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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-13 03:26:19 UTC

Update Date

2022-03-07 02:49:19 UTC

HMDB ID

HMDB0003689

Secondary Accession Numbers

HMDB03689

Metabolite Identification

Common Name

Neuroprotectin D1

Description

Neuroprotectin D1 is an autacoid protectin. Autacoids are chemical mediators including the families of resolvins and protectins, defined by their potent bioactions and novel chemical structures. They require enzymatic generation from docosanoids, oxygenated products from docosahexaenoic acid (DHA), which specifically possess a conjugated triene double-bond system in their structures, are denoted protectins. The protectins demonstrate anti-inflammatory and neuroprotective actions in vivo. Resolvins and protectins have specific stereoselective actions which evoke biological actions in the nanogram range in vivo and are natural exudate products. Resolvins and protectins as distinct chemical families join the lipoxins as potent agonists of endogenous anti-inflammation and are proresolving chemical mediators of interest in human disease as potential new approaches to treatment. The terms protectin and neuroprotectin [the term applied to protectin that is generated in the neural tissues] were introduced given the anti-inflammatory and protective actions of the 10,17-docosatriene in neural systems, stroke, and animal models of Alzheimer's disease. The prefix in neuroprotectin (NPD1) provides a local pathway address for the biosynthesis and action of this molecule. In recent years, investigators have recognized inflammation as playing a key role in many prevalent diseases not previously considered to be of inflammatory etiology. These include Alzheimer's disease, cardiovascular disease, and cancer, which now join those well-appreciated inflammatory disorders such as arthritis and periodontal disease. Identifying the molecular mechanism(s) that underlie the many reports of the benefits of dietary omega-3 PUFAs remains an important challenge for nutrition and medicine. Thus, that these new mediator families, resolvins and protectins, are biosynthesized from EPA and DHA, act locally, and possess potent, novel bioactions is of interest to researchers. (PMID: 17090225 ).

Structure

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

  Mrv0541 02231219472D          

 26 25  0  0  1  0            999 V2000
   13.4043  -13.1912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9768  -12.7787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9754  -18.9664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6899  -17.7288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6899  -14.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4043  -14.0163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.6913  -13.1912    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.4058  -12.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9754  -14.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2609  -15.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2609  -14.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1189  -14.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4058  -11.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6913  -14.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2609  -16.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5464  -15.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5464  -16.4913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1202  -11.5412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2609  -17.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8348  -11.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8333  -14.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9768  -14.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5478  -14.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2623  -14.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5492  -11.5412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9754  -18.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  1  0  0  0
  7  2  1  1  0  0  0
  3 26  1  0  0  0  0
  4 26  2  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  6 12  1  0  0  0  0
  7  8  1  0  0  0  0
  7 14  1  0  0  0  0
  8 13  1  0  0  0  0
  9 11  2  0  0  0  0
 10 11  1  0  0  0  0
 10 16  1  0  0  0  0
 12 21  2  0  0  0  0
 13 18  2  0  0  0  0
 14 22  2  0  0  0  0
 15 17  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  2  0  0  0  0
 18 20  1  0  0  0  0
 19 26  1  0  0  0  0
 20 25  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 24  2  0  0  0  0
M  END

HMDB0003689
     RDKit          3D
Neuroprotectin D1
 58 57  0  0  0  0  0  0  0  0999 V2000
   -9.5148    0.6682   -2.2939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0712    0.3746   -1.9282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9382   -0.8465   -1.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4312   -0.8412    0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9414    0.3290    0.7702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4483    0.2107    1.1349 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3186   -0.8841    1.9501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0761    1.4965    1.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7999    1.7118    2.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8371    0.6819    1.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5355    0.8032    1.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5843   -0.2398    1.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6968   -0.1667    1.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5618   -1.2949    1.2744 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5907   -1.4052    2.2187 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1443   -1.0476   -0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9609    0.1700   -0.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2186    0.2211   -0.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0652   -0.9656   -0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1930   -1.0849    0.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4421   -1.0335   -0.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8163   -0.8543   -1.6604 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6240    0.4261   -1.7875 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8692    0.2960   -1.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1951   -0.7821   -0.4802 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7618    1.3538   -0.8434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8814    1.6103   -1.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6598    0.6381   -3.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1679   -0.1361   -1.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5090    0.1868   -2.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6444    1.2891   -1.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2879   -1.8158   -1.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3756   -1.8118    0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4694    0.3959    1.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0533    1.3040    0.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8883    0.0553    0.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0277   -1.7019    1.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8436    2.2496    2.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4692    2.6254    2.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1450   -0.2460    1.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1859    1.7163    2.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9923   -1.1368    1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1345    0.6944    2.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9969   -2.2453    1.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2881   -1.9765    1.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2002   -0.8837   -0.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5958   -1.9302   -0.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4537    1.1299    0.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7132    1.2111   -0.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2921   -1.0007   -1.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4480   -1.9025   -0.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9571   -1.2239    1.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2413   -1.1313    0.4939 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5793   -1.6716   -1.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0287   -0.9160   -2.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0584    1.2869   -1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8272    0.6589   -2.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1432    1.6150    0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  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
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  6
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  6
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 26 58  1  0
M  END

  Mrv0541 02231219472D          

 26 25  0  0  1  0            999 V2000
   13.4043  -13.1912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9768  -12.7787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9754  -18.9664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6899  -17.7288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6899  -14.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4043  -14.0163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.6913  -13.1912    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.4058  -12.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9754  -14.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2609  -15.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2609  -14.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1189  -14.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4058  -11.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6913  -14.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2609  -16.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5464  -15.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5464  -16.4913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1202  -11.5412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2609  -17.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8348  -11.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8333  -14.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9768  -14.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5478  -14.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2623  -14.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5492  -11.5412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9754  -18.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  1  0  0  0
  7  2  1  1  0  0  0
  3 26  1  0  0  0  0
  4 26  2  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  6 12  1  0  0  0  0
  7  8  1  0  0  0  0
  7 14  1  0  0  0  0
  8 13  1  0  0  0  0
  9 11  2  0  0  0  0
 10 11  1  0  0  0  0
 10 16  1  0  0  0  0
 12 21  2  0  0  0  0
 13 18  2  0  0  0  0
 14 22  2  0  0  0  0
 15 17  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  2  0  0  0  0
 18 20  1  0  0  0  0
 19 26  1  0  0  0  0
 20 25  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003689

> <DATABASE_NAME>
hmdb

> <SMILES>
CC\C=C/C[C@H](O)\C=C/C=C/C=C/[C@H](O)C\C=C/C\C=C/CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O4/c1-2-3-10-15-20(23)17-12-8-9-13-18-21(24)16-11-6-4-5-7-14-19-22(25)26/h3,5-13,17-18,20-21,23-24H,2,4,14-16,19H2,1H3,(H,25,26)/b7-5-,9-8+,10-3-,11-6-,17-12-,18-13+/t20-,21+/m0/s1

> <INCHI_KEY>
CRDZYJSQHCXHEG-SFVBTVKNSA-N

> <FORMULA>
C22H32O4

> <MOLECULAR_WEIGHT>
360.4871

> <EXACT_MASS>
360.230059512

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
40.99500277965902

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4Z,7Z,10R,11E,13E,15Z,17S,19Z)-10,17-dihydroxydocosa-4,7,11,13,15,19-hexaenoic acid

> <ALOGPS_LOGP>
4.95

> <JCHEM_LOGP>
4.290842693666667

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.720813880416213

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.815640074612506

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3076848340144305

> <JCHEM_POLAR_SURFACE_AREA>
77.75999999999999

> <JCHEM_REFRACTIVITY>
114.42020000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.93e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
neuroprotectin D1

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003689
     RDKit          3D
Neuroprotectin D1
 58 57  0  0  0  0  0  0  0  0999 V2000
   -9.5148    0.6682   -2.2939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0712    0.3746   -1.9282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9382   -0.8465   -1.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4312   -0.8412    0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9414    0.3290    0.7702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4483    0.2107    1.1349 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3186   -0.8841    1.9501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0761    1.4965    1.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7999    1.7118    2.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8371    0.6819    1.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5355    0.8032    1.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5843   -0.2398    1.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6968   -0.1667    1.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5618   -1.2949    1.2744 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5907   -1.4052    2.2187 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1443   -1.0476   -0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9609    0.1700   -0.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2186    0.2211   -0.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0652   -0.9656   -0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1930   -1.0849    0.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4421   -1.0335   -0.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8163   -0.8543   -1.6604 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6240    0.4261   -1.7875 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8692    0.2960   -1.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1951   -0.7821   -0.4802 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7618    1.3538   -0.8434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8814    1.6103   -1.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6598    0.6381   -3.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1679   -0.1361   -1.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5090    0.1868   -2.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6444    1.2891   -1.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2879   -1.8158   -1.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3756   -1.8118    0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4694    0.3959    1.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0533    1.3040    0.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8883    0.0553    0.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0277   -1.7019    1.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8436    2.2496    2.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4692    2.6254    2.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1450   -0.2460    1.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1859    1.7163    2.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9923   -1.1368    1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1345    0.6944    2.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9969   -2.2453    1.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2881   -1.9765    1.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2002   -0.8837   -0.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5958   -1.9302   -0.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4537    1.1299    0.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7132    1.2111   -0.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2921   -1.0007   -1.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4480   -1.9025   -0.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9571   -1.2239    1.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2413   -1.1313    0.4939 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5793   -1.6716   -1.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0287   -0.9160   -2.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0584    1.2869   -1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8272    0.6589   -2.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1432    1.6150    0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  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
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  6
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  6
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 26 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      25.021 -24.624   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      31.690 -23.854   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      22.354 -35.404   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      23.688 -33.094   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      23.688 -26.934   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.021 -26.164   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      33.024 -24.624   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      34.357 -23.854   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.354 -26.164   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.020 -28.474   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      21.020 -26.934   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.355 -26.934   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      34.357 -22.314   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      33.024 -26.164   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.020 -31.554   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.687 -29.244   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.687 -30.784   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      35.691 -21.544   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.020 -33.094   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      37.025 -22.314   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      27.689 -26.164   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      31.690 -26.934   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      29.023 -26.934   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      30.356 -26.164   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      38.359 -21.544   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      22.354 -33.864   0.000  0.00  0.00           C+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3   26                                                            
CONECT    4   26                                                            
CONECT    5    6    9                                                       
CONECT    6    1    5   12                                                  
CONECT    7    2    8   14                                                  
CONECT    8    7   13                                                       
CONECT    9    5   11                                                       
CONECT   10   11   16                                                       
CONECT   11    9   10                                                       
CONECT   12    6   21                                                       
CONECT   13    8   18                                                       
CONECT   14    7   22                                                       
CONECT   15   17   19                                                       
CONECT   16   10   17                                                       
CONECT   17   15   16                                                       
CONECT   18   13   20                                                       
CONECT   19   15   26                                                       
CONECT   20   18   25                                                       
CONECT   21   12   23                                                       
CONECT   22   14   24                                                       
CONECT   23   21   24                                                       
CONECT   24   22   23                                                       
CONECT   25   20                                                            
CONECT   26    3    4   19                                                  
MASTER        0    0    0    0    0    0    0    0   26    0   50    0
END

COMPND    HMDB0003689
HETATM    1  C1  UNL     1      -9.515   0.668  -2.294  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.071   0.375  -1.928  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.938  -0.847  -1.121  1.00  0.00           C  
HETATM    4  C4  UNL     1      -7.431  -0.841   0.079  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.941   0.329   0.770  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.448   0.211   1.135  1.00  0.00           C  
HETATM    7  O1  UNL     1      -5.319  -0.884   1.950  1.00  0.00           O  
HETATM    8  C7  UNL     1      -5.076   1.496   1.773  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.800   1.712   2.024  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.837   0.682   1.663  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.535   0.803   1.874  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.584  -0.240   1.505  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.697  -0.167   1.692  1.00  0.00           C  
HETATM   14  C13 UNL     1       1.562  -1.295   1.274  1.00  0.00           C  
HETATM   15  O2  UNL     1       2.591  -1.405   2.219  1.00  0.00           O  
HETATM   16  C14 UNL     1       2.144  -1.048  -0.114  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.961   0.170  -0.158  1.00  0.00           C  
HETATM   18  C16 UNL     1       4.219   0.221  -0.452  1.00  0.00           C  
HETATM   19  C17 UNL     1       5.065  -0.966  -0.799  1.00  0.00           C  
HETATM   20  C18 UNL     1       6.193  -1.085   0.144  1.00  0.00           C  
HETATM   21  C19 UNL     1       7.442  -1.033  -0.254  1.00  0.00           C  
HETATM   22  C20 UNL     1       7.816  -0.854  -1.660  1.00  0.00           C  
HETATM   23  C21 UNL     1       8.624   0.426  -1.788  1.00  0.00           C  
HETATM   24  C22 UNL     1       9.869   0.296  -1.020  1.00  0.00           C  
HETATM   25  O3  UNL     1      10.195  -0.782  -0.480  1.00  0.00           O  
HETATM   26  O4  UNL     1      10.762   1.354  -0.843  1.00  0.00           O  
HETATM   27  H1  UNL     1      -9.881   1.610  -1.871  1.00  0.00           H  
HETATM   28  H2  UNL     1      -9.660   0.638  -3.401  1.00  0.00           H  
HETATM   29  H3  UNL     1     -10.168  -0.136  -1.851  1.00  0.00           H  
HETATM   30  H4  UNL     1      -7.509   0.187  -2.882  1.00  0.00           H  
HETATM   31  H5  UNL     1      -7.644   1.289  -1.512  1.00  0.00           H  
HETATM   32  H6  UNL     1      -8.288  -1.816  -1.559  1.00  0.00           H  
HETATM   33  H7  UNL     1      -7.376  -1.812   0.601  1.00  0.00           H  
HETATM   34  H8  UNL     1      -7.469   0.396   1.781  1.00  0.00           H  
HETATM   35  H9  UNL     1      -7.053   1.304   0.319  1.00  0.00           H  
HETATM   36  H10 UNL     1      -4.888   0.055   0.176  1.00  0.00           H  
HETATM   37  H11 UNL     1      -5.028  -1.702   1.507  1.00  0.00           H  
HETATM   38  H12 UNL     1      -5.844   2.250   2.030  1.00  0.00           H  
HETATM   39  H13 UNL     1      -3.469   2.625   2.486  1.00  0.00           H  
HETATM   40  H14 UNL     1      -3.145  -0.246   1.198  1.00  0.00           H  
HETATM   41  H15 UNL     1      -1.186   1.716   2.337  1.00  0.00           H  
HETATM   42  H16 UNL     1      -0.992  -1.137   1.042  1.00  0.00           H  
HETATM   43  H17 UNL     1       1.134   0.694   2.142  1.00  0.00           H  
HETATM   44  H18 UNL     1       0.997  -2.245   1.260  1.00  0.00           H  
HETATM   45  H19 UNL     1       3.288  -1.977   1.857  1.00  0.00           H  
HETATM   46  H20 UNL     1       1.200  -0.884  -0.751  1.00  0.00           H  
HETATM   47  H21 UNL     1       2.596  -1.930  -0.562  1.00  0.00           H  
HETATM   48  H22 UNL     1       2.454   1.130   0.081  1.00  0.00           H  
HETATM   49  H23 UNL     1       4.713   1.211  -0.450  1.00  0.00           H  
HETATM   50  H24 UNL     1       5.292  -1.001  -1.859  1.00  0.00           H  
HETATM   51  H25 UNL     1       4.448  -1.902  -0.613  1.00  0.00           H  
HETATM   52  H26 UNL     1       5.957  -1.224   1.232  1.00  0.00           H  
HETATM   53  H27 UNL     1       8.241  -1.131   0.494  1.00  0.00           H  
HETATM   54  H28 UNL     1       8.579  -1.672  -1.890  1.00  0.00           H  
HETATM   55  H29 UNL     1       7.029  -0.916  -2.402  1.00  0.00           H  
HETATM   56  H30 UNL     1       8.058   1.287  -1.323  1.00  0.00           H  
HETATM   57  H31 UNL     1       8.827   0.659  -2.855  1.00  0.00           H  
HETATM   58  H32 UNL     1      11.143   1.615   0.046  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4    4   32
CONECT    4    5   33
CONECT    5    6   34   35
CONECT    6    7    8   36
CONECT    7   37
CONECT    8    9    9   38
CONECT    9   10   39
CONECT   10   11   11   40
CONECT   11   12   41
CONECT   12   13   13   42
CONECT   13   14   43
CONECT   14   15   16   44
CONECT   15   45
CONECT   16   17   46   47
CONECT   17   18   18   48
CONECT   18   19   49
CONECT   19   20   50   51
CONECT   20   21   21   52
CONECT   21   22   53
CONECT   22   23   54   55
CONECT   23   24   56   57
CONECT   24   25   25   26
CONECT   26   58
END

HMDB0003689
     RDKit          3D
Neuroprotectin D1
 58 57  0  0  0  0  0  0  0  0999 V2000
   -9.5148    0.6682   -2.2939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0712    0.3746   -1.9282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9382   -0.8465   -1.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4312   -0.8412    0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9414    0.3290    0.7702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4483    0.2107    1.1349 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3186   -0.8841    1.9501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0761    1.4965    1.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7999    1.7118    2.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8371    0.6819    1.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5355    0.8032    1.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5843   -0.2398    1.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6968   -0.1667    1.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5618   -1.2949    1.2744 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5907   -1.4052    2.2187 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1443   -1.0476   -0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9609    0.1700   -0.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2186    0.2211   -0.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0652   -0.9656   -0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1930   -1.0849    0.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4421   -1.0335   -0.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8163   -0.8543   -1.6604 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6240    0.4261   -1.7875 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8692    0.2960   -1.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1951   -0.7821   -0.4802 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7618    1.3538   -0.8434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8814    1.6103   -1.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6598    0.6381   -3.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1679   -0.1361   -1.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5090    0.1868   -2.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6444    1.2891   -1.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2879   -1.8158   -1.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3756   -1.8118    0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4694    0.3959    1.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0533    1.3040    0.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8883    0.0553    0.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0277   -1.7019    1.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8436    2.2496    2.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4692    2.6254    2.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1450   -0.2460    1.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1859    1.7163    2.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9923   -1.1368    1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1345    0.6944    2.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9969   -2.2453    1.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2881   -1.9765    1.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2002   -0.8837   -0.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5958   -1.9302   -0.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4537    1.1299    0.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7132    1.2111   -0.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2921   -1.0007   -1.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4480   -1.9025   -0.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9571   -1.2239    1.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2413   -1.1313    0.4939 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5793   -1.6716   -1.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0287   -0.9160   -2.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0584    1.2869   -1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8272    0.6589   -2.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1432    1.6150    0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  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
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  6
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  6
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 26 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(4Z,7Z,10R,11E,13E,15Z,17S,19Z)-10,17-Dihydroxydocosahexaenoic acid	ChEBI
(N)PD1	ChEBI
(Neuro)protectin D1	ChEBI
10(R),17(S)-Dihydroxydocosa-4Z,7Z,11E,13E,15Z,19Z-hexaenoic acid	ChEBI
NPD1	ChEBI
PD1	ChEBI
(4Z,7Z,10R,11E,13E,15Z,17S,19Z)-10,17-Dihydroxydocosahexaenoate	Generator
10(R),17(S)-Dihydroxydocosa-4Z,7Z,11E,13E,15Z,19Z-hexaenoate	Generator
10R,17S-Dihydroxy-docosa-4Z,7Z,11E,13E,15Z,19Z-hexaenoate	HMDB
10R,17S-Dihydroxy-docosa-4Z,7Z,11E,13E,15Z,19Z-hexaenoic acid	HMDB, MeSH
Protectin D1	MeSH, HMDB
Neuroprotectin D1	ChEBI

Chemical Formula

C₂₂H₃₂O₄

Average Molecular Weight

360.4871

Monoisotopic Molecular Weight

360.230059512

IUPAC Name

(4Z,7Z,10R,11E,13E,15Z,17S,19Z)-10,17-dihydroxydocosa-4,7,11,13,15,19-hexaenoic acid

Traditional Name

neuroprotectin D1

CAS Registry Number

Not Available

SMILES

CC\C=C/C[C@H](O)\C=C/C=C/C=C/[C@H](O)C\C=C/C\C=C/CCC(O)=O

InChI Identifier

InChI=1S/C22H32O4/c1-2-3-10-15-20(23)17-12-8-9-13-18-21(24)16-11-6-4-5-7-14-19-22(25)26/h3,5-13,17-18,20-21,23-24H,2,4,14-16,19H2,1H3,(H,25,26)/b7-5-,9-8+,10-3-,11-6-,17-12-,18-13+/t20-,21+/m0/s1

InChI Key

CRDZYJSQHCXHEG-SFVBTVKNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Very long-chain fatty acids

Alternative Parents

Substituents

Very long-chain fatty acid
Hydroxy fatty acid
Unsaturated fatty acid
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Docosanoids (LMFA04000011 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0003689)
Membrane (HMDB: HMDB0003689)

Source

Exogenous

Exogenous (HMDB: HMDB0003689)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0003689)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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
Water Solubility	0.0069 g/L	ALOGPS
logP	4.95	ALOGPS
logP	4.29	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	4.82	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	114.42 m³·mol⁻¹	ChemAxon
Polarizability	41 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	193.662	31661259
DarkChem	[M-H]-	186.123	31661259
DeepCCS	[M+H]+	197.447	30932474
DeepCCS	[M-H]-	195.089	30932474
DeepCCS	[M-2H]-	228.935	30932474
DeepCCS	[M+Na]+	204.163	30932474
AllCCS	[M+H]+	197.1	32859911
AllCCS	[M+H-H2O]+	194.3	32859911
AllCCS	[M+NH4]+	199.6	32859911
AllCCS	[M+Na]+	200.3	32859911
AllCCS	[M-H]-	191.8	32859911
AllCCS	[M+Na-2H]-	193.8	32859911
AllCCS	[M+HCOO]-	196.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Neuroprotectin D1	CC\C=C/C[C@H](O)\C=C/C=C/C=C/[C@H](O)C\C=C/C\C=C/CCC(O)=O	5028.2	Standard polar	33892256
Neuroprotectin D1	CC\C=C/C[C@H](O)\C=C/C=C/C=C/[C@H](O)C\C=C/C\C=C/CCC(O)=O	2794.9	Standard non polar	33892256
Neuroprotectin D1	CC\C=C/C[C@H](O)\C=C/C=C/C=C/[C@H](O)C\C=C/C\C=C/CCC(O)=O	3074.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Neuroprotectin D1,1TMS,isomer #1	CC/C=C\C[C@@H](/C=C\C=C\C=C\[C@H](O)C/C=C\C/C=C\CCC(=O)O)O[Si](C)(C)C	3207.3	Semi standard non polar	33892256
Neuroprotectin D1,1TMS,isomer #2	CC/C=C\C[C@H](O)/C=C\C=C\C=C\[C@@H](C/C=C\C/C=C\CCC(=O)O)O[Si](C)(C)C	3208.7	Semi standard non polar	33892256
Neuroprotectin D1,1TMS,isomer #3	CC/C=C\C[C@H](O)/C=C\C=C\C=C\[C@H](O)C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C	3090.1	Semi standard non polar	33892256
Neuroprotectin D1,2TMS,isomer #1	CC/C=C\C[C@@H](/C=C\C=C\C=C\[C@@H](C/C=C\C/C=C\CCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3262.1	Semi standard non polar	33892256
Neuroprotectin D1,2TMS,isomer #2	CC/C=C\C[C@@H](/C=C\C=C\C=C\[C@H](O)C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3157.2	Semi standard non polar	33892256
Neuroprotectin D1,2TMS,isomer #3	CC/C=C\C[C@H](O)/C=C\C=C\C=C\[C@@H](C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3149.6	Semi standard non polar	33892256
Neuroprotectin D1,3TMS,isomer #1	CC/C=C\C[C@@H](/C=C\C=C\C=C\[C@@H](C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3185.5	Semi standard non polar	33892256
Neuroprotectin D1,1TBDMS,isomer #1	CC/C=C\C[C@@H](/C=C\C=C\C=C\[C@H](O)C/C=C\C/C=C\CCC(=O)O)O[Si](C)(C)C(C)(C)C	3443.4	Semi standard non polar	33892256
Neuroprotectin D1,1TBDMS,isomer #2	CC/C=C\C[C@H](O)/C=C\C=C\C=C\[C@@H](C/C=C\C/C=C\CCC(=O)O)O[Si](C)(C)C(C)(C)C	3443.3	Semi standard non polar	33892256
Neuroprotectin D1,1TBDMS,isomer #3	CC/C=C\C[C@H](O)/C=C\C=C\C=C\[C@H](O)C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C(C)(C)C	3326.6	Semi standard non polar	33892256
Neuroprotectin D1,2TBDMS,isomer #1	CC/C=C\C[C@@H](/C=C\C=C\C=C\[C@@H](C/C=C\C/C=C\CCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3689.1	Semi standard non polar	33892256
Neuroprotectin D1,2TBDMS,isomer #2	CC/C=C\C[C@@H](/C=C\C=C\C=C\[C@H](O)C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3617.8	Semi standard non polar	33892256
Neuroprotectin D1,2TBDMS,isomer #3	CC/C=C\C[C@H](O)/C=C\C=C\C=C\[C@@H](C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3618.5	Semi standard non polar	33892256
Neuroprotectin D1,3TBDMS,isomer #1	CC/C=C\C[C@@H](/C=C\C=C\C=C\[C@@H](C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3901.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Neuroprotectin D1 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-6968000000-42e1438e64f55c9f245a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neuroprotectin D1 GC-MS (3 TMS) - 70eV, Positive	splash10-08i9-7102390000-328e3d7ee2985bc30985	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neuroprotectin D1 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neuroprotectin D1 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 - Neuroprotectin D1 10V, Positive-QTOF	splash10-002f-0019000000-a7f57dc37b7f53e2c011	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neuroprotectin D1 20V, Positive-QTOF	splash10-004m-3489000000-de7442657d44b0899c71	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neuroprotectin D1 40V, Positive-QTOF	splash10-0kal-9280000000-fae78fa064c3e0305660	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neuroprotectin D1 10V, Negative-QTOF	splash10-0a4l-0009000000-c9399c4361cff827f71d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neuroprotectin D1 20V, Negative-QTOF	splash10-052f-1129000000-13f3fb05ea5906bdabc1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neuroprotectin D1 40V, Negative-QTOF	splash10-0a4l-9331000000-a208007b61b44d2fe4d1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neuroprotectin D1 10V, Positive-QTOF	splash10-004l-0129000000-6ae2f89094d465c14241	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neuroprotectin D1 20V, Positive-QTOF	splash10-004i-0269000000-72a5d50536c188be8444	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neuroprotectin D1 40V, Positive-QTOF	splash10-00nf-9640000000-895940cf126c65e99f7b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neuroprotectin D1 10V, Negative-QTOF	splash10-0a4l-0009000000-68e57cba03b195ced716	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neuroprotectin D1 20V, Negative-QTOF	splash10-052f-1239000000-e100f0c26c1d2ee9f470	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neuroprotectin D1 40V, Negative-QTOF	splash10-007d-7395000000-4f6e70588851d1dd0572	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

13171083

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Protectin_D1

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

138655

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

Serhan CN: Resolution phase of inflammation: novel endogenous anti-inflammatory and proresolving lipid mediators and pathways. Annu Rev Immunol. 2007;25:101-37. [PubMed:17090225 ]

Showing metabocard for Neuroprotectin D1 (HMDB0003689)

MOL for HMDB0003689 (Neuroprotectin D1)

3D MOL for HMDB0003689 (Neuroprotectin D1)

3D SDF for HMDB0003689 (Neuroprotectin D1)

3D-SDF for HMDB0003689 (Neuroprotectin D1)

PDB for HMDB0003689 (Neuroprotectin D1)

3D PDB for HMDB0003689 (Neuroprotectin D1)

SMILES for HMDB0003689 (Neuroprotectin D1)

INCHI for HMDB0003689 (Neuroprotectin D1)

Structure for HMDB0003689 (Neuroprotectin D1)

3D Structure for HMDB0003689 (Neuroprotectin D1)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra