MiMeDB: Showing metabocard for Palmitoylethanolamide (MMDBc0000406)

Not Available

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:37:02 UTC

Update Date

2024-10-09 23:56:07 UTC

Metabolite ID

MMDBc0000406

Metabolite Identification

Common Name

Palmitoylethanolamide

Description

N-Palmitoylethanolamide (PEA) is present in the tissues of most mammals. It was initially described as an agonist of the type 2 cannabinoid receptor (CB2), although it is now universally recognized that PEA is in fact incapable of binding to cannabinoid receptors, or at least not to the known receptors. In addition to its anti-inflammatory activity, PEA also produces analgesia, neuroprotection, and possesses anti-epileptic properties. It also reduces gastrointestinal motility and cancer cell proliferation, as well as protecting the vascular endothelium in the ischemic heart. The physiological stimuli that regulate PEA levels in mammalian tissues are largely unknown, however, multiple studies indicate that this lipid accumulates during cellular stress, particularly following tissue injury. For example, PEA increases post-mortem in the pig brain. Similar elevations in PEA levels have been observed in the ischemic brain and PEA is also up-regulated in response to ultraviolet-B irradiation in mouse epidermal cells. Adipose tissue is highly implicated in the systemic secretion of IL-6 and leptin, and human mature adipocytes are able to secrete large quantity of PEA. Human adipose tissue can be subjected to modulation of its inflammatory state by lipopolysaccharide (LPS). LPS strongly inhibits adipose cell leptin release, with PEA acting as a potentiator of this inhibitory effect. These actions are not linked to a reduction in leptin gene transcription. Thus, PEA does not have an anti-inflammatory role in the secretion of IL-6 via NFkappaB at the adipocyte level, but instead seems to act at the heart of the LPS-stimulated pathway, which, independently of NFkappaB, inhibits the secretion of leptin. (PMID: 16884908 ).

Structure

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

HMDB0002100
     RDKit          3D
Palmitoylethanolamide
 58 57  0  0  0  0  0  0  0  0999 V2000
   -7.4733   -0.6253    1.8609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5606    0.7583    1.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3754    1.1226    0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1651    0.1467   -0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9897    0.5778   -1.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6814    0.6744   -0.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1717   -0.5850   -0.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8236   -0.3656    0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7847    0.0494   -0.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5427    0.2084    0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6598    0.4546   -0.8996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9465    0.6114   -0.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1427    0.6454   -1.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1483   -0.6736   -1.9273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2393   -1.7883   -0.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5647   -1.8393   -0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3539   -2.7235   -0.8001 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9355   -1.1054    0.7855 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3378   -0.3117    1.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6303    0.4401    1.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4092    1.2535    0.4536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5619   -1.3464    0.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5094   -0.7030    2.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3711   -0.7902    2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6807    1.5068    2.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4720    0.8160    0.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4799    1.1996    1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5762    2.1408   -0.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0827    0.2821   -1.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1634   -0.9007   -0.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9076   -0.1230   -2.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2466    1.5691   -2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9394    1.0293   -1.6714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6565    1.5036   -0.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0754   -1.3331   -1.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8697   -0.9469    0.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8840    0.3940    1.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5060   -1.3703    0.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6288   -0.6247   -1.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0237    1.0907   -1.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -0.7022    0.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4046    1.0332    0.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3951    1.3238   -1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6910   -0.4674   -1.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223    1.6720    0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0617   -0.0390    0.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0430    0.6616   -0.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1393    1.4833   -1.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1125   -0.6294   -2.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3312   -0.7446   -2.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795   -1.7209   -0.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0468   -2.7738   -1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1513   -1.7582    0.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5639    0.5004    2.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4816   -0.8833    2.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9470    0.9737    2.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3827   -0.3529    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9276    2.1049    0.7556 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
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
M  END


  Mrv0541 02231219222D          

 21 20  0  0  0  0            999 V2000
   30.0691   -5.1970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9270   -4.3720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7835   -3.9595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0676   -3.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3532   -4.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7821   -4.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6387   -3.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4966   -3.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9241   -4.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2111   -4.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2097   -3.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9256   -3.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4952   -4.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6400   -4.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7808   -3.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0662   -4.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3546   -3.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3517   -3.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0691   -4.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4980   -4.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2125   -3.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  2  0  0  0  0
  2 21  1  0  0  0  0
  3 19  1  0  0  0  0
  3 20  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 17  1  0  0  0  0
 15 16  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000406

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCCCCCCCC(=O)NCCO

> <INCHI_IDENTIFIER>
InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)19-16-17-20/h20H,2-17H2,1H3,(H,19,21)

> <INCHI_KEY>
HXYVTAGFYLMHSO-UHFFFAOYSA-N

> <FORMULA>
C18H37NO2

> <MOLECULAR_WEIGHT>
299.4919

> <EXACT_MASS>
299.282429433

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
40.05062080252947

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(2-hydroxyethyl)hexadecanamide

> <ALOGPS_LOGP>
5.74

> <JCHEM_LOGP>
4.983214217666667

> <ALOGPS_LOGS>
-5.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.451677713180988

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.463162762508802

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3259293688166086

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
90.09479999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.36e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
palmitoylethanolamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002100
     RDKit          3D
Palmitoylethanolamide
 58 57  0  0  0  0  0  0  0  0999 V2000
   -7.4733   -0.6253    1.8609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5606    0.7583    1.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3754    1.1226    0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1651    0.1467   -0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9897    0.5778   -1.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6814    0.6744   -0.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1717   -0.5850   -0.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8236   -0.3656    0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7847    0.0494   -0.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5427    0.2084    0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6598    0.4546   -0.8996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9465    0.6114   -0.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1427    0.6454   -1.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1483   -0.6736   -1.9273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2393   -1.7883   -0.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5647   -1.8393   -0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3539   -2.7235   -0.8001 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9355   -1.1054    0.7855 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3378   -0.3117    1.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6303    0.4401    1.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4092    1.2535    0.4536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5619   -1.3464    0.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5094   -0.7030    2.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3711   -0.7902    2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6807    1.5068    2.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4720    0.8160    0.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4799    1.1996    1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5762    2.1408   -0.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0827    0.2821   -1.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1634   -0.9007   -0.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9076   -0.1230   -2.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2466    1.5691   -2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9394    1.0293   -1.6714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6565    1.5036   -0.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0754   -1.3331   -1.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8697   -0.9469    0.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8840    0.3940    1.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5060   -1.3703    0.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6288   -0.6247   -1.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0237    1.0907   -1.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -0.7022    0.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4046    1.0332    0.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3951    1.3238   -1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6910   -0.4674   -1.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223    1.6720    0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0617   -0.0390    0.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0430    0.6616   -0.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1393    1.4833   -1.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1125   -0.6294   -2.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3312   -0.7446   -2.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795   -1.7209   -0.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0468   -2.7738   -1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1513   -1.7582    0.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5639    0.5004    2.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4816   -0.8833    2.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9470    0.9737    2.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3827   -0.3529    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9276    2.1049    0.7556 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
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      56.129  -9.701   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      61.464  -8.161   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      57.463  -7.391   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      46.793  -7.391   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      45.459  -8.161   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      48.127  -8.161   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      44.126  -7.391   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      49.460  -7.391   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      42.792  -8.161   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      50.794  -8.161   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      41.458  -7.391   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      52.128  -7.391   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      40.124  -8.161   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      53.461  -8.161   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      38.791  -7.391   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      37.457  -8.161   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      54.795  -7.391   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      36.123  -7.391   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      56.129  -8.161   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      58.796  -8.161   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      60.130  -7.391   0.000  0.00  0.00           C+0
CONECT    1   19                                                            
CONECT    2   21                                                            
CONECT    3   19   20                                                       
CONECT    4    5    6                                                       
CONECT    5    4    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                                                       
CONECT   14   12   17                                                       
CONECT   15   13   16                                                       
CONECT   16   15   18                                                       
CONECT   17   14   19                                                       
CONECT   18   16                                                            
CONECT   19    1    3   17                                                  
CONECT   20    3   21                                                       
CONECT   21    2   20                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0002100
HETATM    1  C1  UNL     1      -7.473  -0.625   1.861  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.561   0.758   1.247  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.375   1.123   0.411  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.165   0.147  -0.733  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.990   0.578  -1.576  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.681   0.674  -0.895  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.172  -0.585  -0.286  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.824  -0.366   0.358  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.785   0.049  -0.652  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.543   0.208   0.101  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.660   0.455  -0.900  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.946   0.611  -0.191  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.143   0.645  -1.141  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.148  -0.674  -1.927  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.239  -1.788  -0.924  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.565  -1.839  -0.243  1.00  0.00           C  
HETATM   17  O1  UNL     1       6.354  -2.724  -0.800  1.00  0.00           O  
HETATM   18  N1  UNL     1       5.935  -1.105   0.785  1.00  0.00           N  
HETATM   19  C17 UNL     1       6.338  -0.312   1.898  1.00  0.00           C  
HETATM   20  C18 UNL     1       7.630   0.440   1.527  1.00  0.00           C  
HETATM   21  O2  UNL     1       7.409   1.254   0.454  1.00  0.00           O  
HETATM   22  H1  UNL     1      -7.562  -1.346   1.000  1.00  0.00           H  
HETATM   23  H2  UNL     1      -6.509  -0.703   2.388  1.00  0.00           H  
HETATM   24  H3  UNL     1      -8.371  -0.790   2.520  1.00  0.00           H  
HETATM   25  H4  UNL     1      -7.681   1.507   2.090  1.00  0.00           H  
HETATM   26  H5  UNL     1      -8.472   0.816   0.583  1.00  0.00           H  
HETATM   27  H6  UNL     1      -5.480   1.200   1.069  1.00  0.00           H  
HETATM   28  H7  UNL     1      -6.576   2.141  -0.019  1.00  0.00           H  
HETATM   29  H8  UNL     1      -7.083   0.282  -1.385  1.00  0.00           H  
HETATM   30  H9  UNL     1      -6.163  -0.901  -0.443  1.00  0.00           H  
HETATM   31  H10 UNL     1      -4.908  -0.123  -2.442  1.00  0.00           H  
HETATM   32  H11 UNL     1      -5.247   1.569  -2.009  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.939   1.029  -1.671  1.00  0.00           H  
HETATM   34  H13 UNL     1      -3.656   1.504  -0.128  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.075  -1.333  -1.125  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.870  -0.947   0.497  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.884   0.394   1.139  1.00  0.00           H  
HETATM   38  H17 UNL     1      -1.506  -1.370   0.756  1.00  0.00           H  
HETATM   39  H18 UNL     1      -0.629  -0.625  -1.492  1.00  0.00           H  
HETATM   40  H19 UNL     1      -1.024   1.091  -1.002  1.00  0.00           H  
HETATM   41  H20 UNL     1       0.669  -0.702   0.675  1.00  0.00           H  
HETATM   42  H21 UNL     1       0.405   1.033   0.809  1.00  0.00           H  
HETATM   43  H22 UNL     1       1.395   1.324  -1.549  1.00  0.00           H  
HETATM   44  H23 UNL     1       1.691  -0.467  -1.537  1.00  0.00           H  
HETATM   45  H24 UNL     1       2.922   1.672   0.234  1.00  0.00           H  
HETATM   46  H25 UNL     1       3.062  -0.039   0.634  1.00  0.00           H  
HETATM   47  H26 UNL     1       5.043   0.662  -0.532  1.00  0.00           H  
HETATM   48  H27 UNL     1       4.139   1.483  -1.809  1.00  0.00           H  
HETATM   49  H28 UNL     1       5.113  -0.629  -2.517  1.00  0.00           H  
HETATM   50  H29 UNL     1       3.331  -0.745  -2.621  1.00  0.00           H  
HETATM   51  H30 UNL     1       3.479  -1.721  -0.128  1.00  0.00           H  
HETATM   52  H31 UNL     1       4.047  -2.774  -1.447  1.00  0.00           H  
HETATM   53  H32 UNL     1       7.151  -1.758   0.893  1.00  0.00           H  
HETATM   54  H33 UNL     1       5.564   0.500   2.107  1.00  0.00           H  
HETATM   55  H34 UNL     1       6.482  -0.883   2.852  1.00  0.00           H  
HETATM   56  H35 UNL     1       7.947   0.974   2.438  1.00  0.00           H  
HETATM   57  H36 UNL     1       8.383  -0.353   1.205  1.00  0.00           H  
HETATM   58  H37 UNL     1       6.928   2.105   0.756  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7   33   34
CONECT    7    8   35   36
CONECT    8    9   37   38
CONECT    9   10   39   40
CONECT   10   11   41   42
CONECT   11   12   43   44
CONECT   12   13   45   46
CONECT   13   14   47   48
CONECT   14   15   49   50
CONECT   15   16   51   52
CONECT   16   17   17   18
CONECT   18   19   53
CONECT   19   20   54   55
CONECT   20   21   56   57
CONECT   21   58
END

HMDB0002100
     RDKit          3D
Palmitoylethanolamide
 58 57  0  0  0  0  0  0  0  0999 V2000
   -7.4733   -0.6253    1.8609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5606    0.7583    1.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3754    1.1226    0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1651    0.1467   -0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9897    0.5778   -1.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6814    0.6744   -0.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1717   -0.5850   -0.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8236   -0.3656    0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7847    0.0494   -0.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5427    0.2084    0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6598    0.4546   -0.8996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9465    0.6114   -0.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1427    0.6454   -1.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1483   -0.6736   -1.9273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2393   -1.7883   -0.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5647   -1.8393   -0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3539   -2.7235   -0.8001 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9355   -1.1054    0.7855 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3378   -0.3117    1.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6303    0.4401    1.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4092    1.2535    0.4536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5619   -1.3464    0.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5094   -0.7030    2.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3711   -0.7902    2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6807    1.5068    2.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4720    0.8160    0.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4799    1.1996    1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5762    2.1408   -0.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0827    0.2821   -1.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1634   -0.9007   -0.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9076   -0.1230   -2.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2466    1.5691   -2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9394    1.0293   -1.6714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6565    1.5036   -0.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0754   -1.3331   -1.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8697   -0.9469    0.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8840    0.3940    1.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5060   -1.3703    0.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6288   -0.6247   -1.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0237    1.0907   -1.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -0.7022    0.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4046    1.0332    0.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3951    1.3238   -1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6910   -0.4674   -1.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223    1.6720    0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0617   -0.0390    0.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0430    0.6616   -0.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1393    1.4833   -1.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1125   -0.6294   -2.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3312   -0.7446   -2.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795   -1.7209   -0.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0468   -2.7738   -1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1513   -1.7582    0.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5639    0.5004    2.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4816   -0.8833    2.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9470    0.9737    2.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3827   -0.3529    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9276    2.1049    0.7556 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
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
M  END

Synonyms

Value	Source
Anandamide (16:0)	ChEBI
Hexadecanoyl ethanolamide	ChEBI
Hydroxyethylpalmitamide	ChEBI
Monoethanolamine palmitic acid amide	ChEBI
N-(2-Hydroxyethyl)palmitamide	ChEBI
N-Hexadecanoylethanolamine	ChEBI
N-Palmitoylethanolamine	ChEBI
Palmidrol	ChEBI
Palmidrolum	ChEBI
Palmitamide mea	ChEBI
Palmitic acid monoethanolamide	ChEBI
Palmitinsaeure-beta-hydroxyethylamid	ChEBI
Palmitoyl-ea	ChEBI
PEA	ChEBI
Palmdrol prodes	Kegg
Monoethanolamine palmitate amide	Generator
Palmitate monoethanolamide	Generator
Palmitinsaeure-b-hydroxyethylamid	Generator
Palmitinsaeure-β-hydroxyethylamid	Generator
Impulsin	MeSH
MimyX	MeSH
N-(2-Hydroxyethyl)palmitate	MeSH
Palmitylethanolamide	MeSH
N-Hexadecanoyl ethanolamine	ChEBI, HMDB
Loramine P 256	HMDB
N-(2-Hydroxyethyl)hexadecanamide	HMDB
N-Hexadecyl-ethanolamine	HMDB
Palmitoyl ethanolamide	HMDB
Palmitoylethanolamide	ChEBI

Molecular Formula

C₁₈H₃₇NO₂

Average Mass

299.4919

Monoisotopic Mass

299.282429433

IUPAC Name

N-(2-hydroxyethyl)hexadecanamide

Traditional Name

palmitoylethanolamide

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCC(=O)NCCO

InChI Identifier

InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)19-16-17-20/h20H,2-17H2,1H3,(H,19,21)

InChI Key

HXYVTAGFYLMHSO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboximidic acids and derivatives

Sub Class

Carboximidic acids

Direct Parent

Carboximidic acids

Alternative Parents

Substituents

Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid
Alkanolamine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

N-(long-chain-acyl)ethanolamine (CHEBI:71464 )
endocannabinoid (CHEBI:71464 )
N-(saturated fatty acyl)ethanolamine (CHEBI:71464 )
N-acyl ethanolamines (endocannabinoids) (LMFA08040013 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0014 g/L	ALOGPS
logP	5.74	ALOGPS
logP	4.98	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	15.46	ChemAxon
pKa (Strongest Basic)	-0.33	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.33 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	90.09 m³·mol⁻¹	ChemAxon
Polarizability	40.05 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ot-9550000000-2a81c82885f59140f22b	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00dj-9342000000-ad8530134ab4732a0f8c	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0198000000-1cff41413d7ea5aa691e	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-03e9-9150000000-f699f2ee45fd83d20176	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0w29-7179000000-22766d934944105dccf9	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dl-9130000000-c6d2bfc2e68da1f5b0d2	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01ox-9410000000-d078025cabaaf62c59b9	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-1090000000-5224a67dd0daaea79191	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01ot-5090000000-dd9396934201d60f5af2	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9010000000-d5bf936e945bfc965dfe	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0090000000-86444a8ba84f59241172	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-3190000000-31bf9918e08d5134f37c	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9120000000-95f7b48f422a8476addb	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0w29-9008000000-4fe7f397e16e4c5cdf0f	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dl-9000000000-e26f03daa120b23660dc	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-6cd5890dca5525a7b1e2	2021-09-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Feces
Placenta
Urine

Tissue Locations

Placenta

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Verrucomicrobia	1	Human feces; Human stool; Human ; Human urine	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Firmicutes	8	Human feces; Human stool; Human ; Human saliva; Human mucosa; Human urine; Human sputum; Human subgingival plaque; Human vaginal fluid; Human supragingival plaque	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Actinobacteria	1	Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Proteobacteria	1	Human ; Human mucosa; Human stool; Human supragingival plaque; Human feces; Human saliva; Human subgingival plaque	Indirect association between microbiota composition and metabolites measured in host biospecimen
Archaea	Euryarchaeota	1	Human feces; Human	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Animal	Egg	Gallus gallus	FooDB	DFC codes

Source Type	Activity	Data Source	Reference
Drugs	Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.00212	0.00072			uM	Not Specified	Not Specified	normal	HMDB	21177788
Human Blood	Detected and Quantified	0.013		0.0094	0.0167	uM	Adult (>18 years old)	Both	Normal	HMDB	16115474
Human Blood	Detected and Quantified	25.1	12			uM	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified						Infant (0-1 year old)	NULL	Normal	HMDB	24628373
Human Feces	Detected but not Quantified						Infant (0-1 year old)	Not Specified	Normal	HMDB	24628373
Human Feces	Detected but not Quantified						Infant (0-1 year old)	Not Specified	Normal	HMDB	24628373
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0002100

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001087

KNApSAcK ID

Not Available

Chemspider ID

4509

KEGG Compound ID

C16512

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Palmitoylethanolamide

METLIN ID

Not Available

PubChem Compound

4671

PDB ID

Not Available

ChEBI ID

71464

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Hoareau L, Ravanan P, Gonthier MP, Delarue P, Goncalves J, Cesari M, Festy F, Roche R: Effect of PEA on LPS inflammatory action in human adipocytes. Cytokine. 2006 Jun;34(5-6):291-6. doi: 10.1016/j.cyto.2006.06.005. Epub 2006 Aug 1. [PubMed:16884908 ]
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 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for Palmitoylethanolamide (MMDBc0000406)

MOL for #<Metabolite:0x00007fdb0fcd25c0>

3D MOL for #<Metabolite:0x00007fdb0fcd25c0>

3D SDF for #<Metabolite:0x00007fdb0fcd25c0>

3D-SDF for #<Metabolite:0x00007fdb0fcd25c0>

PDB for #<Metabolite:0x00007fdb0fcd25c0>

3D PDB for #<Metabolite:0x00007fdb0fcd25c0>

SMILES for #<Metabolite:0x00007fdb0fcd25c0>

INCHI for #<Metabolite:0x00007fdb0fcd25c0>

Structure for #<Metabolite:0x00007fdb0fcd25c0>

3D Structure for #<Metabolite:0x00007fdb0fcd25c0>