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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2014-04-16 20:46:46 UTC

Update Date

2020-02-26 19:17:41 UTC

HMDB ID

HMDB0061714

Secondary Accession Numbers

HMDB0062219
HMDB61714
HMDB62219

Metabolite Identification

Common Name

Docosadienoate (22:2n6)

Description

(13Z,16Z)-Docosadienoic acid, also known as docosadienoate or C22:2N-6,9, 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. (13Z,16Z)-Docosadienoic acid is a very hydrophobic molecule that is practically insoluble (in water) and is relatively neutral. (13Z,16Z)-Docosadienoic acid can be found in feces.

Structure

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

HMDB0061714
     RDKit          3D
Docosadienoate (22:2n6)
 64 63  0  0  0  0  0  0  0  0999 V2000
   -9.4865    1.6769    0.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2774    0.9440   -0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0547    1.7301   -0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8283    1.0912   -0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5833   -0.3261   -0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3516   -0.7761   -0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2880   -1.1095   -0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1605   -1.0911    1.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2482   -0.3043    2.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3716    0.5680    1.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1639    0.9190    0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2386    0.6063   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6007   -0.8510   -0.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0390   -0.9534   -0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5409   -2.3535   -0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9437   -2.4071   -1.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8994   -1.5193   -0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2431   -1.6541   -0.9476 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4157   -1.0221   -0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5173    0.4219   -0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5918    1.0590    0.8578 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8901    2.5362    0.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7960    3.0704    0.2626 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1219    3.2853    1.8061 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3376    0.9949   -0.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6188    2.6386   -0.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2704    1.8258    1.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3871    0.9183   -1.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2415   -0.0701   -0.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9316    1.9343    0.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1359    2.7341   -0.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9414    1.6813   -0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7753    1.0885   -1.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4763   -0.9287   -0.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6560   -0.2185    0.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3691   -0.8204   -1.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4429   -1.4498   -0.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9241   -2.2003    1.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1940   -1.0334    1.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2841   -0.4562    3.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7351    1.0867    2.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9559    0.7833   -0.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1183    2.0904    0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3673    0.9617   -1.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9966    1.1735    0.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0555   -1.4634   -0.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6023   -1.1596    0.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6326   -0.2601   -0.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0496   -0.5391   -1.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5827   -2.7068    0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8684   -2.9937   -1.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9623   -2.0294   -2.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3017   -3.4510   -1.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5464   -0.4597   -0.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8664   -1.7227    0.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1479   -1.2979   -2.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4066   -2.7717   -1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3334   -1.3069   -0.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6683   -1.5904    0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5746    0.6560    0.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4258    0.9316   -1.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8139    0.6669    1.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5517    0.9205    0.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1282    4.3026    1.7619 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 24 64  1  0
M  END


  Mrv1652305052017402D          

 24 23  0  0  0  0            999 V2000
 9996.5082 9998.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2230 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9379 9998.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6529 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3678 9998.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0835 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.9085 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.6220 9998.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.3377 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.1627 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.8783 9998.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.5940 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.3076 9998.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.0253 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.7390 9998.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7934 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0786 9998.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3635 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.6486 9998.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9338 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.2190 9998.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.5019 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.7870 9998.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.5019 9999.4117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 16  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061714

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC\C=C/C\C=C/CCCCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h6-7,9-10H,2-5,8,11-21H2,1H3,(H,23,24)/b7-6-,10-9-

> <INCHI_KEY>
HVGRZDASOHMCSK-HZJYTTRNSA-N

> <FORMULA>
C22H40O2

> <MOLECULAR_WEIGHT>
336.56

> <EXACT_MASS>
336.302830528

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
44.20848976705805

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(13Z,16Z)-docosa-13,16-dienoic acid

> <ALOGPS_LOGP>
8.54

> <JCHEM_LOGP>
8.200151454333335

> <ALOGPS_LOGS>
-7.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952019655228562

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
106.92279999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.81e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13,16-docosadienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061714
     RDKit          3D
Docosadienoate (22:2n6)
 64 63  0  0  0  0  0  0  0  0999 V2000
   -9.4865    1.6769    0.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2774    0.9440   -0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0547    1.7301   -0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8283    1.0912   -0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5833   -0.3261   -0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3516   -0.7761   -0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2880   -1.1095   -0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1605   -1.0911    1.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2482   -0.3043    2.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3716    0.5680    1.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1639    0.9190    0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2386    0.6063   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6007   -0.8510   -0.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0390   -0.9534   -0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5409   -2.3535   -0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9437   -2.4071   -1.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8994   -1.5193   -0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2431   -1.6541   -0.9476 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4157   -1.0221   -0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5173    0.4219   -0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5918    1.0590    0.8578 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8901    2.5362    0.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7960    3.0704    0.2626 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1219    3.2853    1.8061 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3376    0.9949   -0.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6188    2.6386   -0.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2704    1.8258    1.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3871    0.9183   -1.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2415   -0.0701   -0.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9316    1.9343    0.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1359    2.7341   -0.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9414    1.6813   -0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7753    1.0885   -1.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4763   -0.9287   -0.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6560   -0.2185    0.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3691   -0.8204   -1.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4429   -1.4498   -0.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9241   -2.2003    1.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1940   -1.0334    1.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2841   -0.4562    3.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7351    1.0867    2.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9559    0.7833   -0.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1183    2.0904    0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3673    0.9617   -1.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9966    1.1735    0.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0555   -1.4634   -0.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6023   -1.1596    0.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6326   -0.2601   -0.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0496   -0.5391   -1.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5827   -2.7068    0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8684   -2.9937   -1.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9623   -2.0294   -2.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3017   -3.4510   -1.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5464   -0.4597   -0.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8664   -1.7227    0.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1479   -1.2979   -2.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4066   -2.7717   -1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3334   -1.3069   -0.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6683   -1.5904    0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5746    0.6560    0.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4258    0.9316   -1.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8139    0.6669    1.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5517    0.9205    0.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1282    4.3026    1.7619 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 24 64  1  0
M  END

HEADER    PROTEIN                                 05-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-MAY-20         0                                  
HETATM    1  C   UNK     0    8660.1498663.259   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8661.4838664.027   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8662.8178663.259   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8664.1528664.027   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8665.4878663.259   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8666.8238664.027   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8668.3638664.027   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8669.6948663.259   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8671.0308664.027   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8672.5708664.027   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8673.9068663.259   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8675.2428664.027   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8676.5748663.259   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8677.9148664.027   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8679.2468663.259   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8658.8148664.027   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8657.4808663.259   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8656.1458664.027   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8654.8118663.259   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8653.4768664.027   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8652.1428663.259   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8650.8048664.027   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0    8649.4698663.259   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0    8650.8048665.569   0.000  0.00  0.00           O+0
CONECT    1    2   16                                                       
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                                                            
CONECT   16    1   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

COMPND    HMDB0061714
HETATM    1  C1  UNL     1      -9.487   1.677   0.022  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.277   0.944  -0.555  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.055   1.730  -0.230  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.828   1.091  -0.764  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.583  -0.326  -0.206  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.352  -0.776  -0.828  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.288  -1.110  -0.145  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.161  -1.091   1.266  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.248  -0.304   2.027  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.372   0.568   1.650  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.164   0.919   0.245  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.239   0.606  -0.245  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.601  -0.851  -0.135  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.039  -0.953  -0.671  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.541  -2.353  -0.625  1.00  0.00           C  
HETATM   16  C16 UNL     1       3.944  -2.407  -1.169  1.00  0.00           C  
HETATM   17  C17 UNL     1       4.899  -1.519  -0.341  1.00  0.00           C  
HETATM   18  C18 UNL     1       6.243  -1.654  -0.948  1.00  0.00           C  
HETATM   19  C19 UNL     1       7.416  -1.022  -0.334  1.00  0.00           C  
HETATM   20  C20 UNL     1       7.517   0.422  -0.119  1.00  0.00           C  
HETATM   21  C21 UNL     1       6.592   1.059   0.858  1.00  0.00           C  
HETATM   22  C22 UNL     1       6.890   2.536   0.943  1.00  0.00           C  
HETATM   23  O1  UNL     1       7.796   3.070   0.263  1.00  0.00           O  
HETATM   24  O2  UNL     1       6.122   3.285   1.806  1.00  0.00           O  
HETATM   25  H1  UNL     1     -10.338   0.995  -0.055  1.00  0.00           H  
HETATM   26  H2  UNL     1      -9.619   2.639  -0.493  1.00  0.00           H  
HETATM   27  H3  UNL     1      -9.270   1.826   1.111  1.00  0.00           H  
HETATM   28  H4  UNL     1      -8.387   0.918  -1.658  1.00  0.00           H  
HETATM   29  H5  UNL     1      -8.241  -0.070  -0.105  1.00  0.00           H  
HETATM   30  H6  UNL     1      -6.932   1.934   0.853  1.00  0.00           H  
HETATM   31  H7  UNL     1      -7.136   2.734  -0.720  1.00  0.00           H  
HETATM   32  H8  UNL     1      -4.941   1.681  -0.400  1.00  0.00           H  
HETATM   33  H9  UNL     1      -5.775   1.088  -1.871  1.00  0.00           H  
HETATM   34  H10 UNL     1      -6.476  -0.929  -0.529  1.00  0.00           H  
HETATM   35  H11 UNL     1      -5.656  -0.218   0.856  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.369  -0.820  -1.944  1.00  0.00           H  
HETATM   37  H13 UNL     1      -2.443  -1.450  -0.797  1.00  0.00           H  
HETATM   38  H14 UNL     1      -2.924  -2.200   1.576  1.00  0.00           H  
HETATM   39  H15 UNL     1      -4.194  -1.033   1.754  1.00  0.00           H  
HETATM   40  H16 UNL     1      -2.284  -0.456   3.148  1.00  0.00           H  
HETATM   41  H17 UNL     1      -0.735   1.087   2.430  1.00  0.00           H  
HETATM   42  H18 UNL     1      -1.956   0.783  -0.463  1.00  0.00           H  
HETATM   43  H19 UNL     1      -1.118   2.090   0.285  1.00  0.00           H  
HETATM   44  H20 UNL     1       0.367   0.962  -1.288  1.00  0.00           H  
HETATM   45  H21 UNL     1       0.997   1.174   0.352  1.00  0.00           H  
HETATM   46  H22 UNL     1      -0.056  -1.463  -0.763  1.00  0.00           H  
HETATM   47  H23 UNL     1       0.602  -1.160   0.926  1.00  0.00           H  
HETATM   48  H24 UNL     1       2.633  -0.260  -0.007  1.00  0.00           H  
HETATM   49  H25 UNL     1       2.050  -0.539  -1.688  1.00  0.00           H  
HETATM   50  H26 UNL     1       2.583  -2.707   0.436  1.00  0.00           H  
HETATM   51  H27 UNL     1       1.868  -2.994  -1.210  1.00  0.00           H  
HETATM   52  H28 UNL     1       3.962  -2.029  -2.208  1.00  0.00           H  
HETATM   53  H29 UNL     1       4.302  -3.451  -1.166  1.00  0.00           H  
HETATM   54  H30 UNL     1       4.546  -0.460  -0.553  1.00  0.00           H  
HETATM   55  H31 UNL     1       4.866  -1.723   0.713  1.00  0.00           H  
HETATM   56  H32 UNL     1       6.148  -1.298  -2.025  1.00  0.00           H  
HETATM   57  H33 UNL     1       6.407  -2.772  -1.103  1.00  0.00           H  
HETATM   58  H34 UNL     1       8.333  -1.307  -0.960  1.00  0.00           H  
HETATM   59  H35 UNL     1       7.668  -1.590   0.639  1.00  0.00           H  
HETATM   60  H36 UNL     1       8.575   0.656   0.212  1.00  0.00           H  
HETATM   61  H37 UNL     1       7.426   0.932  -1.133  1.00  0.00           H  
HETATM   62  H38 UNL     1       6.814   0.667   1.883  1.00  0.00           H  
HETATM   63  H39 UNL     1       5.552   0.921   0.635  1.00  0.00           H  
HETATM   64  H40 UNL     1       6.128   4.303   1.762  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7    7   36
CONECT    7    8   37
CONECT    8    9   38   39
CONECT    9   10   10   40
CONECT   10   11   41
CONECT   11   12   42   43
CONECT   12   13   44   45
CONECT   13   14   46   47
CONECT   14   15   48   49
CONECT   15   16   50   51
CONECT   16   17   52   53
CONECT   17   18   54   55
CONECT   18   19   56   57
CONECT   19   20   58   59
CONECT   20   21   60   61
CONECT   21   22   62   63
CONECT   22   23   23   24
CONECT   24   64
END

HMDB0061714
     RDKit          3D
Docosadienoate (22:2n6)
 64 63  0  0  0  0  0  0  0  0999 V2000
   -9.4865    1.6769    0.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2774    0.9440   -0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0547    1.7301   -0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8283    1.0912   -0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5833   -0.3261   -0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3516   -0.7761   -0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2880   -1.1095   -0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1605   -1.0911    1.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2482   -0.3043    2.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3716    0.5680    1.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1639    0.9190    0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2386    0.6063   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6007   -0.8510   -0.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0390   -0.9534   -0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5409   -2.3535   -0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9437   -2.4071   -1.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8994   -1.5193   -0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2431   -1.6541   -0.9476 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4157   -1.0221   -0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5173    0.4219   -0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5918    1.0590    0.8578 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8901    2.5362    0.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7960    3.0704    0.2626 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1219    3.2853    1.8061 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3376    0.9949   -0.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6188    2.6386   -0.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2704    1.8258    1.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3871    0.9183   -1.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2415   -0.0701   -0.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9316    1.9343    0.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1359    2.7341   -0.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9414    1.6813   -0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7753    1.0885   -1.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4763   -0.9287   -0.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6560   -0.2185    0.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3691   -0.8204   -1.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4429   -1.4498   -0.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9241   -2.2003    1.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1940   -1.0334    1.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2841   -0.4562    3.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7351    1.0867    2.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9559    0.7833   -0.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1183    2.0904    0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3673    0.9617   -1.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9966    1.1735    0.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0555   -1.4634   -0.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6023   -1.1596    0.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6326   -0.2601   -0.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0496   -0.5391   -1.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5827   -2.7068    0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8684   -2.9937   -1.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9623   -2.0294   -2.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3017   -3.4510   -1.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5464   -0.4597   -0.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8664   -1.7227    0.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1479   -1.2979   -2.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4066   -2.7717   -1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3334   -1.3069   -0.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6683   -1.5904    0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5746    0.6560    0.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4258    0.9316   -1.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8139    0.6669    1.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5517    0.9205    0.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1282    4.3026    1.7619 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 24 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(13Z,16Z)-Docosa-13,16-dienoic acid	ChEBI
13Z,16Z-Docosadienoic acid	ChEBI
C22:2N-6,9	ChEBI
cis-13,16 Docosadienoic acid	ChEBI
(13Z,16Z)-Docosa-13,16-dienoate	Generator
13Z,16Z-Docosadienoate	Generator
cis-13,16 Docosadienoate	Generator
(13Z,16Z)-Docosadienoate	Generator
(13Z,16Z)-13,16-Docosadienoate	HMDB
(13Z,16Z)-13,16-Docosadienoic acid	HMDB
(13Z,16Z)-Docosadienoic acid	HMDB
Docosadienoate	HMDB
Docosadienoic acid	HMDB
FA(22:2(13Z,16Z))	HMDB
FA(22:2n6)	HMDB
all-cis-13,16-Docosadienoate	HMDB
all-cis-13,16-Docosadienoic acid	HMDB
cis-13,cis-16-Docosadienoate	HMDB
cis-13,cis-16-Docosadienoic acid	HMDB

Chemical Formula

C₂₂H₄₀O₂

Average Molecular Weight

336.56

Monoisotopic Molecular Weight

336.302830528

IUPAC Name

(13Z,16Z)-docosa-13,16-dienoic acid

Traditional Name

13,16-docosadienoic acid

CAS Registry Number

17735-98-7

SMILES

CCCCC\C=C/C\C=C/CCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C22H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h6-7,9-10H,2-5,8,11-21H2,1H3,(H,23,24)/b7-6-,10-9-

InChI Key

HVGRZDASOHMCSK-HZJYTTRNSA-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
Unsaturated fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

docosadienoic acid (CHEBI:75117 )
Unsaturated fatty acids (C16533 )
Docosanoids (C16533 )
Polyunsaturated fatty acids (C16533 )
Unsaturated fatty acids (LMFA01030405 )

Ontology

Not Available

Placenta (HMDB: HMDB0061714)

Excreta

Biofluid or Excreta

Feces (PMID: 27275383)

Source

Exogenous

Exogenous (HMDB: HMDB0061714)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.8e-05 g/L	ALOGPS
logP	8.54	ALOGPS
logP	8.2	ChemAxon
logS	-7.1	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	106.92 m³·mol⁻¹	ChemAxon
Polarizability	44.21 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
DeepCCS	[M+H]+	190.975	30932474
DeepCCS	[M-H]-	188.617	30932474
DeepCCS	[M-2H]-	221.503	30932474
DeepCCS	[M+Na]+	197.068	30932474
AllCCS	[M+H]+	195.6	32859911
AllCCS	[M+H-H2O]+	193.0	32859911
AllCCS	[M+NH4]+	198.0	32859911
AllCCS	[M+Na]+	198.7	32859911
AllCCS	[M-H]-	193.8	32859911
AllCCS	[M+Na-2H]-	196.2	32859911
AllCCS	[M+HCOO]-	198.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter)). Predicted by Afia on May 17, 2022.	10.26 minutes	32390414
Predicted by Siyang on May 30, 2022	29.1618 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.75 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3579.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	783.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	307.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	481.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	742.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1301.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	925.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	98.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2729.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	801.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2239.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	1026.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	604.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	754.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	724.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Docosadienoate (22:2n6)	CCCCC\C=C/C\C=C/CCCCCCCCCCCC(O)=O	3625.0	Standard polar	33892256
Docosadienoate (22:2n6)	CCCCC\C=C/C\C=C/CCCCCCCCCCCC(O)=O	2447.9	Standard non polar	33892256
Docosadienoate (22:2n6)	CCCCC\C=C/C\C=C/CCCCCCCCCCCC(O)=O	2536.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Docosadienoate (22:2n6),1TMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCCCCCC(=O)O[Si](C)(C)C	2612.1	Semi standard non polar	33892256
Docosadienoate (22:2n6),1TBDMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2873.7	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 - Docosadienoate (22:2n6) GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f96-9880000000-ce9c4c0dd6a59a04ea3e	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Docosadienoate (22:2n6) GC-MS (1 TMS) - 70eV, Positive	splash10-0fkc-9663000000-d8ffd9f0c4572ba9306a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Docosadienoate (22:2n6) 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 - Docosadienoate (22:2n6) 10V, Positive-QTOF	splash10-014i-0019000000-b16628e7a9d44a0b33a2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosadienoate (22:2n6) 20V, Positive-QTOF	splash10-00uf-5594000000-7f184cef096501e49df1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosadienoate (22:2n6) 40V, Positive-QTOF	splash10-002f-9870000000-70e24b488e2390b90337	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosadienoate (22:2n6) 10V, Negative-QTOF	splash10-000i-0019000000-7d55420d63317daf854d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosadienoate (22:2n6) 20V, Negative-QTOF	splash10-00ku-1039000000-0f578d0228adb9009c04	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosadienoate (22:2n6) 40V, Negative-QTOF	splash10-052f-9130000000-b28019651a5671beaba3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosadienoate (22:2n6) 10V, Negative-QTOF	splash10-000i-0009000000-538f3430eca5fe36db6d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosadienoate (22:2n6) 20V, Negative-QTOF	splash10-00kr-1009000000-4551ec53f45855bf3829	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosadienoate (22:2n6) 40V, Negative-QTOF	splash10-0006-9111000000-22d1808a045e6b9787e7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosadienoate (22:2n6) 10V, Positive-QTOF	splash10-00kr-3119000000-16d9b47111816da27451	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosadienoate (22:2n6) 20V, Positive-QTOF	splash10-066r-9526000000-32526f5bc1c21b10d05c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosadienoate (22:2n6) 40V, Positive-QTOF	splash10-0api-9100000000-d9962955edd72bd173ac	2021-09-22	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

Not Available

Biospecimen Locations

Feces

Tissue Locations

Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	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
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	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	27275383	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

Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4471979

KEGG Compound ID

C16533

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5312554

PDB ID

Not Available

ChEBI ID

75117

Food Biomarker Ontology

Not Available

VMH ID

M00021

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Docosadienoate (22:2n6) (HMDB0061714)

MOL for HMDB0061714 (Docosadienoate (22:2n6))

3D MOL for HMDB0061714 (Docosadienoate (22:2n6))

3D SDF for HMDB0061714 (Docosadienoate (22:2n6))

3D-SDF for HMDB0061714 (Docosadienoate (22:2n6))

PDB for HMDB0061714 (Docosadienoate (22:2n6))

3D PDB for HMDB0061714 (Docosadienoate (22:2n6))

SMILES for HMDB0061714 (Docosadienoate (22:2n6))

INCHI for HMDB0061714 (Docosadienoate (22:2n6))

Structure for HMDB0061714 (Docosadienoate (22:2n6))

3D Structure for HMDB0061714 (Docosadienoate (22:2n6))

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra