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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2009-07-25 00:12:51 UTC

Update Date

2022-03-07 02:51:28 UTC

HMDB ID

HMDB0013078

Secondary Accession Numbers

HMDB13078

Metabolite Identification

Common Name

Stearoylethanolamide

Description

Stearoylethanolamide is an N-acylethanolamine. N-acylethanolamines (NAEs) constitute a class of lipid compounds naturally present in both animal and plant membranes as constituents of the membrane-bound phospholipid, N-acylphosphatidylethanolamine (NAPE). NAPE is composed of a third fatty acid moiety linked to the amino head group of the commonly occurring membrane phospholipid, phosphatidylethanolamine. NAEs are released from NAPE by phospholipase D-type hydrolases in response to a variety of stimuli. Transient NAE release and accumulation has been attributed a variety of biological activities, including neurotransmission, membrane protection, and immunomodulation in animals. N-oleoylethanolamine is an inhibitor of the sphingolipid signaling pathway, via specific ceramidase inhibition (ceramidase converts ceramide to sphingosine). N-oleoylethanolamine blocks the effects of TNF- and arachidonic acid on intracellular Ca concentration. (PMID: 12692337 , 12056855 , 12560208 , 11997249 ).

Structure

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

HMDB0013078
     RDKit          3D
Stearoylethanolamide
 64 63  0  0  0  0  0  0  0  0999 V2000
   -8.0824   -2.0577    1.5922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5880   -0.6518    1.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8451   -0.4237    0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6520   -1.3056    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9321   -1.0835   -1.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4593    0.3307   -1.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7107    0.5616   -2.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2307    1.9665   -2.8024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3609    2.5065   -1.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0424    1.9772   -1.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8781    0.6141   -0.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5902    0.2777   -0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1901    1.1907    0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6308    0.8640    0.7217 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8143   -0.5045    1.2772 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2695   -0.7455    1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1445   -0.6378    0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5638   -0.9047    0.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8168   -1.1566    2.0159 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6216   -0.8693   -0.1185 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9736   -1.1139    0.3030 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3932   -0.0640    1.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7113   -0.3206    1.6901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2764   -2.5428    0.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3640   -2.6495    2.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0289   -2.0450    2.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9257   -0.4322    2.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4532    0.0339    1.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4780    0.6433    0.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5277   -0.5131   -0.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9239   -1.0989    0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8880   -2.3853    0.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6536   -1.3021   -2.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0695   -1.7731   -1.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3445    1.0295   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8227    0.5891   -0.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4949    0.3824   -3.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9232   -0.1660   -2.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8297    2.1674   -3.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1913    2.5986   -2.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9972    2.5881   -0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2325    3.6309   -1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3785    2.1521   -2.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6061    2.7168   -0.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2379   -0.2275   -1.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0973    0.3777   -1.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6286   -0.7818   -0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1952    2.2379   -0.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5639    1.2422    1.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9546    1.5944    1.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2355    0.9597   -0.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4710   -1.3125    0.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2860   -0.5433    2.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6659   -0.0123    2.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4245   -1.7406    2.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9155   -1.3693   -0.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1781    0.3554   -0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3862   -0.6601   -1.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0367   -2.1271    0.8006 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6393   -1.1211   -0.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7213    0.0349    2.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4097    0.9285    0.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2783   -0.4582    0.9096 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
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  9 10  1  0
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 18 19  2  0
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  1 24  1  0
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M  END

  Mrv0541 02251208162D          

 23 22  0  0  0  0            999 V2000
    6.3282  -15.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0426  -15.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7571  -15.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4716  -15.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1861  -15.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9005  -15.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6151  -15.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3295  -15.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0440  -15.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7585  -15.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4729  -15.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1874  -15.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9019  -15.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6164  -15.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3309  -15.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0453  -15.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7598  -15.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4743  -15.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1888  -15.7227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4743  -14.4851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7598  -14.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7598  -13.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0453  -12.8351    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
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  8  9  1  0  0  0  0
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 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013078

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCCCC(=O)NCCO

> <INCHI_IDENTIFIER>
InChI=1S/C20H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h22H,2-19H2,1H3,(H,21,23)

> <INCHI_KEY>
OTGQIQQTPXJQRG-UHFFFAOYSA-N

> <FORMULA>
C20H41NO2

> <MOLECULAR_WEIGHT>
327.545

> <EXACT_MASS>
327.313729561

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
44.340895704078925

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
6.67

> <JCHEM_LOGP>
5.872351547666668

> <ALOGPS_LOGS>
-5.97

> <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>
99.29679999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.54e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
stearoyl-ethanolamine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013078
     RDKit          3D
Stearoylethanolamide
 64 63  0  0  0  0  0  0  0  0999 V2000
   -8.0824   -2.0577    1.5922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5880   -0.6518    1.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8451   -0.4237    0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6520   -1.3056    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9321   -1.0835   -1.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4593    0.3307   -1.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7107    0.5616   -2.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2307    1.9665   -2.8024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3609    2.5065   -1.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0424    1.9772   -1.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8781    0.6141   -0.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5902    0.2777   -0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1901    1.1907    0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6308    0.8640    0.7217 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8143   -0.5045    1.2772 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2695   -0.7455    1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1445   -0.6378    0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5638   -0.9047    0.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8168   -1.1566    2.0159 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6216   -0.8693   -0.1185 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9736   -1.1139    0.3030 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3932   -0.0640    1.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7113   -0.3206    1.6901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2764   -2.5428    0.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3640   -2.6495    2.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0289   -2.0450    2.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9257   -0.4322    2.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4532    0.0339    1.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4780    0.6433    0.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5277   -0.5131   -0.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9239   -1.0989    0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8880   -2.3853    0.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6536   -1.3021   -2.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0695   -1.7731   -1.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3445    1.0295   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8227    0.5891   -0.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4949    0.3824   -3.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9232   -0.1660   -2.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8297    2.1674   -3.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1913    2.5986   -2.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9972    2.5881   -0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2325    3.6309   -1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3785    2.1521   -2.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6061    2.7168   -0.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2379   -0.2275   -1.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3779    0.5491    0.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0973    0.3777   -1.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6286   -0.7818   -0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1952    2.2379   -0.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5639    1.2422    1.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9546    1.5944    1.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2355    0.9597   -0.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4710   -1.3125    0.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2860   -0.5433    2.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6659   -0.0123    2.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4245   -1.7406    2.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9155   -1.3693   -0.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1781    0.3554   -0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3862   -0.6601   -1.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0367   -2.1271    0.8006 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6393   -1.1211   -0.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7213    0.0349    2.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4097    0.9285    0.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2783   -0.4582    0.9096 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  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
M  END

HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0      11.813 -29.349   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.146 -28.579   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.480 -29.349   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.814 -28.579   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.147 -29.349   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.481 -28.579   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.815 -29.349   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.148 -28.579   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.482 -29.349   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.816 -28.579   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      25.149 -29.349   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.483 -28.579   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.817 -29.349   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      29.151 -28.579   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      30.484 -29.349   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      31.818 -28.579   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      33.152 -29.349   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      34.485 -28.579   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      35.819 -29.349   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0      34.485 -27.039   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      33.152 -26.269   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      33.152 -24.729   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      31.818 -23.959   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                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0013078
HETATM    1  C1  UNL     1      -8.082  -2.058   1.592  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.588  -0.652   1.461  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.845  -0.424   0.157  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.652  -1.306   0.021  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.932  -1.084  -1.274  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.459   0.331  -1.372  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.711   0.562  -2.687  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.231   1.966  -2.802  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.361   2.507  -1.766  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.042   1.977  -1.432  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.878   0.614  -0.897  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.590   0.278  -0.603  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.190   1.191   0.399  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.631   0.864   0.722  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.814  -0.505   1.277  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.270  -0.745   1.569  1.00  0.00           C  
HETATM   17  C17 UNL     1       5.145  -0.638   0.367  1.00  0.00           C  
HETATM   18  C18 UNL     1       6.564  -0.905   0.821  1.00  0.00           C  
HETATM   19  O1  UNL     1       6.817  -1.157   2.016  1.00  0.00           O  
HETATM   20  N1  UNL     1       7.622  -0.869  -0.118  1.00  0.00           N  
HETATM   21  C19 UNL     1       8.974  -1.114   0.303  1.00  0.00           C  
HETATM   22  C20 UNL     1       9.393  -0.064   1.295  1.00  0.00           C  
HETATM   23  O2  UNL     1      10.711  -0.321   1.690  1.00  0.00           O  
HETATM   24  H1  UNL     1      -8.276  -2.543   0.609  1.00  0.00           H  
HETATM   25  H2  UNL     1      -7.364  -2.650   2.202  1.00  0.00           H  
HETATM   26  H3  UNL     1      -9.029  -2.045   2.162  1.00  0.00           H  
HETATM   27  H4  UNL     1      -6.926  -0.432   2.324  1.00  0.00           H  
HETATM   28  H5  UNL     1      -8.453   0.034   1.512  1.00  0.00           H  
HETATM   29  H6  UNL     1      -6.478   0.643   0.175  1.00  0.00           H  
HETATM   30  H7  UNL     1      -7.528  -0.513  -0.688  1.00  0.00           H  
HETATM   31  H8  UNL     1      -4.924  -1.099   0.852  1.00  0.00           H  
HETATM   32  H9  UNL     1      -5.888  -2.385   0.112  1.00  0.00           H  
HETATM   33  H10 UNL     1      -5.654  -1.302  -2.091  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.069  -1.773  -1.387  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.345   1.029  -1.425  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.823   0.589  -0.521  1.00  0.00           H  
HETATM   37  H14 UNL     1      -4.495   0.382  -3.517  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.923  -0.166  -2.802  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.830   2.167  -3.845  1.00  0.00           H  
HETATM   40  H17 UNL     1      -4.191   2.599  -2.827  1.00  0.00           H  
HETATM   41  H18 UNL     1      -2.997   2.588  -0.802  1.00  0.00           H  
HETATM   42  H19 UNL     1      -2.233   3.631  -1.983  1.00  0.00           H  
HETATM   43  H20 UNL     1      -0.379   2.152  -2.350  1.00  0.00           H  
HETATM   44  H21 UNL     1      -0.606   2.717  -0.666  1.00  0.00           H  
HETATM   45  H22 UNL     1      -1.238  -0.228  -1.473  1.00  0.00           H  
HETATM   46  H23 UNL     1      -1.378   0.549   0.109  1.00  0.00           H  
HETATM   47  H24 UNL     1       1.097   0.378  -1.607  1.00  0.00           H  
HETATM   48  H25 UNL     1       0.629  -0.782  -0.355  1.00  0.00           H  
HETATM   49  H26 UNL     1       1.195   2.238  -0.029  1.00  0.00           H  
HETATM   50  H27 UNL     1       0.564   1.242   1.306  1.00  0.00           H  
HETATM   51  H28 UNL     1       2.955   1.594   1.493  1.00  0.00           H  
HETATM   52  H29 UNL     1       3.236   0.960  -0.203  1.00  0.00           H  
HETATM   53  H30 UNL     1       2.471  -1.313   0.612  1.00  0.00           H  
HETATM   54  H31 UNL     1       2.286  -0.543   2.275  1.00  0.00           H  
HETATM   55  H32 UNL     1       4.666  -0.012   2.329  1.00  0.00           H  
HETATM   56  H33 UNL     1       4.424  -1.741   2.021  1.00  0.00           H  
HETATM   57  H34 UNL     1       4.915  -1.369  -0.422  1.00  0.00           H  
HETATM   58  H35 UNL     1       5.178   0.355  -0.100  1.00  0.00           H  
HETATM   59  H36 UNL     1       7.386  -0.660  -1.124  1.00  0.00           H  
HETATM   60  H37 UNL     1       9.037  -2.127   0.801  1.00  0.00           H  
HETATM   61  H38 UNL     1       9.639  -1.121  -0.591  1.00  0.00           H  
HETATM   62  H39 UNL     1       8.721   0.035   2.155  1.00  0.00           H  
HETATM   63  H40 UNL     1       9.410   0.929   0.767  1.00  0.00           H  
HETATM   64  H41 UNL     1      11.278  -0.458   0.910  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7   35   36
CONECT    7    8   37   38
CONECT    8    9   39   40
CONECT    9   10   41   42
CONECT   10   11   43   44
CONECT   11   12   45   46
CONECT   12   13   47   48
CONECT   13   14   49   50
CONECT   14   15   51   52
CONECT   15   16   53   54
CONECT   16   17   55   56
CONECT   17   18   57   58
CONECT   18   19   19   20
CONECT   20   21   59
CONECT   21   22   60   61
CONECT   22   23   62   63
CONECT   23   64
END

HMDB0013078
     RDKit          3D
Stearoylethanolamide
 64 63  0  0  0  0  0  0  0  0999 V2000
   -8.0824   -2.0577    1.5922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5880   -0.6518    1.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8451   -0.4237    0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6520   -1.3056    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9321   -1.0835   -1.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4593    0.3307   -1.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7107    0.5616   -2.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2307    1.9665   -2.8024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3609    2.5065   -1.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0424    1.9772   -1.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8781    0.6141   -0.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5902    0.2777   -0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1901    1.1907    0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6308    0.8640    0.7217 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8143   -0.5045    1.2772 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2695   -0.7455    1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1445   -0.6378    0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5638   -0.9047    0.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8168   -1.1566    2.0159 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6216   -0.8693   -0.1185 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9736   -1.1139    0.3030 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3932   -0.0640    1.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7113   -0.3206    1.6901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2764   -2.5428    0.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3640   -2.6495    2.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0289   -2.0450    2.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9257   -0.4322    2.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4532    0.0339    1.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4780    0.6433    0.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5277   -0.5131   -0.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9239   -1.0989    0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8880   -2.3853    0.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6536   -1.3021   -2.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0695   -1.7731   -1.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3445    1.0295   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8227    0.5891   -0.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4949    0.3824   -3.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9232   -0.1660   -2.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8297    2.1674   -3.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1913    2.5986   -2.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9972    2.5881   -0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2325    3.6309   -1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3785    2.1521   -2.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6061    2.7168   -0.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2379   -0.2275   -1.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3779    0.5491    0.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0973    0.3777   -1.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6286   -0.7818   -0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1952    2.2379   -0.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5639    1.2422    1.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9546    1.5944    1.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2355    0.9597   -0.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4710   -1.3125    0.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2860   -0.5433    2.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6659   -0.0123    2.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4245   -1.7406    2.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9155   -1.3693   -0.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1781    0.3554   -0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3862   -0.6601   -1.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0367   -2.1271    0.8006 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6393   -1.1211   -0.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7213    0.0349    2.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4097    0.9285    0.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2783   -0.4582    0.9096 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  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Monoethanolamine stearic acid amide	ChEBI
N-(2-Hydroxyethyl)stearamide	ChEBI
N-(Hydroxyethyl)stearamide	ChEBI
N-(Otadecanoyl)-ethanolamine	ChEBI
N-Octadecanoyl ethanolamine	ChEBI
N-Octadecanoylethanolamine	ChEBI
N-Stearoylethanolamine	ChEBI
Stearamide mea	ChEBI
Stearic acid monoethanolamide	ChEBI
Stearic ethanolamide	ChEBI
Stearic monoethanolamide	ChEBI
Stearoyl ethanolamide	ChEBI
Stearoyl-ea	ChEBI
Stearoyl-ethanolamine	ChEBI
Stearoylmonoethanolamide	ChEBI
Monoethanolamine stearate amide	Generator
Stearate monoethanolamide	Generator
N-(2-Hydroxyethyl)stearoylamide	MeSH
Stearoylethanolamide	ChEBI

Chemical Formula

C₂₀H₄₁NO₂

Average Molecular Weight

327.545

Monoisotopic Molecular Weight

327.313729561

IUPAC Name

N-(2-hydroxyethyl)octadecanamide

Traditional Name

stearoyl-ethanolamine

CAS Registry Number

111-57-9

SMILES

CCCCCCCCCCCCCCCCCC(=O)NCCO

InChI Identifier

InChI=1S/C20H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h22H,2-19H2,1H3,(H,21,23)

InChI Key

OTGQIQQTPXJQRG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acylethanolamines. N-acylethanolamines are compounds containing an N-acyethanolamine moiety, which is characterized by an acyl group is linked to the nitrogen atom of ethanolamine.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

N-acylethanolamines

Alternative Parents

Substituents

N-acylethanolamine
Fatty amide
N-acyl-amine
Fatty acyl
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Alcohol
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

N-(long-chain-acyl)ethanolamine (CHEBI:85299 )
N-(saturated fatty acyl)ethanolamine (CHEBI:85299 )
N-acyl ethanolamines (endocannabinoids) (LMFA08040051 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21359215)

Cellular substructure

Excreta

Biofluid or Excreta

Feces (PMID: 27543620)
Urine (PMID: 32966057)

Source

Endogenous

Endogenous (HMDB: HMDB0013078)

Exogenous

Food

Food (HMDB: HMDB0013078)

Exogenous (HMDB: HMDB0013078)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0013078)

Role

Biological role

Energy source (HMDB: HMDB0013078)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0013078)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	98.5 °C	Not Available
Boiling Point	486.03 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.044 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	6.815 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00035 g/L	ALOGPS
logP	6.67	ALOGPS
logP	5.87	ChemAxon
logS	-6	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	18	ChemAxon
Refractivity	99.3 m³·mol⁻¹	ChemAxon
Polarizability	44.34 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	186.424	31661259
DarkChem	[M-H]-	185.688	31661259
DeepCCS	[M+H]+	184.856	30932474
DeepCCS	[M-H]-	182.012	30932474
DeepCCS	[M-2H]-	217.166	30932474
DeepCCS	[M+Na]+	193.442	30932474
AllCCS	[M+H]+	193.5	32859911
AllCCS	[M+H-H2O]+	190.9	32859911
AllCCS	[M+NH4]+	195.9	32859911
AllCCS	[M+Na]+	196.5	32859911
AllCCS	[M-H]-	189.8	32859911
AllCCS	[M+Na-2H]-	191.2	32859911
AllCCS	[M+HCOO]-	193.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Stearoylethanolamide	CCCCCCCCCCCCCCCCCC(=O)NCCO	3200.9	Standard polar	33892256
Stearoylethanolamide	CCCCCCCCCCCCCCCCCC(=O)NCCO	2573.1	Standard non polar	33892256
Stearoylethanolamide	CCCCCCCCCCCCCCCCCC(=O)NCCO	2745.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Stearoylethanolamide,1TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)NCCO[Si](C)(C)C	2719.5	Semi standard non polar	33892256
Stearoylethanolamide,1TMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)N(CCO)[Si](C)(C)C	2691.3	Semi standard non polar	33892256
Stearoylethanolamide,2TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)N(CCO[Si](C)(C)C)[Si](C)(C)C	2805.8	Semi standard non polar	33892256
Stearoylethanolamide,2TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)N(CCO[Si](C)(C)C)[Si](C)(C)C	2793.3	Standard non polar	33892256
Stearoylethanolamide,2TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)N(CCO[Si](C)(C)C)[Si](C)(C)C	2740.6	Standard polar	33892256
Stearoylethanolamide,1TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)NCCO[Si](C)(C)C(C)(C)C	2938.6	Semi standard non polar	33892256
Stearoylethanolamide,1TBDMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)N(CCO)[Si](C)(C)C(C)(C)C	2943.2	Semi standard non polar	33892256
Stearoylethanolamide,2TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)N(CCO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3254.1	Semi standard non polar	33892256
Stearoylethanolamide,2TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)N(CCO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3113.6	Standard non polar	33892256
Stearoylethanolamide,2TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)N(CCO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2959.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Stearoylethanolamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kb-7690000000-058feb2aa4543a87879c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stearoylethanolamide GC-MS (1 TMS) - 70eV, Positive	splash10-00e9-9451000000-4a8d0aaef26523b9d425	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stearoylethanolamide 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 - Stearoylethanolamide 10V, Positive-QTOF	splash10-03di-9015000000-04b06df4f18a2695af88	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stearoylethanolamide 20V, Positive-QTOF	splash10-03di-9010000000-bf79ed793c07da4886fd	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stearoylethanolamide 40V, Positive-QTOF	splash10-01ox-9100000000-20c9688837b9850b4548	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stearoylethanolamide 10V, Negative-QTOF	splash10-004i-1039000000-2d305f2c3bd765f78e40	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stearoylethanolamide 20V, Negative-QTOF	splash10-06vi-7089000000-befa65d8e9e007e8b576	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stearoylethanolamide 40V, Negative-QTOF	splash10-0006-9020000000-1472dfcab540d83a08dc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stearoylethanolamide 10V, Negative-QTOF	splash10-004i-0019000000-cc99ff530bce79baba6d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stearoylethanolamide 20V, Negative-QTOF	splash10-004i-4129000000-00d237b7d4ec2a1824d7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stearoylethanolamide 40V, Negative-QTOF	splash10-052f-9010000000-a12df29170edc96e14b9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stearoylethanolamide 10V, Positive-QTOF	splash10-01t9-9008000000-7b0df318580cc5d339b4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stearoylethanolamide 20V, Positive-QTOF	splash10-03dl-9000000000-587c1faffef10730ea57	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stearoylethanolamide 40V, Positive-QTOF	splash10-0006-9000000000-c4efc52e371af1f6271a	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	15 +/- 11 uM	Adult (>18 years old)	Both	Normal	21359215	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029286

KNApSAcK ID

Not Available

Chemspider ID

25958

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Stearoylethanolamide

METLIN ID

Not Available

PubChem Compound

27902

PDB ID

Not Available

ChEBI ID

85299

Food Biomarker Ontology

Not Available

VMH ID

STEETH

MarkerDB ID

Not Available

Good Scents ID

rw1303741

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Hofmann U, Domeier E, Frantz S, Laser M, Weckler B, Kuhlencordt P, Heuer S, Keweloh B, Ertl G, Bonz AW: Increased myocardial oxygen consumption by TNF-alpha is mediated by a sphingosine signaling pathway. Am J Physiol Heart Circ Physiol. 2003 Jun;284(6):H2100-5. Epub 2003 Jan 30. [PubMed:12560208 ]
Tripathy S, Kleppinger-Sparace K, Dixon RA, Chapman KD: N-acylethanolamine signaling in tobacco is mediated by a membrane-associated, high-affinity binding protein. Plant Physiol. 2003 Apr;131(4):1781-91. [PubMed:12692337 ]
Lecour S, Smith RM, Woodward B, Opie LH, Rochette L, Sack MN: Identification of a novel role for sphingolipid signaling in TNF alpha and ischemic preconditioning mediated cardioprotection. J Mol Cell Cardiol. 2002 May;34(5):509-18. [PubMed:12056855 ]
Amadou A, Nawrocki A, Best-Belpomme M, Pavoine C, Pecker F: Arachidonic acid mediates dual effect of TNF-alpha on Ca2+ transients and contraction of adult rat cardiomyocytes. Am J Physiol Cell Physiol. 2002 Jun;282(6):C1339-47. [PubMed:11997249 ]

Showing metabocard for Stearoylethanolamide (HMDB0013078)

MOL for HMDB0013078 (Stearoylethanolamide)

3D MOL for HMDB0013078 (Stearoylethanolamide)

3D SDF for HMDB0013078 (Stearoylethanolamide)

3D-SDF for HMDB0013078 (Stearoylethanolamide)

PDB for HMDB0013078 (Stearoylethanolamide)

3D PDB for HMDB0013078 (Stearoylethanolamide)

SMILES for HMDB0013078 (Stearoylethanolamide)

INCHI for HMDB0013078 (Stearoylethanolamide)

Structure for HMDB0013078 (Stearoylethanolamide)

3D Structure for HMDB0013078 (Stearoylethanolamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra