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Details

Stereochemistry ABSOLUTE
Molecular Formula 2C5H8NO3S.Mg
Molecular Weight 348.679
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACETYLCYSTEINE MAGNESIUM

SMILES

[Mg++].CC(=O)N[C@@H](CS)C([O-])=O.CC(=O)N[C@@H](CS)C([O-])=O

InChI

InChIKey=CDIFCTOKYOUYOT-SCGRZTRASA-L
InChI=1S/2C5H9NO3S.Mg/c2*1-3(7)6-4(2-10)5(8)9;/h2*4,10H,2H2,1H3,(H,6,7)(H,8,9);/q;;+2/p-2/t2*4-;/m00./s1

HIDE SMILES / InChI

Molecular Formula Mg
Molecular Weight 24.305
Charge 2
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C5H8NO3S
Molecular Weight 162.187
Charge -1
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Acetylcysteine (also known as N-acetylcysteine or N-acetyl-L-cysteine or NAC) is primarily used as a mucolytic agent and in the management of acetaminophen poisoning. Acetylcysteine likely protects the liver by maintaining or restoring the glutathione levels, or by acting as an alternate substrate for conjugation with, and thus detoxification of, the reactive metabolite. Nacystelyn (NAL), a recently-developed lysine salt of N-acetylcysteine (NAC) is known to have excellent mucolytic capabilities and is used to treat cystic fibrosis (CF) lung disease. NAC as a precursor to the antioxidant glutathione modulates glutamatergic, neurotrophic, and inflammatory pathways. The potential applications of NAC to facilitate recovery after traumatic brain injury, cerebral ischemia, and in treatment of cerebrovascular vasospasm after subarachnoid hemorrhage. Acetylcysteine serves as a prodrug to L-cysteine, which is a precursor to the biologic antioxidant, glutathione, and hence administration of acetylcysteine replenishes glutathione stores. L-cysteine also serves as a precursor to cystine, which in turn serves as a substrate for the cystine-glutamate antiporter on astrocytes hence increasing glutamate release into the extracellular space. Acetylcysteine also possesses some anti-inflammatory effects possibly via inhibiting NF-κB through redox activation of the nuclear factor kappa kinases thereby modulating cytokine synthesis. NAC is associated with reduced levels of inflammatory cytokines and acts as a substrate for glutathione synthesis. These actions are believed to converge upon mechanisms promoting cell survival and growth factor synthesis, leading to increased neurite sprouting.

CNS Activity

Curator's Comment: http://forum.parkinson.org/topic/20369-cerebrospinal-fluid-concentrations-of-n-acetylcysteine-after-oral-administration-in-parkinsons-disease/

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Nacystelyn

Approved Use

Unknown
Secondary
ACETADOTE

Approved Use

ACETADOTE, administered intravenously within 8 to 10 hours after ingestion of a potentially hepatotoxic quantity of acetaminophen, is indicated to prevent or lessen hepatic injury.

Launch Date

2004
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
26.5 μg/mL
11 g single, oral
dose: 11 g
route of administration: Oral
experiment type: SINGLE
co-administered:
ACETYLCYSTEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
3.47 mg/L
400 mg single, oral
dose: 400 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ACETYLCYSTEINE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
0.68 mg/L
200 mg single, oral
dose: 200 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ACETYLCYSTEINE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
2.57 mg/L
600 mg single, oral
dose: 600 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ACETYLCYSTEINE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
186 μg × h/mL
11 g single, oral
dose: 11 g
route of administration: Oral
experiment type: SINGLE
co-administered:
ACETYLCYSTEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
18.1 h
11 g single, oral
dose: 11 g
route of administration: Oral
experiment type: SINGLE
co-administered:
ACETYLCYSTEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
2.27 h
600 mg single, oral
dose: 600 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ACETYLCYSTEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
23.5%
11 g single, oral
dose: 11 g
route of administration: Oral
experiment type: SINGLE
co-administered:
ACETYLCYSTEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
40 mg single, intranasal
Studied dose
Dose: 40 mg
Route: intranasal
Route: single
Dose: 40 mg
Sources:
healthy, ADULT
Health Status: healthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
40 mg single, intranasal
Studied dose
Dose: 40 mg
Route: intranasal
Route: single
Dose: 40 mg
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
40 mg single, intranasal
Studied dose
Dose: 40 mg
Route: intranasal
Route: single
Dose: 40 mg
Sources:
unhealthy, CHILD
Health Status: unhealthy
Age Group: CHILD
Sex: M+F
Food Status: UNKNOWN
Sources:
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
strong [Inhibition 10000 uM]
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

hepatic injury: Acetadote should be administered within 8 hours from acetaminophen ingestion for maximal protection against hepatic injury for patients whose serum acetaminophen levels fall above the “possible” toxicity line on the Rumack-Matthew nomogram (line connecting 150 mcg/mL at 4 hours with 50 mcg/mL at 12 hours cystic fibrosis: patients inhaled either from two (4 mg) to eight puffs (16 mg) of a single dose of NAL from the range, administered in an open-label fashion, or 12 puffs of active NAL (24 mg) versus 12 puffs of placebo,
Route of Administration: Other
It was studied the alteration of cellular properties during in vitro hematopoietic differentiation of human iPSCs and the ability of N-acetylcysteine (NAC), a potent free radical scavenger, to prevent such alterations. IPSCs were differentiated towards hematopoietic cells in the presence of 1 mM NAC. Intracellular reactive oxygen species (ROS), nitric oxide (NO), senescence, apoptosis and mitochondrial membrane potential (MMP) were evaluated at 1 and 3 weeks of differentiation. NAC administration improved hematopoietic differentiation of iPSCs in terms of production of CD34, CD45 and CD43 positive cells.
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:30:12 GMT 2025
Edited
by admin
on Mon Mar 31 22:30:12 GMT 2025
Record UNII
038D8XOK12
Record Status Validated (UNII)
Record Version
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Name Type Language
L-CYSTEINE, N-ACETYL-, MAGNESIUM SALT (2:1)
Preferred Name English
ACETYLCYSTEINE MAGNESIUM
Systematic Name English
MAGNESIUM ACETYLCYSTEINE
Systematic Name English
MAGNESIUM ACETYLCYSTEINATE
Systematic Name English
Code System Code Type Description
FDA UNII
038D8XOK12
Created by admin on Mon Mar 31 22:30:12 GMT 2025 , Edited by admin on Mon Mar 31 22:30:12 GMT 2025
PRIMARY
RXCUI
1809634
Created by admin on Mon Mar 31 22:30:12 GMT 2025 , Edited by admin on Mon Mar 31 22:30:12 GMT 2025
PRIMARY
PUBCHEM
9906338
Created by admin on Mon Mar 31 22:30:12 GMT 2025 , Edited by admin on Mon Mar 31 22:30:12 GMT 2025
PRIMARY
DRUG BANK
DB14080
Created by admin on Mon Mar 31 22:30:12 GMT 2025 , Edited by admin on Mon Mar 31 22:30:12 GMT 2025
PRIMARY
CAS
36330-79-7
Created by admin on Mon Mar 31 22:30:12 GMT 2025 , Edited by admin on Mon Mar 31 22:30:12 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY