NP-MRD: Showing NP-Card for (4z,7s,8r,9e,11e,13z,15e,17s,19z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid (NP0233259)

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Record Information

Version

2.0

Created at

2022-09-06 14:47:42 UTC

Updated at

2022-09-06 14:47:42 UTC

NP-MRD ID

NP0233259

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4z,7s,8r,9e,11e,13z,15e,17s,19z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid

Description

Resolvin D1, also known as RVD1, 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. Thus, resolvin D1 is considered to be a docosanoid. (4z,7s,8r,9e,11e,13z,15e,17s,19z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid is found in Apis cerana. (4z,7s,8r,9e,11e,13z,15e,17s,19z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid was first documented in 2022 (PMID: 36061615). Based on a literature review a small amount of articles have been published on resolvin D1 (PMID: 35980287) (PMID: 35979727) (PMID: 35975781) (PMID: 35944267).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062216472D          

 27 26  0  0  1  0            999 V2000
    3.7125   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750   -5.7158    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9500   -5.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4750   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.8579    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END

     RDKit          3D

 59 58  0  0  0  0  0  0  0  0999 V2000
   -9.3379   -0.4037   -2.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0273   -1.1858   -2.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6068   -1.5803   -1.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4870   -1.2373   -0.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4832   -0.3860   -1.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2373    0.8885   -0.2928 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2896    1.7044   -0.8943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8816    0.6068    1.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5926    0.5937    1.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3787    0.3075    2.9202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1884    0.2628    3.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0484    0.4948    2.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1813    0.4389    3.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3052    0.6477    2.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3703    0.8456    1.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6281    1.1930    0.4407 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8442    2.2800    0.0725 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0774    1.5603    0.1973 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4961    2.6404    0.9193 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9419    0.3182    0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3765    0.5841    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0999   -0.0090   -0.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6198   -1.0085   -1.6743 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3870   -2.3226   -1.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8425   -2.1635   -1.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5907   -3.1746   -1.5025 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4440   -0.9854   -2.1403 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0288   -0.7888   -1.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7922   -0.5294   -3.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1690    0.6650   -2.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3060   -2.1585   -2.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2828   -0.7289   -2.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2798   -2.2251   -0.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2920   -1.6044    0.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6615   -0.1008   -2.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4985   -0.9434   -1.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1979    1.4703   -0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7332    1.1440   -1.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6647    0.4078    1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539    0.7955    0.7773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2311    0.1175    3.5989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0853    0.0439    4.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0875    0.7219    1.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1167    0.1698    4.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0545    0.9973    3.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2524    0.5657    2.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898    0.3485   -0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9323    2.9617    0.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1311    1.8160   -0.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2043    3.1935    0.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8739   -0.0226    1.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5584   -0.4773   -0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8294    1.3464    0.8473 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1702    0.3135   -0.7623 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5665   -1.2687   -1.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8327   -0.7198   -2.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0396   -3.0700   -2.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2363   -2.7338   -0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3300   -0.6166   -3.0952 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  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 27  1  0
 25 26  2  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  1
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  6
 17 48  1  0
 18 49  1  6
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 24 58  1  0
 27 59  1  0
M  END


  Mrv1652309062216472D          

 27 26  0  0  1  0            999 V2000
    3.7125   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750   -5.7158    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9500   -5.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4750   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.8579    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0233259

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O5/c1-2-3-9-14-19(23)15-10-6-4-5-7-11-16-20(24)21(25)17-12-8-13-18-22(26)27/h3-12,15-16,19-21,23-25H,2,13-14,17-18H2,1H3,(H,26,27)/b6-4-,7-5+,9-3-,12-8-,15-10+,16-11+/t19-,20+,21-/m0/s1

> <INCHI_KEY>
OIWTWACQMDFHJG-CCFUIAGSSA-N

> <FORMULA>
C22H32O5

> <MOLECULAR_WEIGHT>
376.493

> <EXACT_MASS>
376.22497413

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
43.076382120485874

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4Z,7S,8R,9E,11E,13Z,15E,17S,19Z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid

> <JCHEM_LOGP>
3.2159390866666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.6319268951837

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.471080694154153

> <JCHEM_PKA_STRONGEST_BASIC>
-1.608713521720667

> <JCHEM_POLAR_SURFACE_AREA>
97.99

> <JCHEM_REFRACTIVITY>
115.78169999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(4Z,7S,8R,9E,11E,13Z,15E,17S,19Z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       6.930 -12.003   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.470 -12.003   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.240 -13.337   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.780 -13.337   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.550 -12.003   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.780 -10.669   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.240 -10.669   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      11.550  -9.336   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.780  -8.002   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.550  -6.668   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.780  -5.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.240  -5.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.470  -4.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.930  -4.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.160  -2.667   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.620  -2.667   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.850  -4.001   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.620  -0.000   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.770  -4.001   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.310  -4.001   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.000  -5.335   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    8                                                  
CONECT    7    6                                                            
CONECT    8    6    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   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   52    0
END

View in JSmol

Synonyms

Value	Source
7S,8,17S-Trihydroxy-docosa-4Z,9E,11E,13Z,15E,19Z-hexaenoate	ChEBI
7S,8,17S-Trihydroxy-docosa-4Z,9E,11E,13Z,15E,19Z-hexaenoic acid	ChEBI
7S,8R,17S-Trihydroxydocosa-4Z,9E,11E,13Z,15E,19Z-hexaenoic acid	ChEBI
RVD1	ChEBI
7S,8R,17S-Trihydroxydocosa-4Z,9E,11E,13Z,15E,19Z-hexaenoate	Generator
7,8,17-Trihydroxy-4,9,11,13,15,19-docosahexaenoic acid	MeSH
AT-RVD1	MeSH
RVD1 Fatty acid	MeSH
Aspirin-triggered resolvin D1	MeSH

Chemical Formula

C₂₂H₃₂O₅

Average Mass

376.4930 Da

Monoisotopic Mass

376.22497 Da

IUPAC Name

(4Z,7S,8R,9E,11E,13Z,15E,17S,19Z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid

Traditional Name

(4Z,7S,8R,9E,11E,13Z,15E,17S,19Z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C22H32O5/c1-2-3-9-14-19(23)15-10-6-4-5-7-11-16-20(24)21(25)17-12-8-13-18-22(26)27/h3-12,15-16,19-21,23-25H,2,13-14,17-18H2,1H3,(H,26,27)/b6-4-,7-5+,9-3-,12-8-,15-10+,16-11+/t19-,20+,21-/m0/s1

InChI Key

OIWTWACQMDFHJG-CCFUIAGSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Apis cerana	LOTUS Database	35616633

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
Polyol
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

very long-chain fatty acid (CHEBI:81564 )
Docosanoids (C18178 )
Docosanoids (LMFA04000006 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	3.22	ChemAxon
pKa (Strongest Acidic)	4.47	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	115.78 m³·mol⁻¹	ChemAxon
Polarizability	43.08 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

24700241

KEGG Compound ID

C18178

BioCyc ID

CPD66-64

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44251266

PDB ID

Not Available

ChEBI ID

81564

Good Scents ID

Not Available

References

General References

Duggirala VK, Geary K, Hasenmayer D, Daghigh F: Modulation of Arginase-2 mRNA Levels by omega-3 PUFAs and Aspirin in Asthmatic Human Lung Fibroblasts. J Lipids. 2022 Aug 25;2022:3062274. doi: 10.1155/2022/3062274. eCollection 2022. [PubMed:36061615 ]
Jiang X, Liu J, Li S, Qiu Y, Wang X, He X, Pedersen TO, Mustafa K, Xue Y, Mustafa M, Kantarci A, Xing Z: The effect of resolvin D1 on bone regeneration in a rat calvarial defect model. J Tissue Eng Regen Med. 2022 Nov;16(11):987-997. doi: 10.1002/term.3345. Epub 2022 Aug 18. [PubMed:35980287 ]
Duroux R, Baillif V, Havas F, Farge M, Maurin A, Suere T, VanGoethem E, Attia J: Targeting inflammation and pro-resolving mediators with Anetholea anisita extract to improve scalp condition. Int J Cosmet Sci. 2022 Dec;44(6):614-624. doi: 10.1111/ics.12813. Epub 2022 Sep 21. [PubMed:35979727 ]
Wang H, Zhao Y, Zhang Y, Yang T, Zhao S, Sun N, Tan H, Zhang H, Wang C, Fan H: Effect of Chlorogenic Acid via Upregulating Resolvin D1 Inhibiting the NF-kappaB Pathway on Chronic Restraint Stress-Induced Liver Inflammation. J Agric Food Chem. 2022 Aug 31;70(34):10532-10542. doi: 10.1021/acs.jafc.2c04593. Epub 2022 Aug 17. [PubMed:35975781 ]
Cai J, Liu J, Yan J, Lu X, Wang X, Li S, Mustafa K, Wang H, Xue Y, Mustafa M, Kantarci A, Xing Z: Impact of Resolvin D1 on the inflammatory phenotype of periodontal ligament cell response to hypoxia. J Periodontal Res. 2022 Oct;57(5):1034-1042. doi: 10.1111/jre.13044. Epub 2022 Aug 9. [PubMed:35944267 ]
LOTUS database [Link]

Showing NP-Card for (4z,7s,8r,9e,11e,13z,15e,17s,19z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid (NP0233259)

MOL for NP0233259 ((4z,7s,8r,9e,11e,13z,15e,17s,19z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid)

3D MOL for NP0233259 ((4z,7s,8r,9e,11e,13z,15e,17s,19z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid)

3D SDF for NP0233259 ((4z,7s,8r,9e,11e,13z,15e,17s,19z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid)

3D-SDF for NP0233259 ((4z,7s,8r,9e,11e,13z,15e,17s,19z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid)

PDB for NP0233259 ((4z,7s,8r,9e,11e,13z,15e,17s,19z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid)

3D PDB for NP0233259 ((4z,7s,8r,9e,11e,13z,15e,17s,19z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid)

SMILES for NP0233259 ((4z,7s,8r,9e,11e,13z,15e,17s,19z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid)

INCHI for NP0233259 ((4z,7s,8r,9e,11e,13z,15e,17s,19z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid)

Structure for NP0233259 ((4z,7s,8r,9e,11e,13z,15e,17s,19z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid)

3D Structure for NP0233259 ((4z,7s,8r,9e,11e,13z,15e,17s,19z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid)