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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-08-23 16:08:53 UTC

Update Date

2021-09-16 22:46:39 UTC

HMDB ID

HMDB0242043

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Lauroyl Tyrosine

Description

N-lauroyl tyrosine 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 Lauric acid amide of Tyrosine. 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-Lauroyl Tyrosine 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-Lauroyl Tyrosine 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


  Mrv1533004251507112D          

 26 26  0  0  0  0            999 V2000
    3.5897   -8.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3597   -9.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7712   -8.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4128   -8.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1828   -8.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8244   -8.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5943   -8.5143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2359   -7.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0059   -8.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6475   -7.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4174   -8.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5458   -8.8848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0590   -7.5512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8290   -7.8475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4706   -7.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2405   -7.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8822   -7.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6521   -7.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7804   -8.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5503   -8.5143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1388   -8.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3689   -8.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9573   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7272   -8.9588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3157   -9.1811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 23  1  0  0  0  0
 15 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END

HMDB0242043
     RDKit          3D
N-Lauroyl Tyrosine
 59 59  0  0  0  0  0  0  0  0999 V2000
   -9.6383    1.7449    0.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4005    1.3683    1.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3438    0.9578    0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0510    0.5559    0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0676    0.1654   -0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7339   -0.2557    0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8350   -0.6212   -0.8984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4616   -1.0631   -0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7541    0.0117    0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5938   -0.4561    0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5032   -0.8383   -0.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8167   -1.2874    0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532   -1.3144    1.4007 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8616   -1.7054   -0.7079 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1437   -2.1448   -0.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2784   -1.3133   -0.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1359    0.1207   -0.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417    0.9705   -1.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3321    2.2937   -0.8687 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8989    2.7600    0.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8154    4.0749    0.7121 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5803    1.8805    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7137    0.5525    0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3635   -3.5521   -0.6215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5293   -4.1992   -1.2989 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5445   -4.2143   -0.2564 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3181    2.4043    0.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1051    0.8361   -0.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2701    2.3186   -0.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0680    2.1933    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5957    0.4883    1.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7453    0.1667   -0.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0976    1.8874   -0.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6392    1.4967    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1690   -0.2151    1.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8506    1.0146   -1.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4271   -0.6797   -0.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2848    0.5932    0.8083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8485   -1.0880    0.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7879    0.2471   -1.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2928   -1.4565   -1.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5137   -2.0294    0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8729   -1.2077   -1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7155    0.9111   -0.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3094    0.3219    1.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0826    0.3543    1.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4600   -1.3104    1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7132    0.0416   -1.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0797   -1.6350   -1.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6756   -1.6864   -1.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1898   -2.1096    0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3460   -1.3677   -1.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2352   -1.6869   -0.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9773    0.6656   -2.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7915    2.9868   -1.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5224    4.7325    0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0299    2.2222    2.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2604   -0.1134    1.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2278   -3.7882    0.3551 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  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 15 24  1  0
 24 25  2  0
 24 26  1  0
 23 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 18 54  1  0
 19 55  1  0
 21 56  1  0
 22 57  1  0
 23 58  1  0
 26 59  1  0
M  END


  Mrv1533004251507112D          

 26 26  0  0  0  0            999 V2000
    3.5897   -8.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3597   -9.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7712   -8.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4128   -8.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1828   -8.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8244   -8.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5943   -8.5143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2359   -7.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0059   -8.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6475   -7.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4174   -8.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5458   -8.8848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0590   -7.5512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8290   -7.8475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4706   -7.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2405   -7.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8822   -7.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6521   -7.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7804   -8.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5503   -8.5143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1388   -8.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3689   -8.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9573   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7272   -8.9588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3157   -9.1811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 23  1  0  0  0  0
 15 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242043

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCC(=O)NC(CC1=CC=C(O)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H33NO4/c1-2-3-4-5-6-7-8-9-10-11-20(24)22-19(21(25)26)16-17-12-14-18(23)15-13-17/h12-15,19,23H,2-11,16H2,1H3,(H,22,24)(H,25,26)

> <INCHI_KEY>
SVQAZCRYIXURJT-UHFFFAOYSA-N

> <FORMULA>
C21H33NO4

> <MOLECULAR_WEIGHT>
363.498

> <EXACT_MASS>
363.240958547

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
42.350772842201025

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-dodecanamido-3-(4-hydroxyphenyl)propanoic acid

> <ALOGPS_LOGP>
4.90

> <JCHEM_LOGP>
5.294550166333335

> <ALOGPS_LOGS>
-4.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.504648221066772

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8478314662576683

> <JCHEM_PKA_STRONGEST_BASIC>
-1.547917068329054

> <JCHEM_POLAR_SURFACE_AREA>
86.63000000000001

> <JCHEM_REFRACTIVITY>
102.5769

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.27e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-dodecanamido-3-(4-hydroxyphenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242043
     RDKit          3D
N-Lauroyl Tyrosine
 59 59  0  0  0  0  0  0  0  0999 V2000
   -9.6383    1.7449    0.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4005    1.3683    1.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3438    0.9578    0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0510    0.5559    0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0676    0.1654   -0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7339   -0.2557    0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8350   -0.6212   -0.8984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4616   -1.0631   -0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7541    0.0117    0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5938   -0.4561    0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5032   -0.8383   -0.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8167   -1.2874    0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532   -1.3144    1.4007 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8616   -1.7054   -0.7079 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1437   -2.1448   -0.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2784   -1.3133   -0.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1359    0.1207   -0.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417    0.9705   -1.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3321    2.2937   -0.8687 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8989    2.7600    0.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8154    4.0749    0.7121 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5803    1.8805    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7137    0.5525    0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3635   -3.5521   -0.6215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5293   -4.1992   -1.2989 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5445   -4.2143   -0.2564 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3181    2.4043    0.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1051    0.8361   -0.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2701    2.3186   -0.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0680    2.1933    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5957    0.4883    1.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7453    0.1667   -0.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0976    1.8874   -0.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6392    1.4967    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1690   -0.2151    1.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8506    1.0146   -1.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4271   -0.6797   -0.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2848    0.5932    0.8083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8485   -1.0880    0.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7879    0.2471   -1.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2928   -1.4565   -1.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5137   -2.0294    0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8729   -1.2077   -1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7155    0.9111   -0.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3094    0.3219    1.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0826    0.3543    1.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4600   -1.3104    1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7132    0.0416   -1.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0797   -1.6350   -1.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6756   -1.6864   -1.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1898   -2.1096    0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3460   -1.3677   -1.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2352   -1.6869   -0.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9773    0.6656   -2.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7915    2.9868   -1.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5224    4.7325    0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0299    2.2222    2.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2604   -0.1134    1.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2278   -3.7882    0.3551 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  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 15 24  1  0
 24 25  2  0
 24 26  1  0
 23 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 18 54  1  0
 19 55  1  0
 21 56  1  0
 22 57  1  0
 23 58  1  0
 26 59  1  0
M  END

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       6.701 -16.585   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.138 -17.138   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336 -16.170   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.773 -16.723   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.971 -15.755   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.408 -16.308   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.606 -15.340   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.043 -15.893   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.240 -14.925   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.678 -15.479   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.875 -14.510   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.313 -15.064   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      21.552 -16.585   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      22.510 -14.096   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      23.947 -14.649   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      25.145 -13.681   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      26.582 -14.234   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      27.780 -13.266   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      29.217 -13.819   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      29.457 -15.340   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      30.894 -15.893   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      28.259 -16.308   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      26.822 -15.755   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      24.187 -16.170   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      25.624 -16.723   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      22.989 -17.138   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   24                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   17                                                       
CONECT   24   15   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

COMPND    HMDB0242043
HETATM    1  C1  UNL     1      -9.638   1.745   0.258  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.401   1.368   1.063  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.344   0.958   0.070  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.051   0.556   0.747  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.068   0.165  -0.336  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.734  -0.256   0.254  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.835  -0.621  -0.898  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.462  -1.063  -0.443  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.754   0.012   0.328  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.594  -0.456   0.764  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.503  -0.838  -0.376  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.817  -1.287   0.159  1.00  0.00           C  
HETATM   13  O1  UNL     1       3.053  -1.314   1.401  1.00  0.00           O  
HETATM   14  N1  UNL     1       3.862  -1.705  -0.708  1.00  0.00           N  
HETATM   15  C13 UNL     1       5.144  -2.145  -0.206  1.00  0.00           C  
HETATM   16  C14 UNL     1       6.278  -1.313  -0.763  1.00  0.00           C  
HETATM   17  C15 UNL     1       6.136   0.121  -0.403  1.00  0.00           C  
HETATM   18  C16 UNL     1       5.442   0.970  -1.238  1.00  0.00           C  
HETATM   19  C17 UNL     1       5.332   2.294  -0.869  1.00  0.00           C  
HETATM   20  C18 UNL     1       5.899   2.760   0.301  1.00  0.00           C  
HETATM   21  O2  UNL     1       5.815   4.075   0.712  1.00  0.00           O  
HETATM   22  C19 UNL     1       6.580   1.880   1.101  1.00  0.00           C  
HETATM   23  C20 UNL     1       6.714   0.552   0.771  1.00  0.00           C  
HETATM   24  C21 UNL     1       5.364  -3.552  -0.621  1.00  0.00           C  
HETATM   25  O3  UNL     1       4.529  -4.199  -1.299  1.00  0.00           O  
HETATM   26  O4  UNL     1       6.545  -4.214  -0.256  1.00  0.00           O  
HETATM   27  H1  UNL     1     -10.318   2.404   0.817  1.00  0.00           H  
HETATM   28  H2  UNL     1     -10.105   0.836  -0.131  1.00  0.00           H  
HETATM   29  H3  UNL     1      -9.270   2.319  -0.628  1.00  0.00           H  
HETATM   30  H4  UNL     1      -8.068   2.193   1.697  1.00  0.00           H  
HETATM   31  H5  UNL     1      -8.596   0.488   1.710  1.00  0.00           H  
HETATM   32  H6  UNL     1      -7.745   0.167  -0.593  1.00  0.00           H  
HETATM   33  H7  UNL     1      -7.098   1.887  -0.520  1.00  0.00           H  
HETATM   34  H8  UNL     1      -5.639   1.497   1.205  1.00  0.00           H  
HETATM   35  H9  UNL     1      -6.169  -0.215   1.510  1.00  0.00           H  
HETATM   36  H10 UNL     1      -4.851   1.015  -1.014  1.00  0.00           H  
HETATM   37  H11 UNL     1      -5.427  -0.680  -0.957  1.00  0.00           H  
HETATM   38  H12 UNL     1      -3.285   0.593   0.808  1.00  0.00           H  
HETATM   39  H13 UNL     1      -3.849  -1.088   0.976  1.00  0.00           H  
HETATM   40  H14 UNL     1      -2.788   0.247  -1.570  1.00  0.00           H  
HETATM   41  H15 UNL     1      -3.293  -1.456  -1.468  1.00  0.00           H  
HETATM   42  H16 UNL     1      -1.514  -2.029   0.056  1.00  0.00           H  
HETATM   43  H17 UNL     1      -0.873  -1.208  -1.396  1.00  0.00           H  
HETATM   44  H18 UNL     1      -0.716   0.911  -0.323  1.00  0.00           H  
HETATM   45  H19 UNL     1      -1.309   0.322   1.238  1.00  0.00           H  
HETATM   46  H20 UNL     1       1.083   0.354   1.330  1.00  0.00           H  
HETATM   47  H21 UNL     1       0.460  -1.310   1.447  1.00  0.00           H  
HETATM   48  H22 UNL     1       1.713   0.042  -1.019  1.00  0.00           H  
HETATM   49  H23 UNL     1       1.080  -1.635  -1.019  1.00  0.00           H  
HETATM   50  H24 UNL     1       3.676  -1.686  -1.734  1.00  0.00           H  
HETATM   51  H25 UNL     1       5.190  -2.110   0.897  1.00  0.00           H  
HETATM   52  H26 UNL     1       6.346  -1.368  -1.856  1.00  0.00           H  
HETATM   53  H27 UNL     1       7.235  -1.687  -0.345  1.00  0.00           H  
HETATM   54  H28 UNL     1       4.977   0.666  -2.164  1.00  0.00           H  
HETATM   55  H29 UNL     1       4.792   2.987  -1.505  1.00  0.00           H  
HETATM   56  H30 UNL     1       6.522   4.733   0.432  1.00  0.00           H  
HETATM   57  H31 UNL     1       7.030   2.222   2.018  1.00  0.00           H  
HETATM   58  H32 UNL     1       7.260  -0.113   1.430  1.00  0.00           H  
HETATM   59  H33 UNL     1       7.228  -3.788   0.355  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6   36   37
CONECT    6    7   38   39
CONECT    7    8   40   41
CONECT    8    9   42   43
CONECT    9   10   44   45
CONECT   10   11   46   47
CONECT   11   12   48   49
CONECT   12   13   13   14
CONECT   14   15   50
CONECT   15   16   24   51
CONECT   16   17   52   53
CONECT   17   18   18   23
CONECT   18   19   54
CONECT   19   20   20   55
CONECT   20   21   22
CONECT   21   56
CONECT   22   23   23   57
CONECT   23   58
CONECT   24   25   25   26
CONECT   26   59
END

HMDB0242043
     RDKit          3D
N-Lauroyl Tyrosine
 59 59  0  0  0  0  0  0  0  0999 V2000
   -9.6383    1.7449    0.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4005    1.3683    1.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3438    0.9578    0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0510    0.5559    0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0676    0.1654   -0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7339   -0.2557    0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8350   -0.6212   -0.8984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4616   -1.0631   -0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7541    0.0117    0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5938   -0.4561    0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5032   -0.8383   -0.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8167   -1.2874    0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532   -1.3144    1.4007 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8616   -1.7054   -0.7079 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1437   -2.1448   -0.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2784   -1.3133   -0.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1359    0.1207   -0.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417    0.9705   -1.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3321    2.2937   -0.8687 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8989    2.7600    0.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8154    4.0749    0.7121 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5803    1.8805    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7137    0.5525    0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3635   -3.5521   -0.6215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5293   -4.1992   -1.2989 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5445   -4.2143   -0.2564 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3181    2.4043    0.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1051    0.8361   -0.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2701    2.3186   -0.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0680    2.1933    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5957    0.4883    1.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7453    0.1667   -0.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0976    1.8874   -0.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6392    1.4967    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1690   -0.2151    1.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8506    1.0146   -1.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4271   -0.6797   -0.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2848    0.5932    0.8083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8485   -1.0880    0.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7879    0.2471   -1.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2928   -1.4565   -1.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5137   -2.0294    0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8729   -1.2077   -1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7155    0.9111   -0.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3094    0.3219    1.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0826    0.3543    1.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4600   -1.3104    1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7132    0.0416   -1.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0797   -1.6350   -1.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6756   -1.6864   -1.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1898   -2.1096    0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3460   -1.3677   -1.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2352   -1.6869   -0.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9773    0.6656   -2.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7915    2.9868   -1.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5224    4.7325    0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0299    2.2222    2.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2604   -0.1134    1.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2278   -3.7882    0.3551 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
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 12 14  1  0
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 15 16  1  0
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 15 24  1  0
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 24 26  1  0
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  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
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  7 40  1  0
  7 41  1  0
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  8 43  1  0
  9 44  1  0
  9 45  1  0
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 15 51  1  0
 16 52  1  0
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 18 54  1  0
 19 55  1  0
 21 56  1  0
 22 57  1  0
 23 58  1  0
 26 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[(1-Hydroxydodecylidene)amino]-3-(4-hydroxyphenyl)propanoate	Generator

Chemical Formula

C₂₁H₃₃NO₄

Average Molecular Weight

363.498

Monoisotopic Molecular Weight

363.240958547

IUPAC Name

2-dodecanamido-3-(4-hydroxyphenyl)propanoic acid

Traditional Name

2-dodecanamido-3-(4-hydroxyphenyl)propanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCC(=O)NC(CC1=CC=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C21H33NO4/c1-2-3-4-5-6-7-8-9-10-11-20(24)22-19(21(25)26)16-17-12-14-18(23)15-13-17/h12-15,19,23H,2-11,16H2,1H3,(H,22,24)(H,25,26)

InChI Key

SVQAZCRYIXURJT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Tyrosine and derivatives

Alternative Parents

Substituents

Tyrosine or derivatives
Phenylalanine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
3-phenylpropanoic-acid
Amphetamine or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
N-acyl-amine
Monocyclic benzene moiety
Fatty amide
Fatty acyl
Benzenoid
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	4.9	ALOGPS
logP	5.29	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	3.85	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.63 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	102.58 m³·mol⁻¹	ChemAxon
Polarizability	42.35 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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]+	194.711	30932474
DeepCCS	[M-H]-	192.333	30932474
DeepCCS	[M-2H]-	225.364	30932474
DeepCCS	[M+Na]+	201.348	30932474
AllCCS	[M+H]+	192.4	32859911
AllCCS	[M+H-H2O]+	190.0	32859911
AllCCS	[M+NH4]+	194.6	32859911
AllCCS	[M+Na]+	195.2	32859911
AllCCS	[M-H]-	190.7	32859911
AllCCS	[M+Na-2H]-	192.0	32859911
AllCCS	[M+HCOO]-	193.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Lauroyl Tyrosine	CCCCCCCCCCCC(=O)NC(CC1=CC=C(O)C=C1)C(O)=O	4364.7	Standard polar	33892256
N-Lauroyl Tyrosine	CCCCCCCCCCCC(=O)NC(CC1=CC=C(O)C=C1)C(O)=O	2746.7	Standard non polar	33892256
N-Lauroyl Tyrosine	CCCCCCCCCCCC(=O)NC(CC1=CC=C(O)C=C1)C(O)=O	2966.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Lauroyl Tyrosine,3TMS,isomer #1	CCCCCCCCCCCC(=O)N(C(CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3070.7	Semi standard non polar	33892256
N-Lauroyl Tyrosine,3TMS,isomer #1	CCCCCCCCCCCC(=O)N(C(CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2915.8	Standard non polar	33892256
N-Lauroyl Tyrosine,3TMS,isomer #1	CCCCCCCCCCCC(=O)N(C(CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3187.8	Standard polar	33892256
N-Lauroyl Tyrosine,3TBDMS,isomer #1	CCCCCCCCCCCC(=O)N(C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3831.7	Semi standard non polar	33892256
N-Lauroyl Tyrosine,3TBDMS,isomer #1	CCCCCCCCCCCC(=O)N(C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3433.5	Standard non polar	33892256
N-Lauroyl Tyrosine,3TBDMS,isomer #1	CCCCCCCCCCCC(=O)N(C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3437.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Lauroyl Tyrosine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0apl-6923000000-3088ff24f1e7222139d2	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Lauroyl Tyrosine 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-Lauroyl Tyrosine 10V, Positive-QTOF	splash10-03ei-0906000000-cac65b02c072d851c26b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Lauroyl Tyrosine 20V, Positive-QTOF	splash10-000i-1900000000-11f2f810d5e2fa250633	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Lauroyl Tyrosine 40V, Positive-QTOF	splash10-053e-9500000000-983a08ce3895c390e127	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Lauroyl Tyrosine 10V, Negative-QTOF	splash10-03di-0009000000-bff4407396a42eb0ed5a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Lauroyl Tyrosine 20V, Negative-QTOF	splash10-03di-2908000000-841f4d1733a477d1f604	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Lauroyl Tyrosine 40V, Negative-QTOF	splash10-00di-9510000000-7d0a4c92ed50ad344914	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

57507923

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71466393

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-Lauroyl Tyrosine (HMDB0242043)

MOL for HMDB0242043 (N-Lauroyl Tyrosine)

3D MOL for HMDB0242043 (N-Lauroyl Tyrosine)

3D SDF for HMDB0242043 (N-Lauroyl Tyrosine)

3D-SDF for HMDB0242043 (N-Lauroyl Tyrosine)

PDB for HMDB0242043 (N-Lauroyl Tyrosine)

3D PDB for HMDB0242043 (N-Lauroyl Tyrosine)

SMILES for HMDB0242043 (N-Lauroyl Tyrosine)

INCHI for HMDB0242043 (N-Lauroyl Tyrosine)

Structure for HMDB0242043 (N-Lauroyl Tyrosine)

3D Structure for HMDB0242043 (N-Lauroyl Tyrosine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra