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Details

Stereochemistry ABSOLUTE
Molecular Formula C3H6O3
Molecular Weight 90.0779
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LACTIC ACID, L-

SMILES

C[C@H](O)C(O)=O

InChI

InChIKey=JVTAAEKCZFNVCJ-REOHCLBHSA-N
InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m0/s1

HIDE SMILES / InChI
Lactic Acid, L- (L-lactic acid, L-lactate) is the levorotatory isomer of lactic acid, the biologically active isoform in humans. Lactic acid or lactate is produced during fermentation from pyruvate by lactate dehydrogenase. Lactate dehydrogenase is isomer-specific so that production and metabolism of D-lactate require D-LDH and L-lactate requires L-LDH. Mammalian cells only contain L-LDH so that in humans the lactate produced is almost exclusively L-lactate. Carbohydrate-fermenting bacterial species (e.g. lactobacillus spp) have by contrast both enzymes and therefore the capacity to produce both D-lactate and L-lactate. L-lactic acid is the primary agonist of hydroxycarboxylic acid receptor 1 (HCA1), which is a Gi/o-coupled G protein-coupled receptor (GPCR). Poly-L-lactic acid is an absorbable, semi-permanent, injectable implant that can be used to restore volume and stimulate collagen formation gradually. It is FDA-approved for the correction of facial fat loss associated with antiretroviral therapy-induced lipoatrophy in HIV patients. It is FDA-approved for use in immunocompetent people for the correction of nasolabial fold deficiencies and other facial wrinkles. It has been used off-label to enhance the cheeks, hands, neck, thighs, gluteal enhancement and chest wall deformities, such as pectus excavatum or thoracic deformities secondary to surgical procedures.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q9BXC0
Gene ID: 27198.0
Gene Symbol: HCAR1
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
PRISMASOL

Approved Use

PRISMASOL solution is indicated as a replacement solution in Continuous Renal Replacement Therapy (CRRT) and in case of drug poisoning when CRRT is used to remove dialyzable substances.

Launch Date

2006
PubMed

PubMed

TitleDatePubMed
Lactate- and isoproterenol-induced panic attacks in panic disorder patients and controls.
1988 Feb
Cloning of a lactate dehydrogenase gene from Clostridium acetobutylicum B643 and expression in Escherichia coli.
1990 Dec
Malignant ventricular tachycardia during propafenone treatment in a child with junctional automatic tachycardia: effectiveness of intravenous molar sodium lactate.
1991 May
Physiology and pathophysiology of organic acids in cerebrospinal fluid.
1993
Lactate and pyruvate concentrations in capillary blood from newborns.
1994 Sep
Intracellular flux analysis applied to the effect of dissolved oxygen on hybridomas.
1995 Dec
Abnormal substrate levels that depend upon mitochondrial function in cerebrospinal fluid from Alzheimer patients.
1998
Paraquat-induced renal injury studied by 1H nuclear magnetic resonance spectroscopy of urine.
1998 Jun
Optimisation of media and cultivation conditions for L(+)(S)-lactic acid production by Lactobacillus casei NRRL B-441.
2001 Jul
A double-blind, randomized, placebo-controlled pilot study to investigate the effects of finasteride combined with a biodegradable self-reinforced poly L-lactic acid spiral stent in patients with urinary retention caused by bladder outlet obstruction from benign prostatic hyperplasia.
2001 Jul
The 12,13-diol cyclization approach for a truly stereocontrolled total synthesis of epothilone B and the synthesis of a conformationally restrained analogue.
2001 May 18
Asymmetric intermolecular C-H functionalization of benzyl silyl ethers mediated by chiral auxiliary-based aryldiazoacetates and chiral dirhodium catalysts.
2005 Dec 23
Physiological and behavioral effects of naloxone and lactate in normal volunteers with relevance to the pathophysiology of panic disorder.
2007 Jan 15
An autocrine lactate loop mediates insulin-dependent inhibition of lipolysis through GPR81.
2010 Apr 7
Patents

Sample Use Guides

Facial fat loss (lipoatrophy) Sculptra (Poly-L-lactic acid): Intradermal or SubQ: ~0.05-0.2 mL per individual injection depending on technique used; ~20 injections may be needed per cheek. Treatment should be individualized. Separate treatments by ≥2 weeks. Typical course involves 3-6 treatments. Supplemental injections may be needed. Do not overfill contour deficiency. For patients with severe facial fat loss, the average treatment requires ~1 vial per cheek area per treatment.
Route of Administration: Other
Name Type Language
LACTIC ACID, L-
II  
Common Name English
L-LACTIC ACID
MI  
Common Name English
L- LACTIC ACID (+)
Common Name English
(S)-(+)-LACTIC ACID
Systematic Name English
L(+)-LACTIC ACID
Common Name English
(S)-LACTIC ACID [EP MONOGRAPH]
Common Name English
SARCOLACTICUM ACIDUM [HPUS]
Common Name English
(2S)-2-HYDROXYPROPANOIC ACID
Systematic Name English
LACTIC ACID, L- [II]
Common Name English
L-LACTIC ACID [MI]
Common Name English
(+)-LACTIC ACID
Systematic Name English
(S)-LACTIC ACID
EP  
Systematic Name English
Sarcolactic acid [WHO-DD]
Common Name English
SARCOLACTICUM ACIDUM
HPUS  
Common Name English
DEXTROROTATORY LACTIC ACID
Common Name English
SARCOLACTIC ACID
WHO-DD  
Common Name English
PARALACTIC ACID
Common Name English
L-(+)-LACTIC ACID
Common Name English
L-LACTIC ACID [JAN]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 128929
Created by admin on Fri Dec 15 15:05:58 GMT 2023 , Edited by admin on Fri Dec 15 15:05:58 GMT 2023
Code System Code Type Description
RS_ITEM_NUM
1356734
Created by admin on Fri Dec 15 15:05:58 GMT 2023 , Edited by admin on Fri Dec 15 15:05:58 GMT 2023
PRIMARY
EVMPD
SUB11686MIG
Created by admin on Fri Dec 15 15:05:58 GMT 2023 , Edited by admin on Fri Dec 15 15:05:58 GMT 2023
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FDA UNII
F9S9FFU82N
Created by admin on Fri Dec 15 15:05:58 GMT 2023 , Edited by admin on Fri Dec 15 15:05:58 GMT 2023
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EVMPD
SUB35198
Created by admin on Fri Dec 15 15:05:58 GMT 2023 , Edited by admin on Fri Dec 15 15:05:58 GMT 2023
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RXCUI
2462499
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NCI_THESAURUS
C61808
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DAILYMED
F9S9FFU82N
Created by admin on Fri Dec 15 15:05:58 GMT 2023 , Edited by admin on Fri Dec 15 15:05:58 GMT 2023
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EPA CompTox
DTXSID6034689
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MERCK INDEX
m6655
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PRIMARY Merck Index
CHEBI
422
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DRUG BANK
DB14475
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PUBCHEM
107689
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SMS_ID
100000076647
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CAS
79-33-4
Created by admin on Fri Dec 15 15:05:58 GMT 2023 , Edited by admin on Fri Dec 15 15:05:58 GMT 2023
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ECHA (EC/EINECS)
201-196-2
Created by admin on Fri Dec 15 15:05:58 GMT 2023 , Edited by admin on Fri Dec 15 15:05:58 GMT 2023
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