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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-02-28 17:19:06 UTC

Update Date

2023-02-21 17:15:55 UTC

HMDB ID

HMDB0001890

Secondary Accession Numbers

HMDB01890

Metabolite Identification

Common Name

Acetylcysteine

Description

N-Acetyl-L-cysteine (NAC) or N-Acetylcysteine is the N-acetyl derivative of the amino acid L-cysteine and is a precursor in the formation of the antioxidant glutathione in the body. N-Acetylcysteine, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetyl-L-cysteine can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-Acetyl-L-cysteine is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-cysteine. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618 ). About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686 ). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT‚Äôs (PMID: 30054468 ). These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468 ). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid. . N-acetylated amino acids, such as N-acetylcysteine can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618 ). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free cysteine can also occur. The enzyme known as cysteine-S-conjugate N-acetyltransferase (EC 2.3.1.80) catalyzes the transfer of the acetyl group of acetyl CoA to the amino group of cysteine. This enzyme is an important participant in glutathione metabolism and the production of glutathione. The thiol (sulfhydryl) group in N-Acetylcysteine confers antioxidant effects and is able to reduce free radicals. N-Acetylcysteine is a pharmacological agent used in the management of paracetamol (acetaminophen) overdoses. When acetaminophen is taken in large quantities, a minor metabolite called N-acetyl-p-benzoquinone imine (NAPQI) accumulates within the body. NAPQI is normally conjugated by glutathione, but when taken in excess, the body's glutathione reserves are not sufficient to deactivate the toxic NAPQI. In the treatment of acetaminophen overdose, N-acetylcysteine acts to maintain or replenish depleted glutathione reserves in the liver and enhance non-toxic metabolism of acetaminophen. These actions serve to protect liver cells from NAPQI toxicity. For this particular indication, N-acetylcysteine is available under the trade names Mucomyst (Bristol-Myers Squibb) and Parvolex (GSK). N-Acetylcysteine is also used as a mucolytic agent to reduce the viscosity of mucous secretions. It has also been shown to have antiviral effects in patients with HIV due to inhibition of viral stimulation by reactive oxygen intermediates. Acetylcysteine has been studied for a number of psychiatric disorders. There is tentative evidence for N-acetylcysteine being useful in the treatment of Alzheimer's disease, autism, bipolar disorder, drug-induced neuropathy, major depressive disorder, obsessive-compulsive disorder, and schizophrenia (PMID: 21118657 ). Many N-acetylamino acids, including N-acetylcysteine, can act as uremic toxins if present in high abundance in the serum or plasma (PMID: 21970774 ; PMID: 20613759 ). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2R)-2-Acetylamino-3-sulfanylpropanoic acid	ChEBI
(R)-2-Acetylamino-3-mercaptopropanoic acid	ChEBI
(R)-Mercapturic acid	ChEBI
Acetilcisteina	ChEBI
Acetylcysteinum	ChEBI
L-Acetylcysteine	ChEBI
L-alpha-Acetamido-beta-mercaptopropionic acid	ChEBI
Mercapturic acid	ChEBI
N-Acetyl-L-(+)-cysteine	ChEBI
N-Acetylcysteine	ChEBI
NAC	ChEBI
(2R)-2-Acetylamino-3-sulfanylpropanoate	Generator
(2R)-2-Acetylamino-3-sulphanylpropanoate	Generator
(2R)-2-Acetylamino-3-sulphanylpropanoic acid	Generator
(R)-2-Acetylamino-3-mercaptopropanoate	Generator
(R)-Mercaptate	Generator
(R)-Mercaptic acid	Generator
L-a-Acetamido-b-mercaptopropionate	Generator
L-a-Acetamido-b-mercaptopropionic acid	Generator
L-alpha-Acetamido-beta-mercaptopropionate	Generator
L-Α-acetamido-β-mercaptopropionate	Generator
L-Α-acetamido-β-mercaptopropionic acid	Generator
Mercaptate	Generator
Mercaptic acid	Generator
Acetadote	HMDB
Flumucetin	HMDB
2-acetylamino-3-mercapto-Propionate	HMDB
2-acetylamino-3-mercapto-Propionic acid	HMDB
Fluimicil infantil	HMDB
Fluimucetin	HMDB
Fluprowit	HMDB, MeSH
N-Acety-L-cysteine	HMDB
N-Acetyl-3-mercaptoalanine	HMDB
Sodium 2-acetamido-3-mercaptopropionate	HMDB
Acemuc	MeSH, HMDB
Acetylcysteine alcon brand	MeSH, HMDB
Acetylcysteine betapharm brand	MeSH, HMDB
Acetylcysteine bouchara brand	MeSH, HMDB
Acetylcysteine farmasan brand	MeSH, HMDB
Acetylcysteine fresenius brand	MeSH, HMDB
Acetylcysteine inpharzam brand	MeSH, HMDB
Acetylcysteine klinge brand	MeSH, HMDB
Acetylcysteine lindopharm brand	MeSH, HMDB
Acetylcysteine pharbita brand	MeSH, HMDB
Acetylcysteine whitehall brand	MeSH, HMDB
Acetylcysteine, monosodium salt	MeSH, HMDB
Acétylcystéine GNR	MeSH, HMDB
Allen and hanburys brand OF acetylcysteine	MeSH, HMDB
Bioiberica brand OF acetylcysteine	MeSH, HMDB
Bristol myers squibb brand OF acetylcysteine	MeSH, HMDB
Bromuc	MeSH, HMDB
Dey brand OF acetylcysteine sodium salt	MeSH, HMDB
Eurespiran	MeSH, HMDB
Exomuc	MeSH, HMDB
Fresenius brand OF acetylcysteine	MeSH, HMDB
GNR Pharma brand OF acetylcysteine	MeSH, HMDB
GNR-Pharma brand OF acetylcysteine	MeSH, HMDB
Genac	MeSH, HMDB
Génévrier brand OF acetylcysteine	MeSH, HMDB
Hermes brand OF acetylcysteine	MeSH, HMDB
Heumann brand OF acetylcysteine	MeSH, HMDB
Monosodium salt acetylcysteine	MeSH, HMDB
Mucosil	MeSH, HMDB
NAC al	MeSH, HMDB
NAC, bisolvon	MeSH, HMDB
Oberlin brand OF acetylcysteine	MeSH, HMDB
Pfleger brand OF acetylcysteine	MeSH, HMDB
Produpharm lappe brand OF acetylcysteine	MeSH, HMDB
Roberts brand OF acetylcysteine	MeSH, HMDB
Roche nicholas brand OF acetylcysteine	MeSH, HMDB
Siran	MeSH, HMDB
Sodium, acetylcysteine	MeSH, HMDB
Temmler brand OF acetylcysteine	MeSH, HMDB
Teva brand OF acetylcysteine	MeSH, HMDB
Zambon brand OF acetylcysteine	MeSH, HMDB
Zambon, nac	MeSH, HMDB
Acetylcystein atid	MeSH, HMDB
Acetylcystein, mentopin	MeSH, HMDB
Acetylcysteine azupharma brand	MeSH, HMDB
Acetylcysteine centrafarm brand	MeSH, HMDB
Acetylcysteine hermes brand	MeSH, HMDB
Acetylcysteine krewel brand	MeSH, HMDB
Acetylcysteine temmler brand	MeSH, HMDB
Acetylcysteine teva brand	MeSH, HMDB
Acetylcysteine upsa brand	MeSH, HMDB
Acetylcysteine zyma brand	MeSH, HMDB
Acetylcysteine, (DL)-isomer	MeSH, HMDB
Betapharm brand OF acetylcysteine	MeSH, HMDB
Bristol myers squibb brand OF acetylcysteine sodium salt	MeSH, HMDB
Disphar brand OF acetylcysteine	MeSH, HMDB
Farmasan brand OF acetylcysteine	MeSH, HMDB
Fluimucil	MeSH, HMDB
Jenapharm	MeSH, HMDB
Klinge brand OF acetylcysteine	MeSH, HMDB
Lindopharm brand OF acetylcysteine	MeSH, HMDB
MPectil	MeSH, HMDB
Merck brand OF acetylcysteine	MeSH, HMDB
Mucosol	MeSH, HMDB
NAC zambon	MeSH, HMDB
Siccoral	MeSH, HMDB
Trommsdorff brand OF acetylcysteine	MeSH, HMDB
Zyma brand OF acetylcysteine	MeSH, HMDB
Mentopin acetylcystein	MeSH, HMDB
Acetylcystein al	MeSH, HMDB
Acetylcystein heumann	MeSH, HMDB
Acetylcystein trom	MeSH, HMDB
Acetylcysteine aluid brand	MeSH, HMDB
Acetylcysteine disphar brand	MeSH, HMDB
Acetylcysteine GNR-pharma brand	MeSH, HMDB
Acetylcysteine lichtenstein brand	MeSH, HMDB
Acetylcysteine merck brand	MeSH, HMDB
Acetylcysteine oberlin brand	MeSH, HMDB
Acetylcysteine roberts brand	MeSH, HMDB
Acetylcysteine sodium	MeSH, HMDB
Acetylcysteine thiemann brand	MeSH, HMDB
Acetylcysteine zinc	MeSH, HMDB
Acetylcysteine, monoammonium salt	MeSH, HMDB
Acetyst	MeSH, HMDB
Acid, mercapturic	MeSH, HMDB
Airbron	MeSH, HMDB
Alcon brand OF acetylcysteine	MeSH, HMDB
Aluid brand OF acetylcysteine	MeSH, HMDB
Alveolex	MeSH, HMDB
Atid brand OF acetylcysteine	MeSH, HMDB
Azubronchin	MeSH, HMDB
Boehringer ingelheim brand OF acetylcysteine	MeSH, HMDB
Bristol-myers squibb brand OF acetylcysteine sodium salt	MeSH, HMDB
broncho Fips	MeSH, HMDB
Broncholysin	MeSH, HMDB
Centrafarm brand OF acetylcysteine	MeSH, HMDB
Codotussyl	MeSH, HMDB
Cystamucil	MeSH, HMDB
dampo Mucopect	MeSH, HMDB
Hoestil	MeSH, HMDB
Hustengetränk, optipect	MeSH, HMDB
Inpharzam brand OF acetylcysteine	MeSH, HMDB
Intra brand OF acetylcysteine	MeSH, HMDB
Larylin nac	MeSH, HMDB
Lindocetyl	MeSH, HMDB
m Pectil	MeSH, HMDB
Mucopect, dampo	MeSH, HMDB
Mucosolvin	MeSH, HMDB
Optipect hustengetränk	MeSH, HMDB
Sanigen, muco	MeSH, HMDB
Solmucol	MeSH, HMDB
Thiemann brand OF acetylcysteine	MeSH, HMDB
Whitehall brand OF acetylcysteine	MeSH, HMDB
Zinc, acetylcysteine	MeSH, HMDB
Acebraus	MeSH, HMDB
Durabronchal	MeSH, HMDB
Acetabs	MeSH, HMDB
Acetylcysteine atid brand	MeSH, HMDB
Acetylcysteine bioiberica brand	MeSH, HMDB
Acetylcysteine guerbet brand	MeSH, HMDB
Acetylcysteine génévrier brand	MeSH, HMDB
Acetylcysteine heumann brand	MeSH, HMDB
Acetylcysteine hydrochloride	MeSH, HMDB
Acetylcysteine intra brand	MeSH, HMDB
Acetylcysteine pfleger brand	MeSH, HMDB
Acetylcysteine trommsdorff brand	MeSH, HMDB
Acetylcysteine zambon brand	MeSH, HMDB
Acetylcysteine ac-pharma brand	MeSH, HMDB
Acetylcysteine, (D)-isomer	MeSH, HMDB
Acetylin	MeSH, HMDB
Azupharma brand OF acetylcysteine	MeSH, HMDB
Bisolvon nac	MeSH, HMDB
Bouchara brand OF acetylcysteine	MeSH, HMDB
Bristol-myers squibb brand OF acetylcysteine	MeSH, HMDB
broncho-Fips	MeSH, HMDB
BronchoFips	MeSH, HMDB
Broncoclar	MeSH, HMDB
Fabrol	MeSH, HMDB
Frekatuss	MeSH, HMDB
Guerbet brand OF acetylcysteine	MeSH, HMDB
Hydrochloride, acetylcysteine	MeSH, HMDB
Ilube	MeSH, HMDB
Jenacystein	MeSH, HMDB
Krewel brand OF acetylcysteine	MeSH, HMDB
Lantamed	MeSH, HMDB
Lichtenstein brand OF acetylcysteine	MeSH, HMDB
m-Pectil	MeSH, HMDB
Monoammonium salt acetylcysteine	MeSH, HMDB
Muciteran	MeSH, HMDB
muco Sanigen	MeSH, HMDB
Mucomyst	MeSH, HMDB
N Acetyl L cysteine	MeSH, HMDB
N Acetylcysteine	MeSH, HMDB
Pharbita brand OF acetylcysteine	MeSH, HMDB
UPSA brand OF acetylcysteine	MeSH, HMDB
Ac pharma brand OF acetylcysteine	MeSH, HMDB
Ac-pharma brand OF acetylcysteine	MeSH, HMDB
Acetylcysteine	ChEBI

Chemical Formula

C₅H₉NO₃S

Average Molecular Weight

163.195

Monoisotopic Molecular Weight

163.030313849

IUPAC Name

(2R)-2-acetamido-3-sulfanylpropanoic acid

Traditional Name

acetylcysteine

CAS Registry Number

616-91-1

SMILES

CC(=O)N[C@@H](CS)C(O)=O

InChI Identifier

InChI=1S/C5H9NO3S/c1-3(7)6-4(2-10)5(8)9/h4,10H,2H2,1H3,(H,6,7)(H,8,9)/t4-/m0/s1

InChI Key

PWKSKIMOESPYIA-BYPYZUCNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-L-alpha-amino acids

Alternative Parents

Substituents

N-acyl-l-alpha-amino acid
Cysteine or derivatives
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Alkylthiol
Monocarboxylic acid or derivatives
Carboxylic acid
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

L-cysteine derivative (CHEBI:28939 )
N-acetyl-L-amino acid (CHEBI:28939 )
acetylcysteine (CHEBI:28939 )

Ontology

Not Available

Urine (PMID: 20971021)

Source

Exogenous

Exogenous (HMDB: HMDB0094764)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	109.5 °C	Not Available
Boiling Point	407.00 to 408.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	242900 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	-0.696 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.09 g/L	ALOGPS
logP	-0.03	ALOGPS
logP	-0.71	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	3.82	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	66.4 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	37.67 m³·mol⁻¹	ChemAxon
Polarizability	15.34 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	135.775	31661259
DarkChem	[M-H]-	131.753	31661259
AllCCS	[M+H]+	136.971	32859911
AllCCS	[M-H]-	132.204	32859911
DeepCCS	[M+H]+	131.53	30932474
DeepCCS	[M-H]-	127.703	30932474
DeepCCS	[M-2H]-	164.871	30932474
DeepCCS	[M+Na]+	140.41	30932474
AllCCS	[M+H]+	137.0	32859911
AllCCS	[M+H-H2O]+	133.1	32859911
AllCCS	[M+NH4]+	140.6	32859911
AllCCS	[M+Na]+	141.6	32859911
AllCCS	[M-H]-	132.2	32859911
AllCCS	[M+Na-2H]-	134.6	32859911
AllCCS	[M+HCOO]-	137.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.35 minutes	32390414
Predicted by Siyang on May 30, 2022	10.7242 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.04 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	113.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1729.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	355.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	71.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	218.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	84.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	308.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	418.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	416.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	713.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	131.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1163.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	248.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	216.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	684.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	231.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	244.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Acetylcysteine	CC(=O)N[C@@H](CS)C(O)=O	2612.4	Standard polar	33892256
Acetylcysteine	CC(=O)N[C@@H](CS)C(O)=O	1494.3	Standard non polar	33892256
Acetylcysteine	CC(=O)N[C@@H](CS)C(O)=O	1700.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Acetylcysteine,1TMS,isomer #1	CC(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C	1511.8	Semi standard non polar	33892256
Acetylcysteine,1TMS,isomer #2	CC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O	1586.8	Semi standard non polar	33892256
Acetylcysteine,1TMS,isomer #3	CC(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C	1540.1	Semi standard non polar	33892256
Acetylcysteine,2TMS,isomer #1	CC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C	1656.7	Semi standard non polar	33892256
Acetylcysteine,2TMS,isomer #1	CC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C	1650.1	Standard non polar	33892256
Acetylcysteine,2TMS,isomer #1	CC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C	2174.2	Standard polar	33892256
Acetylcysteine,2TMS,isomer #2	CC(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1520.8	Semi standard non polar	33892256
Acetylcysteine,2TMS,isomer #2	CC(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1573.2	Standard non polar	33892256
Acetylcysteine,2TMS,isomer #2	CC(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1876.1	Standard polar	33892256
Acetylcysteine,2TMS,isomer #3	CC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C	1662.3	Semi standard non polar	33892256
Acetylcysteine,2TMS,isomer #3	CC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C	1709.1	Standard non polar	33892256
Acetylcysteine,2TMS,isomer #3	CC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2095.4	Standard polar	33892256
Acetylcysteine,3TMS,isomer #1	CC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1701.8	Semi standard non polar	33892256
Acetylcysteine,3TMS,isomer #1	CC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1727.5	Standard non polar	33892256
Acetylcysteine,3TMS,isomer #1	CC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1829.5	Standard polar	33892256
Acetylcysteine,1TBDMS,isomer #1	CC(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C(C)(C)C	1755.8	Semi standard non polar	33892256
Acetylcysteine,1TBDMS,isomer #2	CC(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O	1821.6	Semi standard non polar	33892256
Acetylcysteine,1TBDMS,isomer #3	CC(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C(C)(C)C	1816.7	Semi standard non polar	33892256
Acetylcysteine,2TBDMS,isomer #1	CC(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2098.7	Semi standard non polar	33892256
Acetylcysteine,2TBDMS,isomer #1	CC(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2113.1	Standard non polar	33892256
Acetylcysteine,2TBDMS,isomer #1	CC(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2276.6	Standard polar	33892256
Acetylcysteine,2TBDMS,isomer #2	CC(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2021.2	Semi standard non polar	33892256
Acetylcysteine,2TBDMS,isomer #2	CC(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2043.4	Standard non polar	33892256
Acetylcysteine,2TBDMS,isomer #2	CC(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2112.7	Standard polar	33892256
Acetylcysteine,2TBDMS,isomer #3	CC(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2155.9	Semi standard non polar	33892256
Acetylcysteine,2TBDMS,isomer #3	CC(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2152.7	Standard non polar	33892256
Acetylcysteine,2TBDMS,isomer #3	CC(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2249.3	Standard polar	33892256
Acetylcysteine,3TBDMS,isomer #1	CC(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2390.9	Semi standard non polar	33892256
Acetylcysteine,3TBDMS,isomer #1	CC(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2390.6	Standard non polar	33892256
Acetylcysteine,3TBDMS,isomer #1	CC(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2242.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Acetylcysteine GC-MS (3 TMS)	splash10-0i00-2970000000-d817070e3a42f5e63ec5	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Acetylcysteine EI-B (Non-derivatized)	splash10-01ox-9000000000-192b8907b32f1e180c72	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Acetylcysteine GC-MS (Non-derivatized)	splash10-0i00-2970000000-d817070e3a42f5e63ec5	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acetylcysteine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9300000000-13c710ac0e0547e1ec40	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acetylcysteine GC-MS (1 TMS) - 70eV, Positive	splash10-0100-9400000000-f5d15a7328f8eeae70fe	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acetylcysteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acetylcysteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetylcysteine Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-00di-0900000000-b0d92bfcc2536077a6fc	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetylcysteine Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-004i-9000000000-f305286cee84e6ae992b	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetylcysteine Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0a4l-9000000000-b10b4a2a6383336db871	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetylcysteine 20V, Positive-QTOF	splash10-056u-9100000000-dee19b6f8563eed2051a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetylcysteine 10V, Positive-QTOF	splash10-00di-2900000000-193b1f4952acc2d05623	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetylcysteine 10V, Positive-QTOF	splash10-05i0-9800000000-f7137c548e759655c43b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetylcysteine 30V, Positive-QTOF	splash10-0a4i-9000000000-65dc0cf1be1f7faf55ae	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetylcysteine 40V, Positive-QTOF	splash10-0a4i-9000000000-e55a53ec6cd33256625c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetylcysteine 0V, Positive-QTOF	splash10-0229-1900000000-3e0a700d54f883459247	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetylcysteine 30V, Positive-QTOF	splash10-0006-9000000000-218c3634602dff3b0ef7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetylcysteine 30V, Positive-QTOF	splash10-0a6r-9000000000-2f5a099f36fbc10b636b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetylcysteine 35V, Negative-QTOF	splash10-001i-9000000000-139c43a5e4b22393c761	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetylcysteine 35V, Negative-QTOF	splash10-001i-9100000000-85cb2a9affac4a096836	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetylcysteine 20V, Negative-QTOF	splash10-001i-9000000000-cf25c215d3b2da99e302	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetylcysteine 0V, Positive-QTOF	splash10-0229-3900000000-2b2f710043af50879a7a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetylcysteine 10V, Positive-QTOF	splash10-0006-9100000000-a3a7de05cec65f647848	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetylcysteine 10V, Negative-QTOF	splash10-001i-9100000000-47a9c1939aac577c2793	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetylcysteine 35V, Negative-QTOF	splash10-001i-9100000000-be087caed53fbf56c467	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetylcysteine 30V, Positive-QTOF	splash10-066r-9000000000-e49809cd4e6d92af0e53	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetylcysteine 10V, Positive-QTOF	splash10-03k9-1900000000-1fd4ac48c9f822eb3500	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetylcysteine 20V, Positive-QTOF	splash10-00di-6900000000-d0c51a69ac11096d05c3	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetylcysteine 40V, Positive-QTOF	splash10-00di-9200000000-218fead85424144539bd	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetylcysteine 10V, Negative-QTOF	splash10-03di-2900000000-55d7f2c18d3e85caad05	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetylcysteine 20V, Negative-QTOF	splash10-01zi-6900000000-ceec8ba29592de7e4362	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetylcysteine 40V, Negative-QTOF	splash10-001l-9200000000-fca1bad01b5fff79588b	2017-07-26	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Quadrupole Ion Trap, ESI-, Adduct: [M-H]-)	2022-02-11	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Quadrupole Ion Trap, ESI+, Adduct: [M+H]+)	2022-02-11	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Quadrupole Ion Trap, ESI+, Adduct: [M+Na]+)	2022-02-11	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Fibroblasts
Intestine
Kidney
Liver
Neuron
Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	4.0 (4.29-5.0) uM	Adult (>18 years old)	Both	Normal	2026726	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27065191	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Urine	Detected and Quantified	0-0.13 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Great Plains Labo...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB06151

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002281

KNApSAcK ID

Not Available

Chemspider ID

11540

KEGG Compound ID

C06809

BioCyc ID

CPD-9175

BiGG ID

Not Available

Wikipedia Link

Acetylcysteine

METLIN ID

784

PubChem Compound

12035

PDB ID

Not Available

ChEBI ID

28939

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1265501

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Sass JO, Mohr V, Olbrich H, Engelke U, Horvath J, Fliegauf M, Loges NT, Schweitzer-Krantz S, Moebus R, Weiler P, Kispert A, Superti-Furga A, Wevers RA, Omran H: Mutations in ACY1, the gene encoding aminoacylase 1, cause a novel inborn error of metabolism. Am J Hum Genet. 2006 Mar;78(3):401-9. Epub 2006 Jan 18. [PubMed:16465618 ]
Faucet-Marquis V, Pont F, Stormer FC, Rizk T, Castegnaro M, Pfohl-Leszkowicz A: Evidence of a new dechlorinated ochratoxin A derivative formed in opossum kidney cell cultures after pretreatment by modulators of glutathione pathways: correlation with DNA-adduct formation. Mol Nutr Food Res. 2006 May;50(6):530-42. [PubMed:16671059 ]
Wilkes JM, Clark LE, Herrera JL: Acetaminophen overdose in pregnancy. South Med J. 2005 Nov;98(11):1118-22. [PubMed:16351032 ]
Weigand MA, Plachky J, Thies JC, Spies-Martin D, Otto G, Martin E, Bardenheuer HJ: N-acetylcysteine attenuates the increase in alpha-glutathione S-transferase and circulating ICAM-1 and VCAM-1 after reperfusion in humans undergoing liver transplantation. Transplantation. 2001 Aug 27;72(4):694-8. [PubMed:11544433 ]
Soheili Majd E, Goldberg M, Stanislawski L: In vitro effects of ascorbate and Trolox on the biocompatibility of dental restorative materials. Biomaterials. 2003 Jan;24(1):3-9. [PubMed:12417172 ]
Cereser C, Boget S, Parvaz P, Revol A: Thiram-induced cytotoxicity is accompanied by a rapid and drastic oxidation of reduced glutathione with consecutive lipid peroxidation and cell death. Toxicology. 2001 Jun 21;163(2-3):153-62. [PubMed:11516525 ]
Hein OV, Ohring R, Schilling A, Oellerich M, Armstrong VW, Kox WJ, Spies C: N-acetylcysteine decreases lactate signal intensities in liver tissue and improves liver function in septic shock patients, as shown by magnetic resonance spectroscopy: extended case report. Crit Care. 2004 Apr;8(2):R66-71. Epub 2004 Jan 22. [PubMed:15025780 ]
Kramers C, Jansman FG, Droogleever Fortuyn H: [A patient who refused treatment after self-poisoning with paracetamol]. Ned Tijdschr Geneeskd. 2006 Jul 22;150(29):1601-4. [PubMed:16901061 ]
Lucena MI, Lopez-Torres E, Verge C, Andrade RJ, Puche MJ, Seoane J, de la Cuesta FS: The administration of N-acetylcysteine causes a decrease in prothrombin time in patients with paracetamol overdose but without evidence of liver impairment. Eur J Gastroenterol Hepatol. 2005 Jan;17(1):59-63. [PubMed:15647642 ]
Langman M, Boyle P: Chemoprevention of colorectal cancer. Gut. 1998 Oct;43(4):578-85. [PubMed:9824590 ]
Alscher DM, Braun N, Biegger D, Stuelten C, Gawronski K, Murdter TE, Kuhlmann U, Fritz P: Induction of metallothionein in proximal tubular cells by zinc and its potential as an endogenous antioxidant. Kidney Blood Press Res. 2005;28(3):127-33. Epub 2005 Apr 5. [PubMed:15812196 ]
Hook GE, Gilmore LB, Talley FA: Dissolution and reassembly of tubular myelin-like multilamellated structures from the lungs of patients with pulmonary alveolar proteinosis. Lab Invest. 1986 Aug;55(2):194-208. [PubMed:3755483 ]
Dawson AH, Henry DA, McEwen J: Adverse reactions to N-acetylcysteine during treatment for paracetamol poisoning. Med J Aust. 1989 Mar 20;150(6):329-31. [PubMed:2716644 ]
Bailey B, McGuigan MA: Management of anaphylactoid reactions to intravenous N-acetylcysteine. Ann Emerg Med. 1998 Jun;31(6):710-5. [PubMed:9624310 ]
Jones AL: Mechanism of action and value of N-acetylcysteine in the treatment of early and late acetaminophen poisoning: a critical review. J Toxicol Clin Toxicol. 1998;36(4):277-85. [PubMed:9711192 ]
Breitkreutz R, Pittack N, Nebe CT, Schuster D, Brust J, Beichert M, Hack V, Daniel V, Edler L, Droge W: Improvement of immune functions in HIV infection by sulfur supplementation: two randomized trials. J Mol Med (Berl). 2000;78(1):55-62. [PubMed:10759030 ]
Fulghesu AM, Ciampelli M, Muzj G, Belosi C, Selvaggi L, Ayala GF, Lanzone A: N-acetyl-cysteine treatment improves insulin sensitivity in women with polycystic ovary syndrome. Fertil Steril. 2002 Jun;77(6):1128-35. [PubMed:12057717 ]
Bachert C, Hormann K, Mosges R, Rasp G, Riechelmann H, Muller R, Luckhaupt H, Stuck BA, Rudack C: An update on the diagnosis and treatment of sinusitis and nasal polyposis. Allergy. 2003 Mar;58(3):176-91. [PubMed:12653791 ]
Brunk E, Sahoo S, Zielinski DC, Altunkaya A, Drager A, Mih N, Gatto F, Nilsson A, Preciat Gonzalez GA, Aurich MK, Prlic A, Sastry A, Danielsdottir AD, Heinken A, Noronha A, Rose PW, Burley SK, Fleming RMT, Nielsen J, Thiele I, Palsson BO: Recon3D enables a three-dimensional view of gene variation in human metabolism. Nat Biotechnol. 2018 Mar;36(3):272-281. doi: 10.1038/nbt.4072. Epub 2018 Feb 19. [PubMed:29457794 ]
Van Damme P, Hole K, Pimenta-Marques A, Helsens K, Vandekerckhove J, Martinho RG, Gevaert K, Arnesen T: NatF contributes to an evolutionary shift in protein N-terminal acetylation and is important for normal chromosome segregation. PLoS Genet. 2011 Jul;7(7):e1002169. doi: 10.1371/journal.pgen.1002169. Epub 2011 Jul 7. [PubMed:21750686 ]
Ree R, Varland S, Arnesen T: Spotlight on protein N-terminal acetylation. Exp Mol Med. 2018 Jul 27;50(7):1-13. doi: 10.1038/s12276-018-0116-z. [PubMed:30054468 ]
Toyohara T, Akiyama Y, Suzuki T, Takeuchi Y, Mishima E, Tanemoto M, Momose A, Toki N, Sato H, Nakayama M, Hozawa A, Tsuji I, Ito S, Soga T, Abe T: Metabolomic profiling of uremic solutes in CKD patients. Hypertens Res. 2010 Sep;33(9):944-52. doi: 10.1038/hr.2010.113. Epub 2010 Jul 8. [PubMed:20613759 ]
Vanholder R, Baurmeister U, Brunet P, Cohen G, Glorieux G, Jankowski J: A bench to bedside view of uremic toxins. J Am Soc Nephrol. 2008 May;19(5):863-70. doi: 10.1681/ASN.2007121377. Epub 2008 Feb 20. [PubMed:18287557 ]
Dean O, Giorlando F, Berk M: N-acetylcysteine in psychiatry: current therapeutic evidence and potential mechanisms of action. J Psychiatry Neurosci. 2011 Mar;36(2):78-86. doi: 10.1503/jpn.100057. [PubMed:21118657 ]
Mullins ME, Vitkovitsky IV: Hemolysis and hemolytic uremic syndrome following five-fold N-acetylcysteine overdose. Clin Toxicol (Phila). 2011 Oct;49(8):755-9. doi: 10.3109/15563650.2011.609821. [PubMed:21970774 ]

Transporters

Enzyme Details

1. Solute carrier organic anion transporter family member 1B1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostaglandin E2, thromboxane B2, leukotriene C3, leukotriene E4, thyroxine and triiodothyronine. May play an important role in the clearance of bile acids and organic anions from the liver
Gene Name:: SLCO1B1
Uniprot ID:: Q9Y6L6
Molecular weight:: 76448.0

References

Daily A, Monks NR, Leggas M, Moscow JA: Abrogation of microcystin cytotoxicity by MAP kinase inhibitors and N-acetyl cysteine is confounded by OATPIB1 uptake activity inhibition. Toxicon. 2010 Apr 1;55(4):827-37. doi: 10.1016/j.toxicon.2009.11.019. Epub 2009 Nov 24. [PubMed:19944114 ]

Showing metabocard for Acetylcysteine (HMDB0001890)

MOL for HMDB0001890 (Acetylcysteine)

3D MOL for HMDB0001890 (Acetylcysteine)

3D SDF for HMDB0001890 (Acetylcysteine)

3D-SDF for HMDB0001890 (Acetylcysteine)

PDB for HMDB0001890 (Acetylcysteine)

3D PDB for HMDB0001890 (Acetylcysteine)

SMILES for HMDB0001890 (Acetylcysteine)

INCHI for HMDB0001890 (Acetylcysteine)

Structure for HMDB0001890 (Acetylcysteine)

3D Structure for HMDB0001890 (Acetylcysteine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Transporters

References