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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:29 UTC

Update Date

2022-03-07 02:53:27 UTC

HMDB ID

HMDB0032735

Secondary Accession Numbers

HMDB32735

Metabolite Identification

Common Name

Isopersin

Description

Isopersin belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. Thus, isopersin is considered to be a fatty alcohol. Based on a literature review a small amount of articles have been published on Isopersin.

Structure

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


  Mrv0541 05061306392D          

 27 26  0  0  0  0            999 V2000
    5.0605    2.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6342   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461    2.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461    1.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6316    0.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6316    0.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9171   -0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9171   -1.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6316   -1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6316   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0605   -2.4454    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
    6.4895   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9184   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6329   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3474   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7763   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4908   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9197   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0618   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4908   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2052   -4.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9197   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0618   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2052   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  2  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 21  2  1  0  0  0  0
 22 18  1  0  0  0  0
 22 19  1  0  0  0  0
 23 19  1  0  0  0  0
 23 20  1  0  0  0  0
 24 20  1  0  0  0  0
 25 21  2  0  0  0  0
 26 22  2  0  0  0  0
 27 21  1  0  0  0  0
 27 23  1  0  0  0  0
M  END

HMDB0032735
     RDKit          3D
Isopersin
 67 66  0  0  0  0  0  0  0  0999 V2000
    7.0061    2.8926   -2.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6182    1.8680   -1.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0304    0.7152   -1.8910 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6099   -0.4803   -1.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5600   -0.4287   -0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7906    0.3533    1.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8120   -0.2595    2.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6223   -1.6992    2.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4536   -1.8592    3.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3548   -2.5206    3.1728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1141   -3.2198    1.9162 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8661   -2.7210    1.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9009   -1.2794    0.8573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3470   -0.8472    0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429   -1.0691    1.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8431   -0.6343    0.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8232    0.8255    0.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1085    1.2294   -0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2307    2.3827   -0.9570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1482    0.2131   -0.8307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3864    0.6386   -1.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2062    1.1422   -2.9349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6532    2.3835   -3.0643 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2109    1.5135   -0.7807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4767    1.1881   -0.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3384    2.1167    0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9036    0.0352   -0.6402 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5061    2.3445   -3.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6645    3.6213   -1.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0754    3.3890   -2.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9003    2.4431   -0.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5125    1.5741   -0.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2220    1.1046   -2.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8480    0.4150   -2.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5766   -0.9164   -0.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2686   -1.2574   -1.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0905   -1.4217    0.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6724    0.1180   -0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9333    1.4417    1.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9909    0.3738    3.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5120   -1.9718    3.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6360   -2.3298    1.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5465   -1.3552    4.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792   -2.5535    3.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136   -3.2281    1.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8914   -4.2991    2.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0226   -2.9986    1.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7624   -3.2928    0.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503   -1.0588    0.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0335   -0.6126    1.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3228    0.2560   -0.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4776   -1.4136   -0.8193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4355   -0.5293    1.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6995   -2.1469    1.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9138   -1.2669   -0.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6993   -0.8144    1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6164    1.3868    0.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0396    1.0296   -0.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4503   -0.1516    0.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7188   -0.7027   -1.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0007   -0.3176   -1.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2461    1.1930   -3.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6845    0.3845   -3.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3512    3.0850   -3.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3931    1.7394    0.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0408    2.0558    1.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2933    3.1420    0.0507 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  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  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
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
 26 65  1  0
 26 66  1  0
 26 67  1  0
M  END


  Mrv0541 05061306392D          

 27 26  0  0  0  0            999 V2000
    5.0605    2.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6342   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461    2.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461    1.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6316    0.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6316    0.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9171   -0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9171   -1.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6316   -1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6316   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0605   -2.4454    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
    6.4895   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9184   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6329   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3474   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7763   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4908   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9197   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0618   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4908   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2052   -4.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9197   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0618   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2052   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  2  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 21  2  1  0  0  0  0
 22 18  1  0  0  0  0
 22 19  1  0  0  0  0
 23 19  1  0  0  0  0
 23 20  1  0  0  0  0
 24 20  1  0  0  0  0
 25 21  2  0  0  0  0
 26 22  2  0  0  0  0
 27 21  1  0  0  0  0
 27 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032735

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC\C=C/C\C=C/CCCCCCCC(=O)CC(CO)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H40O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22(26)19-23(20-24)27-21(2)25/h7-8,10-11,23-24H,3-6,9,12-20H2,1-2H3/b8-7-,11-10-

> <INCHI_KEY>
ZAIRPZJGPNIHRZ-NQLNTKRDSA-N

> <FORMULA>
C23H40O4

> <MOLECULAR_WEIGHT>
380.5613

> <EXACT_MASS>
380.292659768

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
46.21607714196046

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(12Z,15Z)-1-hydroxy-4-oxohenicosa-12,15-dien-2-yl acetate

> <ALOGPS_LOGP>
6.26

> <JCHEM_LOGP>
5.982057475666666

> <ALOGPS_LOGS>
-6.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.930901452355144

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.625957163561896

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9576942744255357

> <JCHEM_POLAR_SURFACE_AREA>
63.599999999999994

> <JCHEM_REFRACTIVITY>
113.58549999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.81e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(12Z,15Z)-1-hydroxy-4-oxohenicosa-12,15-dien-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032735
     RDKit          3D
Isopersin
 67 66  0  0  0  0  0  0  0  0999 V2000
    7.0061    2.8926   -2.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6182    1.8680   -1.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0304    0.7152   -1.8910 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6099   -0.4803   -1.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5600   -0.4287   -0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7906    0.3533    1.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8120   -0.2595    2.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6223   -1.6992    2.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4536   -1.8592    3.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3548   -2.5206    3.1728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1141   -3.2198    1.9162 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8661   -2.7210    1.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9009   -1.2794    0.8573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3470   -0.8472    0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429   -1.0691    1.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8431   -0.6343    0.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8232    0.8255    0.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1085    1.2294   -0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2307    2.3827   -0.9570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1482    0.2131   -0.8307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3864    0.6386   -1.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2062    1.1422   -2.9349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6532    2.3835   -3.0643 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2109    1.5135   -0.7807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4767    1.1881   -0.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3384    2.1167    0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9036    0.0352   -0.6402 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5061    2.3445   -3.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6645    3.6213   -1.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0754    3.3890   -2.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9003    2.4431   -0.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5125    1.5741   -0.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2220    1.1046   -2.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8480    0.4150   -2.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5766   -0.9164   -0.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2686   -1.2574   -1.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0905   -1.4217    0.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6724    0.1180   -0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9333    1.4417    1.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9909    0.3738    3.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5120   -1.9718    3.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6360   -2.3298    1.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5465   -1.3552    4.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792   -2.5535    3.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136   -3.2281    1.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8914   -4.2991    2.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0226   -2.9986    1.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7624   -3.2928    0.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503   -1.0588    0.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0335   -0.6126    1.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3228    0.2560   -0.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4776   -1.4136   -0.8193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4355   -0.5293    1.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6995   -2.1469    1.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9138   -1.2669   -0.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6993   -0.8144    1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6164    1.3868    0.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0396    1.0296   -0.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4503   -0.1516    0.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7188   -0.7027   -1.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0007   -0.3176   -1.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2461    1.1930   -3.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6845    0.3845   -3.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3512    3.0850   -3.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3931    1.7394    0.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0408    2.0558    1.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2933    3.1420    0.0507 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  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  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
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
 26 65  1  0
 26 66  1  0
 26 67  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       9.446   4.675   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.451  -4.565   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.113   3.905   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.113   2.365   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.779   1.595   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.779   0.055   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.445  -0.715   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.445  -2.255   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.779  -3.025   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.779  -4.565   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.113  -5.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.446  -4.565   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.780  -5.335   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.114  -4.565   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.447  -5.335   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.781  -4.565   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.115  -5.335   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.448  -4.565   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.116  -4.565   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.449  -6.875   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.117  -5.335   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.782  -5.335   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.449  -5.335   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      22.783  -7.645   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      24.117  -6.875   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      18.782  -6.875   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      22.783  -4.565   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   21                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   22                                                       
CONECT   19   22   23                                                       
CONECT   20   23   24                                                       
CONECT   21    2   25   27                                                  
CONECT   22   18   19   26                                                  
CONECT   23   19   20   27                                                  
CONECT   24   20                                                            
CONECT   25   21                                                            
CONECT   26   22                                                            
CONECT   27   21   23                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   52    0
END

COMPND    HMDB0032735
HETATM    1  C1  UNL     1       7.006   2.893  -2.261  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.618   1.868  -1.145  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.030   0.715  -1.891  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.610  -0.480  -1.157  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.560  -0.429  -0.121  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.791   0.353   1.087  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.812  -0.260   2.275  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.622  -1.699   2.530  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.454  -1.859   3.428  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.355  -2.521   3.173  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.114  -3.220   1.916  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.866  -2.721   1.201  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.901  -1.279   0.857  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.347  -0.847   0.146  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.543  -1.069   1.022  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.843  -0.634   0.352  1.00  0.00           C  
HETATM   17  C17 UNL     1      -2.823   0.825   0.010  1.00  0.00           C  
HETATM   18  C18 UNL     1      -4.108   1.229  -0.631  1.00  0.00           C  
HETATM   19  O1  UNL     1      -4.231   2.383  -0.957  1.00  0.00           O  
HETATM   20  C19 UNL     1      -5.148   0.213  -0.831  1.00  0.00           C  
HETATM   21  C20 UNL     1      -6.386   0.639  -1.530  1.00  0.00           C  
HETATM   22  C21 UNL     1      -6.206   1.142  -2.935  1.00  0.00           C  
HETATM   23  O2  UNL     1      -5.653   2.383  -3.064  1.00  0.00           O  
HETATM   24  O3  UNL     1      -7.211   1.514  -0.781  1.00  0.00           O  
HETATM   25  C22 UNL     1      -8.477   1.188  -0.343  1.00  0.00           C  
HETATM   26  C23 UNL     1      -9.338   2.117   0.446  1.00  0.00           C  
HETATM   27  O4  UNL     1      -8.904   0.035  -0.640  1.00  0.00           O  
HETATM   28  H1  UNL     1       7.506   2.344  -3.091  1.00  0.00           H  
HETATM   29  H2  UNL     1       7.664   3.621  -1.766  1.00  0.00           H  
HETATM   30  H3  UNL     1       6.075   3.389  -2.562  1.00  0.00           H  
HETATM   31  H4  UNL     1       5.900   2.443  -0.522  1.00  0.00           H  
HETATM   32  H5  UNL     1       7.512   1.574  -0.575  1.00  0.00           H  
HETATM   33  H6  UNL     1       5.222   1.105  -2.587  1.00  0.00           H  
HETATM   34  H7  UNL     1       6.848   0.415  -2.640  1.00  0.00           H  
HETATM   35  H8  UNL     1       6.577  -0.916  -0.697  1.00  0.00           H  
HETATM   36  H9  UNL     1       5.269  -1.257  -1.930  1.00  0.00           H  
HETATM   37  H10 UNL     1       4.090  -1.422   0.075  1.00  0.00           H  
HETATM   38  H11 UNL     1       3.672   0.118  -0.645  1.00  0.00           H  
HETATM   39  H12 UNL     1       4.933   1.442   1.127  1.00  0.00           H  
HETATM   40  H13 UNL     1       4.991   0.374   3.169  1.00  0.00           H  
HETATM   41  H14 UNL     1       5.512  -1.972   3.211  1.00  0.00           H  
HETATM   42  H15 UNL     1       4.636  -2.330   1.651  1.00  0.00           H  
HETATM   43  H16 UNL     1       3.546  -1.355   4.410  1.00  0.00           H  
HETATM   44  H17 UNL     1       1.579  -2.554   3.932  1.00  0.00           H  
HETATM   45  H18 UNL     1       2.914  -3.228   1.186  1.00  0.00           H  
HETATM   46  H19 UNL     1       1.891  -4.299   2.158  1.00  0.00           H  
HETATM   47  H20 UNL     1      -0.023  -2.999   1.802  1.00  0.00           H  
HETATM   48  H21 UNL     1       0.762  -3.293   0.243  1.00  0.00           H  
HETATM   49  H22 UNL     1       1.750  -1.059   0.151  1.00  0.00           H  
HETATM   50  H23 UNL     1       1.033  -0.613   1.737  1.00  0.00           H  
HETATM   51  H24 UNL     1      -0.323   0.256  -0.086  1.00  0.00           H  
HETATM   52  H25 UNL     1      -0.478  -1.414  -0.819  1.00  0.00           H  
HETATM   53  H26 UNL     1      -1.435  -0.529   1.967  1.00  0.00           H  
HETATM   54  H27 UNL     1      -1.699  -2.147   1.290  1.00  0.00           H  
HETATM   55  H28 UNL     1      -2.914  -1.267  -0.573  1.00  0.00           H  
HETATM   56  H29 UNL     1      -3.699  -0.814   1.032  1.00  0.00           H  
HETATM   57  H30 UNL     1      -2.616   1.387   0.938  1.00  0.00           H  
HETATM   58  H31 UNL     1      -2.040   1.030  -0.761  1.00  0.00           H  
HETATM   59  H32 UNL     1      -5.450  -0.152   0.202  1.00  0.00           H  
HETATM   60  H33 UNL     1      -4.719  -0.703  -1.333  1.00  0.00           H  
HETATM   61  H34 UNL     1      -7.001  -0.318  -1.658  1.00  0.00           H  
HETATM   62  H35 UNL     1      -7.246   1.193  -3.372  1.00  0.00           H  
HETATM   63  H36 UNL     1      -5.684   0.384  -3.563  1.00  0.00           H  
HETATM   64  H37 UNL     1      -6.351   3.085  -3.195  1.00  0.00           H  
HETATM   65  H38 UNL     1     -10.393   1.739   0.391  1.00  0.00           H  
HETATM   66  H39 UNL     1      -9.041   2.056   1.495  1.00  0.00           H  
HETATM   67  H40 UNL     1      -9.293   3.142   0.051  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6   37   38
CONECT    6    7    7   39
CONECT    7    8   40
CONECT    8    9   41   42
CONECT    9   10   10   43
CONECT   10   11   44
CONECT   11   12   45   46
CONECT   12   13   47   48
CONECT   13   14   49   50
CONECT   14   15   51   52
CONECT   15   16   53   54
CONECT   16   17   55   56
CONECT   17   18   57   58
CONECT   18   19   19   20
CONECT   20   21   59   60
CONECT   21   22   24   61
CONECT   22   23   62   63
CONECT   23   64
CONECT   24   25
CONECT   25   26   27   27
CONECT   26   65   66   67
END

HMDB0032735
     RDKit          3D
Isopersin
 67 66  0  0  0  0  0  0  0  0999 V2000
    7.0061    2.8926   -2.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6182    1.8680   -1.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0304    0.7152   -1.8910 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6099   -0.4803   -1.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5600   -0.4287   -0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7906    0.3533    1.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8120   -0.2595    2.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6223   -1.6992    2.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4536   -1.8592    3.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3548   -2.5206    3.1728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1141   -3.2198    1.9162 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8661   -2.7210    1.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9009   -1.2794    0.8573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3470   -0.8472    0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429   -1.0691    1.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8431   -0.6343    0.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8232    0.8255    0.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1085    1.2294   -0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2307    2.3827   -0.9570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1482    0.2131   -0.8307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3864    0.6386   -1.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2062    1.1422   -2.9349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6532    2.3835   -3.0643 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2109    1.5135   -0.7807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4767    1.1881   -0.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3384    2.1167    0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9036    0.0352   -0.6402 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5061    2.3445   -3.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6645    3.6213   -1.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0754    3.3890   -2.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9003    2.4431   -0.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5125    1.5741   -0.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2220    1.1046   -2.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8480    0.4150   -2.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5766   -0.9164   -0.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2686   -1.2574   -1.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0905   -1.4217    0.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6724    0.1180   -0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9333    1.4417    1.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9909    0.3738    3.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5120   -1.9718    3.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6360   -2.3298    1.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5465   -1.3552    4.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792   -2.5535    3.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136   -3.2281    1.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8914   -4.2991    2.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0226   -2.9986    1.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7624   -3.2928    0.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503   -1.0588    0.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0335   -0.6126    1.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3228    0.2560   -0.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4776   -1.4136   -0.8193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4355   -0.5293    1.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6995   -2.1469    1.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9138   -1.2669   -0.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6993   -0.8144    1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6164    1.3868    0.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0396    1.0296   -0.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4503   -0.1516    0.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7188   -0.7027   -1.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0007   -0.3176   -1.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2461    1.1930   -3.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6845    0.3845   -3.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3512    3.0850   -3.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3931    1.7394    0.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0408    2.0558    1.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2933    3.1420    0.0507 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  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  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
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
 26 65  1  0
 26 66  1  0
 26 67  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Hydroxy-4-oxo-12,15-heneicosadien-2-yl acetate	HMDB

Chemical Formula

C₂₃H₄₀O₄

Average Molecular Weight

380.5613

Monoisotopic Molecular Weight

380.292659768

IUPAC Name

(12Z,15Z)-1-hydroxy-4-oxohenicosa-12,15-dien-2-yl acetate

Traditional Name

(12Z,15Z)-1-hydroxy-4-oxohenicosa-12,15-dien-2-yl acetate

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C\C=C/CCCCCCCC(=O)CC(CO)OC(C)=O

InChI Identifier

InChI=1S/C23H40O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22(26)19-23(20-24)27-21(2)25/h7-8,10-11,23-24H,3-6,9,12-20H2,1-2H3/b8-7-,11-10-

InChI Key

ZAIRPZJGPNIHRZ-NQLNTKRDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Long-chain fatty alcohols

Alternative Parents

Substituents

Long chain fatty alcohol
Fatty alcohol ester
Ketone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0032735)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032735)

Source

Endogenous

Endogenous (HMDB: HMDB0032735)

Plant

Plant (HMDB: HMDB0032735)

Animal

Animal (HMDB: HMDB0032735)

Exogenous

Food

Food (HMDB: HMDB0032735)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0032735)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0032735)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0032735)

Lipid metabolism pathway (HMDB: HMDB0032735)

Cellular process

Cell signaling (HMDB: HMDB0032735)

Biochemical process

Lipid transport (HMDB: HMDB0032735)

Role

Biological role

Energy source (HMDB: HMDB0032735)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032735)

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	0.00038 g/L	ALOGPS
logP	6.26	ALOGPS
logP	5.98	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	14.63	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	113.59 m³·mol⁻¹	ChemAxon
Polarizability	46.22 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	203.141	31661259
DarkChem	[M-H]-	201.982	31661259
DeepCCS	[M+H]+	208.263	30932474
DeepCCS	[M-H]-	205.811	30932474
DeepCCS	[M-2H]-	238.915	30932474
DeepCCS	[M+Na]+	214.606	30932474
AllCCS	[M+H]+	205.0	32859911
AllCCS	[M+H-H2O]+	202.6	32859911
AllCCS	[M+NH4]+	207.2	32859911
AllCCS	[M+Na]+	207.8	32859911
AllCCS	[M-H]-	200.1	32859911
AllCCS	[M+Na-2H]-	202.8	32859911
AllCCS	[M+HCOO]-	205.8	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. Predicted by Afia on May 17, 2022.	10.12 minutes	32390414
Predicted by Siyang on May 30, 2022	22.8063 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.75 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	37.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3447.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	432.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	226.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	233.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	690.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1062.8 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	704.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	134.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2258.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	717.6 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	2029.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	723.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	549.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	390.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	466.9 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
Isopersin	CCCCC\C=C/C\C=C/CCCCCCCC(=O)CC(CO)OC(C)=O	3287.9	Standard polar	33892256
Isopersin	CCCCC\C=C/C\C=C/CCCCCCCC(=O)CC(CO)OC(C)=O	2569.5	Standard non polar	33892256
Isopersin	CCCCC\C=C/C\C=C/CCCCCCCC(=O)CC(CO)OC(C)=O	2730.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isopersin,1TMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=O)CC(CO[Si](C)(C)C)OC(C)=O	2778.0	Semi standard non polar	33892256
Isopersin,1TMS,isomer #2	CCCCC/C=C\C/C=C\CCCCCCCC(=CC(CO)OC(C)=O)O[Si](C)(C)C	2860.8	Semi standard non polar	33892256
Isopersin,1TMS,isomer #3	CCCCC/C=C\C/C=C\CCCCCCC=C(CC(CO)OC(C)=O)O[Si](C)(C)C	2848.5	Semi standard non polar	33892256
Isopersin,2TMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=CC(CO[Si](C)(C)C)OC(C)=O)O[Si](C)(C)C	2883.1	Semi standard non polar	33892256
Isopersin,2TMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=CC(CO[Si](C)(C)C)OC(C)=O)O[Si](C)(C)C	2790.7	Standard non polar	33892256
Isopersin,2TMS,isomer #2	CCCCC/C=C\C/C=C\CCCCCCC=C(CC(CO[Si](C)(C)C)OC(C)=O)O[Si](C)(C)C	2878.9	Semi standard non polar	33892256
Isopersin,2TMS,isomer #2	CCCCC/C=C\C/C=C\CCCCCCC=C(CC(CO[Si](C)(C)C)OC(C)=O)O[Si](C)(C)C	2825.0	Standard non polar	33892256
Isopersin,1TBDMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=O)CC(CO[Si](C)(C)C(C)(C)C)OC(C)=O	3004.3	Semi standard non polar	33892256
Isopersin,1TBDMS,isomer #2	CCCCC/C=C\C/C=C\CCCCCCCC(=CC(CO)OC(C)=O)O[Si](C)(C)C(C)(C)C	3100.9	Semi standard non polar	33892256
Isopersin,1TBDMS,isomer #3	CCCCC/C=C\C/C=C\CCCCCCC=C(CC(CO)OC(C)=O)O[Si](C)(C)C(C)(C)C	3077.6	Semi standard non polar	33892256
Isopersin,2TBDMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=CC(CO[Si](C)(C)C(C)(C)C)OC(C)=O)O[Si](C)(C)C(C)(C)C	3341.4	Semi standard non polar	33892256
Isopersin,2TBDMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=CC(CO[Si](C)(C)C(C)(C)C)OC(C)=O)O[Si](C)(C)C(C)(C)C	3117.8	Standard non polar	33892256
Isopersin,2TBDMS,isomer #2	CCCCC/C=C\C/C=C\CCCCCCC=C(CC(CO[Si](C)(C)C(C)(C)C)OC(C)=O)O[Si](C)(C)C(C)(C)C	3323.5	Semi standard non polar	33892256
Isopersin,2TBDMS,isomer #2	CCCCC/C=C\C/C=C\CCCCCCC=C(CC(CO[Si](C)(C)C(C)(C)C)OC(C)=O)O[Si](C)(C)C(C)(C)C	3154.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Isopersin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0feo-9642000000-795f0baeb1c494063367	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopersin GC-MS (1 TMS) - 70eV, Positive	splash10-0006-9324100000-df76579b681309a8cf84	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopersin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopersin 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 - Isopersin 10V, Positive-QTOF	splash10-01x0-1119000000-95b74fd0e411d7df00db	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopersin 20V, Positive-QTOF	splash10-0229-4369000000-272285992702ae34168d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopersin 40V, Positive-QTOF	splash10-03du-9341000000-2dca3ba4343e8d175423	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopersin 10V, Negative-QTOF	splash10-056r-5119000000-b75ae54594a7f1217660	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopersin 20V, Negative-QTOF	splash10-0a4i-9125000000-2d49c492b9ddebbc909a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopersin 40V, Negative-QTOF	splash10-0a4i-9010000000-ff2774a019d87e5b25d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopersin 10V, Negative-QTOF	splash10-0699-3009000000-eebf2f766d4e82fe6e86	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopersin 20V, Negative-QTOF	splash10-0a4i-9104000000-952166f9e71826b05b98	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopersin 40V, Negative-QTOF	splash10-0a4i-9000000000-879526c9dd42eb88b28e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopersin 10V, Positive-QTOF	splash10-01q9-1239000000-e530f05b9b33f913ec2f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopersin 20V, Positive-QTOF	splash10-0uyi-7709000000-6aac82210362af060b80	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopersin 40V, Positive-QTOF	splash10-07ef-9300000000-adc02622b2a03c6d6cf0	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010696

KNApSAcK ID

Not Available

Chemspider ID

24693347

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44584048

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Isopersin (HMDB0032735)

MOL for HMDB0032735 (Isopersin)

3D MOL for HMDB0032735 (Isopersin)

3D SDF for HMDB0032735 (Isopersin)

3D-SDF for HMDB0032735 (Isopersin)

PDB for HMDB0032735 (Isopersin)

3D PDB for HMDB0032735 (Isopersin)

SMILES for HMDB0032735 (Isopersin)

INCHI for HMDB0032735 (Isopersin)

Structure for HMDB0032735 (Isopersin)

3D Structure for HMDB0032735 (Isopersin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra