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DL-lactic acid

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Also known as α-hydroxypropionic acid, milchsäure, milk acid, acidum lacticum, lactic acid, lactate, α-hydroxypropanoic acid, DL-milchsäure

group of stereoisomers

OverviewAI-generated

DL-lactic acid is a chemical compound with the formula C₃H₆O₃. Its IUPAC name is hydron;2-hydroxypropanoate, and it has a molecular weight of 90.08. The substance possesses a density of 1.225, a melting point of 18, and a boiling point of 122. Its pKa value is 3.866.

Structurally, the molecule contains two hydrogen bond donors and three hydrogen bond acceptors, with a topological polar surface area of 60.4. It carries a charge of 0. The canonical SMILES representation for this compound is CC(C(=O)O)O.

Synthesized by Vinony from 21 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

In the Vinony graph

Vinony's link graph records 1,108 inbound references to DL-lactic acid, and connects out to ion, carbohydrate and fermentation.

It sits within the topics Alpha hydroxycarboxylic acids, Chembox having GHS data and Chembox image size set.

Vinony links it to 73 Wikipedia language editions.

Chemical data

Formula: C3H6O3
Molecular weight: 90.08 g/mol
IUPAC name: hydron;2-hydroxypropanoate
SMILES: [H+].CC(C(=O)[O-])O
InChIKey: JVTAAEKCZFNVCJ-UHFFFAOYSA-N
Polar surface area: 60.4 Å²
H-bond donors: 2
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 2006
Admin. routes: parenteral, topical
Indications: Acid-Base Imbalance, Recurrent tonsillitis, pain, Fluid Therapy

via ChEMBL · EBI

Research

697 papers

Biocompatibility of poly (DL-lactic acid/glycine) copolymers.ReviewClinical materials · 1991Schakenraad JM, Dijkstra PJDOI: 10.1016/0267-6605(91)90067-p
Complete Restoration of Hearing Loss and Cochlear Synaptopathy via Minimally Invasive, Single-Dose, and Controllable Middle Ear Delivery of Brain-Derived Neurotrophic Factor-Poly(dl-lactic acid-co-glycolic acid)-Loaded Hydrogel.ACS nano · 2024Yu Q, Liu S, Guo R et al.DOI: 10.1021/acsnano.3c11049
Synthesis and Hydrolytic Degradation of Substituted Poly(DL-Lactic Acid)s.Materials (Basel, Switzerland) · 2011Tsuji H, Eto T, Sakamoto YDOI: 10.3390/ma4081384
Poly(DL-lactic acid) scaffolds as a bone targeting platform for the co-delivery of antimicrobial agents against S. aureus-C.albicans mixed biofilms.International journal of pharmaceutics · 2022Zegre M, Barros J, Ribeiro IAC et al.DOI: 10.1016/j.ijpharm.2022.121832
Ultrasonography-guided curettage of poly-DL-lactic acid filler granulomas.Journal of the American Academy of Dermatology · 2018Seok J, Kim JM, Kwon TR et al.DOI: 10.1016/j.jaad.2017.08.026
Fibrous poly(chitosan-g-DL-lactic acid) scaffolds prepared via electro-wet-spinning.Acta biomaterialia · 2008Wan Y, Cao X, Zhang S et al.DOI: 10.1016/j.actbio.2008.01.001
Facial Skin Rejuvenation Using Poly- dl -Lactic Acid Injected With a Laser-Generated Needle-Free Microjet Injector.Dermatologic surgery : official publication for American Society for Dermatologic Surgery [et al.] · 2024Oh DY, Seo SB, Jang YJ et al.DOI: 10.1097/DSS.0000000000004195
The Safety, Tolerability, and Efficacy of DL-Lactic Acid Syrup (Tonsitin) in Children With Recurrent Tonsillitis: A Pilot Study.Clinical pediatrics · 2024Taha A, Yeheskeli E, Gavriel H et al.DOI: 10.1177/00099228231222317

Wikidata facts

Subclass of: fatty alcohol
Mass: 90.031694
Has use: medication

Show 13 more facts

described by source: Encyclopædia Britannica 11th edition
Commons category: Lactic acid
chemical formula: C₃H₆O₃
found in taxon: Caenorhabditis elegans
density: 1.225
medical condition treated: dermatitis
canonical SMILES: CC(C(=O)O)O
pKa: 3.866
monomer of: PLGA
melting point: 18
WordLift URL: data.medicalrecords.com/medicalrecords/healthwise/lactic_acid
on focus list of Wikimedia project: Wikipedia:Vital articles/Level/4
boiling point: 122

Sources (7)

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Encyclopedic overview

Names

Preferred IUPAC name 2-Hydroxypropanoic acid

Excerpted from Wikipedia’s “DL-lactic acid” article, available under the CC BY-SA 4.0 licence.

Gallery (5)

Categories

Alpha hydroxycarboxylic acids Chembox having GHS data Chembox image size set Chemical articles with multiple CAS registry numbers Chemical articles with multiple compound IDs ECHA InfoCard ID from Wikidata E-number additives E number from Wikidata Exercise physiology Food acidity regulators Multiple chemicals in an infobox that need indexing Preservatives Propionic acids