NP-MRD: Showing NP-Card for ximenic acid (NP0190169)

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Record Information

Version

2.0

Created at

2022-09-04 06:47:20 UTC

Updated at

2022-09-04 06:47:20 UTC

NP-MRD ID

NP0190169

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ximenic acid

Description

(17Z)-hexacosenoic acid, also known as C26:1N-9 or 17cis-hexacosenoate, belongs to the class of organic compounds known as very long-chain fatty acids. ximenic acid is found in Tropaeolum speciosum and Ximenia americana. ximenic acid was first documented in 1997 (PMID: 9074810). These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms (17Z)-hexacosenoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 9622383).

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1652303231702372D          

 30 29  0  0  0  0            999 V2000
    5.8046    5.0013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5191    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5191    6.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8046    6.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8046    7.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901    7.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901    8.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3757    9.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3757    9.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6612   10.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2336    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2336    4.1763    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796    5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    4.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  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
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
M  END

     RDKit          3D

 78 77  0  0  0  0  0  0  0  0999 V2000
   10.6419   -2.3005    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2859   -2.0525    0.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2493   -2.0272    1.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8533   -1.7948    0.7618 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6696   -0.4997    0.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9522    0.7118    0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1491    0.9412    2.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6594    1.1022    1.8394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3313    2.2453    0.9747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6632    2.0902   -0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1579    0.8208   -0.7013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6344    0.8144   -0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2398    1.9049   -1.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2509    1.9023   -2.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9757    2.1209   -0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4717    2.1588   -0.9667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9488    0.8698   -1.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4105    0.8569   -1.8203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2166    1.1011   -0.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9902    0.0698    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3327   -1.3218   -0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7488   -1.4332   -0.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7580   -1.1049    0.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1219   -1.2521   -0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1783   -0.9288    0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1053   -1.8349    2.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2553   -1.7034    3.0591 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0298   -2.8808    2.2435 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5186   -2.9133    1.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3265   -2.8604    0.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0570   -1.3228    1.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2984   -1.1584   -0.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1049   -2.9346   -0.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5601   -1.3220    2.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2429   -3.0390    1.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1666   -1.8390    1.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6027   -2.6521    0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6992   -0.5123   -0.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4189   -0.5054   -0.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0204    0.7910    1.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7632    1.5961    0.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2859    0.1445    2.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4865    1.8882    2.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2905    1.4178    2.8739 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1252    0.1804    1.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6245    3.2736    1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4420    2.9811   -0.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6379    0.6587   -1.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3848   -0.0778   -0.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1565    1.0207    0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3377   -0.1933   -1.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7828    1.7998   -2.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5190    2.8764   -1.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4979    0.9171   -2.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4603    2.7347   -2.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8090    1.2443   -0.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6394    3.0107   -0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6726    3.0193   -1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9514    2.2932    0.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4271    0.5725   -2.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6492    0.0579   -0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7121   -0.0796   -2.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6430    1.6695   -2.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3105    1.2222   -0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9281    2.0971   -0.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9355    0.0724    0.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5814    0.3192    1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1160   -2.0259    0.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6782   -1.5631   -0.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8833   -0.7739   -1.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8977   -2.4689   -0.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5997   -0.0418    0.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6147   -1.7900    1.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2015   -0.5606   -0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2298   -2.2947   -0.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9903    0.1233    1.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1680   -0.9754    0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9486   -2.6529    2.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  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  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 28  1  0
 26 27  2  0
  9 46  1  0
  8 44  1  0
  8 45  1  0
  7 42  1  0
  7 43  1  0
  6 40  1  0
  6 41  1  0
  5 38  1  0
  5 39  1  0
  4 36  1  0
  4 37  1  0
  3 34  1  0
  3 35  1  0
  2 32  1  0
  2 33  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 13 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  0
 15 57  1  0
 16 58  1  0
 16 59  1  0
 17 60  1  0
 17 61  1  0
 18 62  1  0
 18 63  1  0
 19 64  1  0
 19 65  1  0
 20 66  1  0
 20 67  1  0
 21 68  1  0
 21 69  1  0
 22 70  1  0
 22 71  1  0
 23 72  1  0
 23 73  1  0
 24 74  1  0
 24 75  1  0
 25 76  1  0
 25 77  1  0
 28 78  1  0
M  END

  Mrv1652303231702372D          

 30 29  0  0  0  0            999 V2000
    5.8046    5.0013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5191    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5191    6.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8046    6.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8046    7.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901    7.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901    8.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3757    9.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3757    9.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6612   10.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2336    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2336    4.1763    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796    5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    4.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  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
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0190169

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(CCCCCCCC)=C(/[H])CCCCCCCCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H50O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26(27)28/h9-10H,2-8,11-25H2,1H3,(H,27,28)/b10-9-

> <INCHI_KEY>
RQIDQEBURXNDKG-KTKRTIGZSA-N

> <FORMULA>
C26H50O2

> <MOLECULAR_WEIGHT>
394.684

> <EXACT_MASS>
394.38108085

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
54.11384782309223

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(17Z)-hexacos-17-enoic acid

> <ALOGPS_LOGP>
9.82

> <JCHEM_LOGP>
10.340347771

> <ALOGPS_LOGS>
-7.39

> <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>
124.21019999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.62e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ximenic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-17         0                                  
HETATM    1  H   UNK     0      10.835   9.336   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      12.169  10.106   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.169  11.646   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.835  12.416   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.835  13.956   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.502  14.726   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.502  16.266   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.168  17.036   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.168  18.576   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.834  19.346   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.503   9.336   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0      13.503   7.796   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0      14.836  10.106   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.170   9.336   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.504  10.106   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.837   9.336   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.171  10.106   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.505   9.336   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      22.838  10.106   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      24.172   9.336   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      25.506  10.106   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      26.839   9.336   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      28.173  10.106   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      29.507   9.336   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      30.840  10.106   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      32.174   9.336   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      33.508  10.106   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      34.842   9.336   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      36.175  10.106   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      34.842   7.796   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
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                                                            
CONECT   11    2   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   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                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

View in JSmol

Synonyms

Value	Source
17cis-Hexacosenoic acid	ChEBI
17Z-Hexacosenoic acid	ChEBI
C26:1N-9	ChEBI
cis-17-Hexacosenoic acid	ChEBI
17cis-Hexacosenoate	Generator
17Z-Hexacosenoate	Generator
cis-17-Hexacosenoate	Generator
(17Z)-Hexacosenoate	Generator

Chemical Formula

C₂₆H₅₀O₂

Average Mass

394.6840 Da

Monoisotopic Mass

394.38108 Da

IUPAC Name

(17Z)-hexacos-17-enoic acid

Traditional Name

ximenic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCCCCC)=C(/[H])CCCCCCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C26H50O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26(27)28/h9-10H,2-8,11-25H2,1H3,(H,27,28)/b10-9-

InChI Key

RQIDQEBURXNDKG-KTKRTIGZSA-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
Tropaeolum speciosum	LOTUS Database	35616633
Ximenia americana	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
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

hexacosenoic acid (CHEBI:77525 )
Unsaturated fatty acids (LMFA01030095 )

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	9.82	ALOGPS
logP	10.34	ChemAxon
logS	-7.4	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	23	ChemAxon
Refractivity	124.21 m³·mol⁻¹	ChemAxon
Polarizability	54.11 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

External Links

HMDB ID

HMDB0062452

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282775

PDB ID

Not Available

ChEBI ID

77525

Good Scents ID

Not Available

References

General References

Miwa A, Adachi J, Mizuno K, Tatsuno Y: Very long-chain fatty acid pattern in crush syndrome patients in the Kobe earthquake. Clin Chim Acta. 1997 Feb 17;258(2):125-35. doi: 10.1016/s0009-8981(96)06467-4. [PubMed:9074810 ]
Adachi J, Miwa A, Ueno Y, Asano M, Naito T, Imamichi H, Tatsuno Y: Abnormality of very long-chain fatty acids of erythrocyte membrane in alcoholic patients. Alcohol Clin Exp Res. 1998 May;22(S3 Pt 1):103S-107S. doi: 10.1111/acer.1998.22.s3_part1.103s. [PubMed:9622383 ]
LOTUS database [Link]

Showing NP-Card for ximenic acid (NP0190169)

MOL for NP0190169 (ximenic acid)

3D MOL for NP0190169 (ximenic acid)

3D SDF for NP0190169 (ximenic acid)

3D-SDF for NP0190169 (ximenic acid)

PDB for NP0190169 (ximenic acid)

3D PDB for NP0190169 (ximenic acid)

SMILES for NP0190169 (ximenic acid)

INCHI for NP0190169 (ximenic acid)

Structure for NP0190169 (ximenic acid)

3D Structure for NP0190169 (ximenic acid)