Basic information
- CAS
1821-52-9- Standard SMILES
O=C(O)C(O)Cc1c[nH]c2ccccc12- InChIKey
XGILAAMKEQUXLS-UHFFFAOYSA-N- Molecular formula
- C11H11NO3
- Average molar mass
- 205.21 g/mol
- Monoisotopic mass
- 205.07389321
Overview
3-(indol-3-yl)lactic acid is a hydroxy monocarboxylic acid that is lactic acid substituted by a 1H-indol-3-yl group at position 3. It is a metabolite of tryptophan. It has a role as a human metabolite. It is an indol-3-yl carboxylic acid and a hydroxy monocarboxylic acid. It is functionally related to a rac-lactic acid. It is a conjugate acid of a 3-(indol-3-yl)lactate.
Names & identifiers
- Preferred name
- Indole-3-lactic acid
- IUPAC
- 2-hydroxy-3-(1H-indol-3-yl)propanoic acid
- English name
- DL-Indole-3-lactic acid
- Molecular formula
- C11H11NO3
- Molecular weight
- 205.21
Names & synonyms
Indole-3-lactic acid1821-52-9dl-Indole-3-lactic acid2-Hydroxy-3-(1H-indol-3-yl)propanoic acid3-(Indol-3-yl)lactic acidalpha-Hydroxy-1H-indole-3-propanoic acid5SW11R7M7M5-iHIPA5-hydroxyindolepropionic acidCHEBI:24813DTXSID70862758RefChem:790969
Show more names
3-INDOLE-LACTIC ACIDDL-3-INDOLELACTIC ACIDIndolelacticacidindole-3-lacticacidIndole-3-lacticAcid>3-(indol-3-yl)lacticaci3-(3-INDOLYL)LACTIC ACIDDL-B-3-INDOLELACTIC ACIDω-(3-Indolyl)lactic acid
DTXCID90811480217-347-0Indolelactic acid832-97-3Indolelactate3-Indolelactic acid1H-Indole-3-propanoic acid, alpha-hydroxy-MFCD00005642
Database identifiers
- CAS
1821-52-9、832-97-3- PubChem CID
- 92904
- DTXSID
DTXSID70862758
Properties
Computed structural properties
- XLogP
- 1.5
- Topological polar surface area
- 73.3 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 244
Experimental & physicochemical properties
Collision Cross Section146.51 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
Physicochemical properties
- Melting point
- 145 · 145-146 °C(lit.)
- Boiling point
- 477.3 · 477.3±30.0 °C(Predicted)
- Density
- 1.428 · 1.428±0.06 g/cm3(Predicted)
- storage temp.
- 2 · Sealed in dry,2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 3.86 · 3.86±0.11(Predicted)
- color
- Pale Orange to Pale Purple
- 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)
- InChIKey
- XGILAAMKEQUXLS-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C(O)CC1C2=C(NC=1)C=CC=C2
- CAS DataBase Reference
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- wgk
- 3
- hs_code
- 2933.99.9701
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS08,GHS02
- Hazard statements
- H319-H360-H372-H373-H340-H335-H336-H401-H225
- Precautionary statements
- P501-P273-P260-P270-P202-P240-P210-P233-P201-P243-P241-P242-P271-P264-P280-P370+P378-P308+P313-P337+P313-P305+P351+P338-P303+P361+P353-P304+P340+P312-P403+P233-P403+P235-P405
Chemistry & industry
Applications
UsesDL-Indole-3-lactic Acid is used as a reagent in the synthesis of 2-hydroxy-1-(1H-indol-3-yl)-4-methylpentan-3-one which has weak antibacterial activity against 16 bacterial strains, including Escherichia coli, Bacillus subtilis and Staphylococcus aureus. DL-Indole-3-lactic Acid is also used in the preparation of Monatin, a natural sweet peptidomimetic.
Suppliers35 total
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
上海颖心实验室设备有限公司021-59178156 17002132182 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
欧利希（湖北）医药科技有限公司17316404525 17316404525 · [email protected]
四川省维克奇生物科技有限公司18108052721 17743264324 · [email protected]
上海瀚鸿科技股份有限公司
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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