Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Predicted

Creation Date

2021-07-27 21:42:34 UTC

Update Date

2021-09-16 22:46:27 UTC

HMDB ID

HMDB0241923

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Palmitoyl Cysteine

Description

N-palmitoyl cysteine belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is a Palmitic acid amide of Cysteine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Palmitoyl Cysteine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Palmitoyl Cysteine is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504 ). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998 ; PMID: 25136293 ; PMID: 28854168 ).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168 ). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153 ). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293 ). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167 ). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168 ). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.

Structure

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

HMDB0241923
     RDKit          3D
N-Palmitoyl Cysteine
 61 60  0  0  0  0  0  0  0  0999 V2000
    7.7562    2.2643   -0.5798 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8606    1.0123   -0.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6471   -0.2104   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9711   -1.5004   -0.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988   -1.9851    0.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6057   -1.5898    0.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1370   -0.2527    1.1683 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5953   -0.2321    1.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219   -0.6666    0.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3199   -0.6468    0.5913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0872    0.7286    0.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4955    1.0029    1.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5884    0.9025    0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7905   -0.3934   -0.3451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0206   -0.4174   -1.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2910   -0.2030   -0.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3381   -0.1232    0.6798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4894   -0.0841   -1.3003 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7611    0.1272   -0.6584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4135    1.4199   -1.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0099    1.6525   -0.2788 S   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7288   -0.9727   -0.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4499   -1.9711   -1.6465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9811   -0.8631   -0.3573 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2714    2.4234    0.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0599    3.0917   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4060    2.0950   -1.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0542    1.0122   -1.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3909    1.1988    0.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3949   -0.2501   -1.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2996   -0.1547    0.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8141   -2.3101   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5078   -1.7225   -1.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9373   -3.1645    0.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4723   -1.9924    1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1019   -2.3123    1.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0440   -1.9747   -0.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5811    0.1520    2.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2731    0.4564    0.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4616   -0.8384    2.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4340    0.8736    1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9892    0.1075   -0.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0991   -1.6409   -0.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2116   -1.1733   -0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3023   -1.2606    1.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5488    1.1196    1.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2170    1.3887    0.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7261    0.3429    2.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5435    2.0385    1.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5459    1.1970    0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3962    1.7359   -0.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9589   -0.4918   -1.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6990   -1.2494    0.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0488   -1.4668   -1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8727    0.2345   -2.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4475   -0.1512   -2.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6416    0.1761    0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4878    1.4834   -2.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7606    2.2804   -0.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8204    2.5496   -0.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7687   -0.8021   -0.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 18 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 24 61  1  0
M  END


  Mrv1652308272121342D          

 18 17  0  0  0  0            999 V2000
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  8  6  1  0  0  0  0
  7  9  1  4  0  0  0
 10  8  1  0  0  0  0
 11  9  2  0  0  0  0
 12 10  1  0  0  0  0
 11 13  1  4  0  0  0
 14 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16 13  1  0  0  0  0
 17 14  2  0  0  0  0
 18 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0241923

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CCCCCCCCC=CC=CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H22O4/c15-13(16)11-9-7-5-3-1-2-4-6-8-10-12-14(17)18/h5,7,9,11H,1-4,6,8,10,12H2,(H,15,16)(H,17,18)

> <INCHI_KEY>
QWURLWZAOBRLES-UHFFFAOYSA-N

> <FORMULA>
C14H22O4

> <MOLECULAR_WEIGHT>
254.326

> <EXACT_MASS>
254.151809188

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
29.891010231818917

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
tetradeca-2,4-dienedioic acid

> <ALOGPS_LOGP>
3.44

> <JCHEM_LOGP>
3.683105515666667

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.285510065063176

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.6800722803049535

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
71.75689999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.73e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetradeca-2,4-dienedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0241923
     RDKit          3D
N-Palmitoyl Cysteine
 61 60  0  0  0  0  0  0  0  0999 V2000
    7.7562    2.2643   -0.5798 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8606    1.0123   -0.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6471   -0.2104   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9711   -1.5004   -0.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988   -1.9851    0.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6057   -1.5898    0.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1370   -0.2527    1.1683 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5953   -0.2321    1.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219   -0.6666    0.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3199   -0.6468    0.5913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0872    0.7286    0.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4955    1.0029    1.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5884    0.9025    0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7905   -0.3934   -0.3451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0206   -0.4174   -1.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2910   -0.2030   -0.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3381   -0.1232    0.6798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4894   -0.0841   -1.3003 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7611    0.1272   -0.6584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4135    1.4199   -1.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0099    1.6525   -0.2788 S   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7288   -0.9727   -0.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4499   -1.9711   -1.6465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9811   -0.8631   -0.3573 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2714    2.4234    0.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0599    3.0917   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4060    2.0950   -1.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0542    1.0122   -1.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3909    1.1988    0.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3949   -0.2501   -1.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2996   -0.1547    0.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8141   -2.3101   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5078   -1.7225   -1.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9373   -3.1645    0.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4723   -1.9924    1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1019   -2.3123    1.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0440   -1.9747   -0.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5811    0.1520    2.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2731    0.4564    0.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4616   -0.8384    2.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4340    0.8736    1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9892    0.1075   -0.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0991   -1.6409   -0.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2116   -1.1733   -0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3023   -1.2606    1.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5488    1.1196    1.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2170    1.3887    0.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7261    0.3429    2.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5435    2.0385    1.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5459    1.1970    0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3962    1.7359   -0.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9589   -0.4918   -1.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6990   -1.2494    0.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0488   -1.4668   -1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8727    0.2345   -2.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4475   -0.1512   -2.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6416    0.1761    0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4878    1.4834   -2.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7606    2.2804   -0.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8204    2.5496   -0.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7687   -0.8021   -0.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 18 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 24 61  1  0
M  END

HEADER    PROTEIN                                 27-AUG-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-AUG-21         0                                  
HETATM    1  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      14.670  -6.930   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      16.004  -4.620   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15   16                                                  
CONECT   14   12   17   18                                                  
CONECT   15   13                                                            
CONECT   16   13                                                            
CONECT   17   14                                                            
CONECT   18   14                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0241923
HETATM    1  C1  UNL     1       7.756   2.264  -0.580  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.861   1.012  -0.447  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.647  -0.210  -0.325  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.971  -1.500  -0.283  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.999  -1.985   0.655  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.606  -1.590   0.839  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.137  -0.253   1.168  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.595  -0.232   1.426  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.822  -0.667   0.246  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.320  -0.647   0.591  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.087   0.729   0.955  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.495   1.003   1.304  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.588   0.903   0.320  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.790  -0.393  -0.345  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.021  -0.417  -1.252  1.00  0.00           C  
HETATM   16  C16 UNL     1      -5.291  -0.203  -0.555  1.00  0.00           C  
HETATM   17  O1  UNL     1      -5.338  -0.123   0.680  1.00  0.00           O  
HETATM   18  N1  UNL     1      -6.489  -0.084  -1.300  1.00  0.00           N  
HETATM   19  C17 UNL     1      -7.761   0.127  -0.658  1.00  0.00           C  
HETATM   20  C18 UNL     1      -8.413   1.420  -1.106  1.00  0.00           C  
HETATM   21  S1  UNL     1     -10.010   1.652  -0.279  1.00  0.00           S  
HETATM   22  C19 UNL     1      -8.729  -0.973  -0.931  1.00  0.00           C  
HETATM   23  O2  UNL     1      -8.450  -1.971  -1.647  1.00  0.00           O  
HETATM   24  O3  UNL     1      -9.981  -0.863  -0.357  1.00  0.00           O  
HETATM   25  H1  UNL     1       8.271   2.423   0.366  1.00  0.00           H  
HETATM   26  H2  UNL     1       7.060   3.092  -0.830  1.00  0.00           H  
HETATM   27  H3  UNL     1       8.406   2.095  -1.448  1.00  0.00           H  
HETATM   28  H4  UNL     1       6.054   1.012  -1.168  1.00  0.00           H  
HETATM   29  H5  UNL     1       6.391   1.199   0.580  1.00  0.00           H  
HETATM   30  H6  UNL     1       8.395  -0.250  -1.199  1.00  0.00           H  
HETATM   31  H7  UNL     1       8.300  -0.155   0.620  1.00  0.00           H  
HETATM   32  H8  UNL     1       7.814  -2.310  -0.319  1.00  0.00           H  
HETATM   33  H9  UNL     1       6.508  -1.723  -1.341  1.00  0.00           H  
HETATM   34  H10 UNL     1       5.937  -3.164   0.559  1.00  0.00           H  
HETATM   35  H11 UNL     1       6.472  -1.992   1.734  1.00  0.00           H  
HETATM   36  H12 UNL     1       4.102  -2.312   1.597  1.00  0.00           H  
HETATM   37  H13 UNL     1       4.044  -1.975  -0.119  1.00  0.00           H  
HETATM   38  H14 UNL     1       4.581   0.152   2.078  1.00  0.00           H  
HETATM   39  H15 UNL     1       4.273   0.456   0.283  1.00  0.00           H  
HETATM   40  H16 UNL     1       2.462  -0.838   2.336  1.00  0.00           H  
HETATM   41  H17 UNL     1       2.434   0.874   1.615  1.00  0.00           H  
HETATM   42  H18 UNL     1       1.989   0.108  -0.561  1.00  0.00           H  
HETATM   43  H19 UNL     1       2.099  -1.641  -0.172  1.00  0.00           H  
HETATM   44  H20 UNL     1      -0.212  -1.173  -0.183  1.00  0.00           H  
HETATM   45  H21 UNL     1       0.302  -1.261   1.562  1.00  0.00           H  
HETATM   46  H22 UNL     1       0.549   1.120   1.825  1.00  0.00           H  
HETATM   47  H23 UNL     1       0.217   1.389   0.084  1.00  0.00           H  
HETATM   48  H24 UNL     1      -1.726   0.343   2.228  1.00  0.00           H  
HETATM   49  H25 UNL     1      -1.544   2.038   1.819  1.00  0.00           H  
HETATM   50  H26 UNL     1      -3.546   1.197   0.862  1.00  0.00           H  
HETATM   51  H27 UNL     1      -2.396   1.736  -0.441  1.00  0.00           H  
HETATM   52  H28 UNL     1      -1.959  -0.492  -1.129  1.00  0.00           H  
HETATM   53  H29 UNL     1      -2.699  -1.249   0.310  1.00  0.00           H  
HETATM   54  H30 UNL     1      -4.049  -1.467  -1.662  1.00  0.00           H  
HETATM   55  H31 UNL     1      -3.873   0.235  -2.119  1.00  0.00           H  
HETATM   56  H32 UNL     1      -6.448  -0.151  -2.332  1.00  0.00           H  
HETATM   57  H33 UNL     1      -7.642   0.176   0.449  1.00  0.00           H  
HETATM   58  H34 UNL     1      -8.488   1.483  -2.206  1.00  0.00           H  
HETATM   59  H35 UNL     1      -7.761   2.280  -0.781  1.00  0.00           H  
HETATM   60  H36 UNL     1     -10.820   2.550  -0.995  1.00  0.00           H  
HETATM   61  H37 UNL     1     -10.769  -0.802  -0.996  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7   36   37
CONECT    7    8   38   39
CONECT    8    9   40   41
CONECT    9   10   42   43
CONECT   10   11   44   45
CONECT   11   12   46   47
CONECT   12   13   48   49
CONECT   13   14   50   51
CONECT   14   15   52   53
CONECT   15   16   54   55
CONECT   16   17   17   18
CONECT   18   19   56
CONECT   19   20   22   57
CONECT   20   21   58   59
CONECT   21   60
CONECT   22   23   23   24
CONECT   24   61
END

HMDB0241923
     RDKit          3D
N-Palmitoyl Cysteine
 61 60  0  0  0  0  0  0  0  0999 V2000
    7.7562    2.2643   -0.5798 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8606    1.0123   -0.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6471   -0.2104   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9711   -1.5004   -0.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988   -1.9851    0.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6057   -1.5898    0.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1370   -0.2527    1.1683 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5953   -0.2321    1.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219   -0.6666    0.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3199   -0.6468    0.5913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0872    0.7286    0.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4955    1.0029    1.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5884    0.9025    0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7905   -0.3934   -0.3451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0206   -0.4174   -1.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2910   -0.2030   -0.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3381   -0.1232    0.6798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4894   -0.0841   -1.3003 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7611    0.1272   -0.6584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4135    1.4199   -1.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0099    1.6525   -0.2788 S   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7288   -0.9727   -0.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4499   -1.9711   -1.6465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9811   -0.8631   -0.3573 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2714    2.4234    0.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0599    3.0917   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4060    2.0950   -1.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0542    1.0122   -1.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3909    1.1988    0.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3949   -0.2501   -1.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2996   -0.1547    0.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8141   -2.3101   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5078   -1.7225   -1.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9373   -3.1645    0.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4723   -1.9924    1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1019   -2.3123    1.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0440   -1.9747   -0.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5811    0.1520    2.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2731    0.4564    0.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4616   -0.8384    2.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4340    0.8736    1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9892    0.1075   -0.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0991   -1.6409   -0.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2116   -1.1733   -0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3023   -1.2606    1.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5488    1.1196    1.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2170    1.3887    0.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7261    0.3429    2.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5435    2.0385    1.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5459    1.1970    0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3962    1.7359   -0.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9589   -0.4918   -1.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6990   -1.2494    0.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0488   -1.4668   -1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8727    0.2345   -2.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4475   -0.1512   -2.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6416    0.1761    0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4878    1.4834   -2.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7606    2.2804   -0.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8204    2.5496   -0.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7687   -0.8021   -0.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 18 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 24 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₃₇NO₃S

Average Molecular Weight

359.57

Monoisotopic Molecular Weight

359.249415229

IUPAC Name

tetradeca-2,4-dienedioic acid

Traditional Name

tetradeca-2,4-dienedioic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCC(=O)NC(CS)C(O)=O

InChI Identifier

InChI=1S/C19H37NO3S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)20-17(16-24)19(22)23/h17,24H,2-16H2,1H3,(H,20,21)(H,22,23)

InChI Key

YYHOQQKJSHXDEN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Unsaturated fatty acid
Dicarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.44	ALOGPS
logP	3.68	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.68	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	71.76 m³·mol⁻¹	ChemAxon
Polarizability	29.89 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
DeepCCS	[M+H]+	194.255	30932474
DeepCCS	[M-H]-	191.705	30932474
DeepCCS	[M-2H]-	225.246	30932474
DeepCCS	[M+Na]+	201.057	30932474
AllCCS	[M+H]+	196.2	32859911
AllCCS	[M+H-H2O]+	193.8	32859911
AllCCS	[M+NH4]+	198.4	32859911
AllCCS	[M+Na]+	199.0	32859911
AllCCS	[M-H]-	193.1	32859911
AllCCS	[M+Na-2H]-	194.7	32859911
AllCCS	[M+HCOO]-	196.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Palmitoyl Cysteine	CCCCCCCCCCCCCCCC(=O)NC(CS)C(O)=O	3884.9	Standard polar	33892256
N-Palmitoyl Cysteine	CCCCCCCCCCCCCCCC(=O)NC(CS)C(O)=O	2637.3	Standard non polar	33892256
N-Palmitoyl Cysteine	CCCCCCCCCCCCCCCC(=O)NC(CS)C(O)=O	2870.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Palmitoyl Cysteine,2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CS[Si](C)(C)C)C(=O)O[Si](C)(C)C	2987.2	Semi standard non polar	33892256
N-Palmitoyl Cysteine,2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CS[Si](C)(C)C)C(=O)O[Si](C)(C)C	2921.3	Standard non polar	33892256
N-Palmitoyl Cysteine,2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CS[Si](C)(C)C)C(=O)O[Si](C)(C)C	3312.7	Standard polar	33892256
N-Palmitoyl Cysteine,2TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2857.7	Semi standard non polar	33892256
N-Palmitoyl Cysteine,2TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2785.0	Standard non polar	33892256
N-Palmitoyl Cysteine,2TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3226.7	Standard polar	33892256
N-Palmitoyl Cysteine,2TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2962.9	Semi standard non polar	33892256
N-Palmitoyl Cysteine,2TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2952.4	Standard non polar	33892256
N-Palmitoyl Cysteine,2TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3396.6	Standard polar	33892256
N-Palmitoyl Cysteine,3TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3020.7	Semi standard non polar	33892256
N-Palmitoyl Cysteine,3TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2957.4	Standard non polar	33892256
N-Palmitoyl Cysteine,3TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3038.1	Standard polar	33892256
N-Palmitoyl Cysteine,2TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3521.8	Semi standard non polar	33892256
N-Palmitoyl Cysteine,2TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3292.5	Standard non polar	33892256
N-Palmitoyl Cysteine,2TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3413.2	Standard polar	33892256
N-Palmitoyl Cysteine,2TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CS)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3359.3	Semi standard non polar	33892256
N-Palmitoyl Cysteine,2TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CS)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3106.4	Standard non polar	33892256
N-Palmitoyl Cysteine,2TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CS)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3416.8	Standard polar	33892256
N-Palmitoyl Cysteine,2TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CS[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3502.2	Semi standard non polar	33892256
N-Palmitoyl Cysteine,2TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CS[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3314.3	Standard non polar	33892256
N-Palmitoyl Cysteine,2TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CS[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3486.4	Standard polar	33892256
N-Palmitoyl Cysteine,3TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(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	3748.1	Semi standard non polar	33892256
N-Palmitoyl Cysteine,3TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(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	3458.3	Standard non polar	33892256
N-Palmitoyl Cysteine,3TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(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	3344.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tetradecadienedioic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-01w3-7792000000-d99cfaf1485db328d6cd	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetradecadienedioic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetradecadienedioic acid 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Cysteine 10V, Positive-QTOF	splash10-03di-0309000000-227eabebffc8587e398e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Cysteine 20V, Positive-QTOF	splash10-05fr-1922000000-0934dcbf058def94601e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Cysteine 40V, Positive-QTOF	splash10-05fr-9300000000-7e4ceb30adc21cc3c2f2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Cysteine 10V, Negative-QTOF	splash10-0a4i-0009000000-3df0656d6bf2f914215c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Cysteine 20V, Negative-QTOF	splash10-0ac0-6639000000-e254a7450f95695e9ab6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Cysteine 40V, Negative-QTOF	splash10-001i-9220000000-c6fd5ec2344fe6150ba2	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

86018718

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Bradshaw HB, Walker JM: The expanding field of cannabimimetic and related lipid mediators. Br J Pharmacol. 2005 Feb;144(4):459-65. doi: 10.1038/sj.bjp.0706093. [PubMed:15655504 ]
Grapov D, Adams SH, Pedersen TL, Garvey WT, Newman JW: Type 2 diabetes associated changes in the plasma non-esterified fatty acids, oxylipins and endocannabinoids. PLoS One. 2012;7(11):e48852. doi: 10.1371/journal.pone.0048852. Epub 2012 Nov 8. [PubMed:23144998 ]
Raboune S, Stuart JM, Leishman E, Takacs SM, Rhodes B, Basnet A, Jameyfield E, McHugh D, Widlanski T, Bradshaw HB: Novel endogenous N-acyl amides activate TRPV1-4 receptors, BV-2 microglia, and are regulated in brain in an acute model of inflammation. Front Cell Neurosci. 2014 Aug 1;8:195. doi: 10.3389/fncel.2014.00195. eCollection 2014. [PubMed:25136293 ]
Cohen LJ, Esterhazy D, Kim SH, Lemetre C, Aguilar RR, Gordon EA, Pickard AJ, Cross JR, Emiliano AB, Han SM, Chu J, Vila-Farres X, Kaplitt J, Rogoz A, Calle PY, Hunter C, Bitok JK, Brady SF: Commensal bacteria make GPCR ligands that mimic human signalling molecules. Nature. 2017 Sep 7;549(7670):48-53. doi: 10.1038/nature23874. Epub 2017 Aug 30. [PubMed:28854168 ]
Bradshaw HB, Raboune S, Hollis JL: Opportunistic activation of TRP receptors by endogenous lipids: exploiting lipidomics to understand TRP receptor cellular communication. Life Sci. 2013 Mar 19;92(8-9):404-9. doi: 10.1016/j.lfs.2012.11.008. Epub 2012 Nov 20. [PubMed:23178153 ]
Long JZ, Roche AM, Berdan CA, Louie SM, Roberts AJ, Svensson KJ, Dou FY, Bateman LA, Mina AI, Deng Z, Jedrychowski MP, Lin H, Kamenecka TM, Asara JM, Griffin PR, Banks AS, Nomura DK, Spiegelman BM: Ablation of PM20D1 reveals N-acyl amino acid control of metabolism and nociception. Proc Natl Acad Sci U S A. 2018 Jul 17;115(29):E6937-E6945. doi: 10.1073/pnas.1803389115. Epub 2018 Jul 2. [PubMed:29967167 ]

Showing metabocard for N-Palmitoyl Cysteine (HMDB0241923)

MOL for HMDB0241923 (N-Palmitoyl Cysteine)

3D MOL for HMDB0241923 (N-Palmitoyl Cysteine)

3D SDF for HMDB0241923 (N-Palmitoyl Cysteine)

3D-SDF for HMDB0241923 (N-Palmitoyl Cysteine)

PDB for HMDB0241923 (N-Palmitoyl Cysteine)

3D PDB for HMDB0241923 (N-Palmitoyl Cysteine)

SMILES for HMDB0241923 (N-Palmitoyl Cysteine)

INCHI for HMDB0241923 (N-Palmitoyl Cysteine)

Structure for HMDB0241923 (N-Palmitoyl Cysteine)

3D Structure for HMDB0241923 (N-Palmitoyl Cysteine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra