11166	Glucose transporter	82.85%	98.75%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.39%	88.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.10%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.17%	94.45%

Plants that contains it

• Pycnarrhena ozantha

Cross-Links

• PubChem: 676157
• NPASS: NPC96195
• LOTUS: LTS0038954
• wikiData: Q27095975