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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:47:47 UTC

Update Date

2022-03-07 02:53:14 UTC

HMDB ID

HMDB0032095

Secondary Accession Numbers

HMDB32095

Metabolite Identification

Common Name

5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone

Description

5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone belongs to the class of organic compounds known as alpha-acyloxy ketones. These are ketones that have an acyloxy substituent alpha to the carbonyl group. They have the general structure R4C(=O)OC(R2)(R3)C(R1)=O (R1=organyl, R4=H or organyl; R2,R3 = any atom). Based on a literature review very few articles have been published on 5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone.

Structure

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


  Mrv0541 05061306212D          

 26 26  0  0  0  0            999 V2000
   -2.5084    5.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4144    4.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7940    6.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0795    5.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3650    6.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3495    5.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0639    6.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7784    5.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7784    5.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4929    4.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2073    5.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9218    4.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6363    5.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3508    4.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0652    5.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7797    4.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9933    3.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4942    5.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9933    4.3741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2086    3.2942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2086    4.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4942    5.8665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9537    2.5095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5442    5.3827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6607    4.8590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7237    3.9616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  2  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  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
 18 16  1  0  0  0  0
 19 17  2  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 18  2  0  0  0  0
 23 20  2  0  0  0  0
 24 21  1  0  0  0  0
 25  2  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 26 21  1  0  0  0  0
M  END

HMDB0032095
     RDKit          3D
5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone
 56 56  0  0  0  0  0  0  0  0999 V2000
   -5.7795   -1.1072   -4.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8605   -0.3277   -3.5704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9217   -0.8755   -2.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7609   -0.4282   -1.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8170    0.3516   -1.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6212    0.9441   -1.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1367    0.7764    0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5847    0.1074    1.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8135    0.1314    2.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5871    0.9585    2.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1189    0.9450    3.6492 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5031   -0.4489    4.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4029   -1.0820    2.9962 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6773   -0.3048    2.8352 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6022   -0.9431    1.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9027   -0.9841    0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1391   -1.8780    0.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1428    0.1155   -0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0558    1.0461    0.0828 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9600    0.7425   -0.8546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8491    0.6481   -2.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8870    1.1163   -2.9101 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0154   -0.0694   -2.7189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7728   -0.3827   -1.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9898   -1.0755   -1.7223 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1382   -0.5290   -2.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7541   -2.1988   -4.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7326   -0.7469   -5.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8881    0.7428   -3.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8364   -1.9764   -2.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8724   -0.5865   -1.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7659   -0.7954   -0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0412    0.6110   -2.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7802    0.5827   -2.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5921    2.0794   -1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1439    1.3547    0.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4664   -0.4857    1.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4799    0.4520    3.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5004   -0.9340    2.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7914    2.0382    2.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1564    0.6154    1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0127    1.5895    3.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5476    1.3317    4.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0734   -0.3616    4.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4157   -1.0346    4.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6208   -2.1264    3.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8709   -1.2231    2.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3910    0.7298    2.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2061   -0.1946    3.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5314   -0.3264    1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9389   -1.9447    2.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9477    0.6235   -0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2281   -0.3101   -3.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9541   -1.2752   -2.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4573    0.4223   -1.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9454   -0.4501   -3.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  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  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 24 18  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 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
 19 52  1  0
 23 53  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
M  END


  Mrv0541 05061306212D          

 26 26  0  0  0  0            999 V2000
   -2.5084    5.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4144    4.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7940    6.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0795    5.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3650    6.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3495    5.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0639    6.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7784    5.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7784    5.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4929    4.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2073    5.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9218    4.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6363    5.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3508    4.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0652    5.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7797    4.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9933    3.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4942    5.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9933    4.3741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2086    3.2942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2086    4.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4942    5.8665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9537    2.5095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5442    5.3827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6607    4.8590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7237    3.9616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  2  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  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
 18 16  1  0  0  0  0
 19 17  2  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 18  2  0  0  0  0
 23 20  2  0  0  0  0
 24 21  1  0  0  0  0
 25  2  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 26 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032095

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(=O)OC1(O)C(=O)CCCCCCC\C=C\C\C=C\CC=C

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O5/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18(22)21(24)19(25-2)17-20(23)26-21/h3,5-6,8-9,17,24H,1,4,7,10-16H2,2H3/b6-5+,9-8+

> <INCHI_KEY>
HSXROUAAHWNUBX-HHWLVVFRSA-N

> <FORMULA>
C21H30O5

> <MOLECULAR_WEIGHT>
362.4599

> <EXACT_MASS>
362.20932407

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
40.745160367058986

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(9E,12E)-hexadeca-9,12,15-trienoyl]-5-hydroxy-4-methoxy-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
4.83

> <JCHEM_LOGP>
5.412763566000001

> <ALOGPS_LOGS>
-5.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.05736085540478

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.974656115439299

> <JCHEM_PKA_STRONGEST_BASIC>
-4.91035983503247

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
105.53149999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.54e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(9E,12E)-hexadeca-9,12,15-trienoyl]-5-hydroxy-4-methoxyfuran-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032095
     RDKit          3D
5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone
 56 56  0  0  0  0  0  0  0  0999 V2000
   -5.7795   -1.1072   -4.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8605   -0.3277   -3.5704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9217   -0.8755   -2.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7609   -0.4282   -1.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8170    0.3516   -1.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6212    0.9441   -1.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1367    0.7764    0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5847    0.1074    1.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8135    0.1314    2.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5871    0.9585    2.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1189    0.9450    3.6492 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5031   -0.4489    4.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4029   -1.0820    2.9962 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6773   -0.3048    2.8352 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6022   -0.9431    1.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9027   -0.9841    0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1391   -1.8780    0.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1428    0.1155   -0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0558    1.0461    0.0828 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9600    0.7425   -0.8546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8491    0.6481   -2.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8870    1.1163   -2.9101 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0154   -0.0694   -2.7189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7728   -0.3827   -1.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9898   -1.0755   -1.7223 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1382   -0.5290   -2.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7541   -2.1988   -4.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7326   -0.7469   -5.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8881    0.7428   -3.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8364   -1.9764   -2.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8724   -0.5865   -1.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7659   -0.7954   -0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0412    0.6110   -2.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7802    0.5827   -2.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5921    2.0794   -1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1439    1.3547    0.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4664   -0.4857    1.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4799    0.4520    3.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5004   -0.9340    2.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7914    2.0382    2.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1564    0.6154    1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0127    1.5895    3.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5476    1.3317    4.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0734   -0.3616    4.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4157   -1.0346    4.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6208   -2.1264    3.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8709   -1.2231    2.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3910    0.7298    2.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2061   -0.1946    3.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5314   -0.3264    1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9389   -1.9447    2.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9477    0.6235   -0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2281   -0.3101   -3.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9541   -1.2752   -2.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4573    0.4223   -1.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9454   -0.4501   -3.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  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  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 24 18  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 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
 19 52  1  0
 23 53  1  0
 26 54  1  0
 26 55  1  0
 26 56  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      -4.682  10.951   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.440   8.444   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.349  11.721   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.015  10.951   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.681  11.721   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.652  10.951   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.986  11.721   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.320  10.951   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.320   9.411   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.653   8.641   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.987   9.411   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.321   8.641   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.654   9.411   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.988   8.641   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.322   9.411   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.655   8.641   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.787   6.625   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.989   9.411   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.787   8.165   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.323   6.149   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.323   8.641   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      13.989  10.951   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      14.847   4.684   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      15.949  10.048   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      18.033   9.070   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      14.418   7.395   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   25                                                            
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   18                                                       
CONECT   17   19   20                                                       
CONECT   18   16   21   22                                                  
CONECT   19   17   21   25                                                  
CONECT   20   17   23   26                                                  
CONECT   21   18   19   24   26                                             
CONECT   22   18                                                            
CONECT   23   20                                                            
CONECT   24   21                                                            
CONECT   25    2   19                                                       
CONECT   26   20   21                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

COMPND    HMDB0032095
HETATM    1  C1  UNL     1      -5.780  -1.107  -4.624  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.860  -0.328  -3.570  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.922  -0.876  -2.200  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.761  -0.428  -1.343  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.817   0.352  -1.782  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.621   0.944  -1.259  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.137   0.776   0.053  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.585   0.107   1.070  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.814   0.131   2.371  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.587   0.958   2.314  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.119   0.945   3.649  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.503  -0.449   4.015  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.403  -1.082   2.996  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.677  -0.305   2.835  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.602  -0.943   1.817  1.00  0.00           C  
HETATM   16  C16 UNL     1       2.903  -0.984   0.518  1.00  0.00           C  
HETATM   17  O1  UNL     1       2.139  -1.878   0.218  1.00  0.00           O  
HETATM   18  C17 UNL     1       3.143   0.115  -0.467  1.00  0.00           C  
HETATM   19  O2  UNL     1       4.056   1.046   0.083  1.00  0.00           O  
HETATM   20  O3  UNL     1       1.960   0.743  -0.855  1.00  0.00           O  
HETATM   21  C18 UNL     1       1.849   0.648  -2.231  1.00  0.00           C  
HETATM   22  O4  UNL     1       0.887   1.116  -2.910  1.00  0.00           O  
HETATM   23  C19 UNL     1       3.015  -0.069  -2.719  1.00  0.00           C  
HETATM   24  C20 UNL     1       3.773  -0.383  -1.700  1.00  0.00           C  
HETATM   25  O5  UNL     1       4.990  -1.076  -1.722  1.00  0.00           O  
HETATM   26  C21 UNL     1       6.138  -0.529  -2.337  1.00  0.00           C  
HETATM   27  H1  UNL     1      -5.754  -2.199  -4.526  1.00  0.00           H  
HETATM   28  H2  UNL     1      -5.733  -0.747  -5.647  1.00  0.00           H  
HETATM   29  H3  UNL     1      -5.888   0.743  -3.701  1.00  0.00           H  
HETATM   30  H4  UNL     1      -5.836  -1.976  -2.267  1.00  0.00           H  
HETATM   31  H5  UNL     1      -6.872  -0.587  -1.681  1.00  0.00           H  
HETATM   32  H6  UNL     1      -4.766  -0.795  -0.346  1.00  0.00           H  
HETATM   33  H7  UNL     1      -4.041   0.611  -2.905  1.00  0.00           H  
HETATM   34  H8  UNL     1      -1.780   0.583  -2.010  1.00  0.00           H  
HETATM   35  H9  UNL     1      -2.592   2.079  -1.561  1.00  0.00           H  
HETATM   36  H10 UNL     1      -1.144   1.355   0.248  1.00  0.00           H  
HETATM   37  H11 UNL     1      -3.466  -0.486   1.114  1.00  0.00           H  
HETATM   38  H12 UNL     1      -2.480   0.452   3.189  1.00  0.00           H  
HETATM   39  H13 UNL     1      -1.500  -0.934   2.550  1.00  0.00           H  
HETATM   40  H14 UNL     1      -0.791   2.038   2.085  1.00  0.00           H  
HETATM   41  H15 UNL     1       0.156   0.615   1.569  1.00  0.00           H  
HETATM   42  H16 UNL     1       1.013   1.589   3.687  1.00  0.00           H  
HETATM   43  H17 UNL     1      -0.548   1.332   4.459  1.00  0.00           H  
HETATM   44  H18 UNL     1       1.073  -0.362   4.992  1.00  0.00           H  
HETATM   45  H19 UNL     1      -0.416  -1.035   4.209  1.00  0.00           H  
HETATM   46  H20 UNL     1       1.621  -2.126   3.376  1.00  0.00           H  
HETATM   47  H21 UNL     1       0.871  -1.223   2.045  1.00  0.00           H  
HETATM   48  H22 UNL     1       2.391   0.730   2.508  1.00  0.00           H  
HETATM   49  H23 UNL     1       3.206  -0.195   3.798  1.00  0.00           H  
HETATM   50  H24 UNL     1       4.531  -0.326   1.744  1.00  0.00           H  
HETATM   51  H25 UNL     1       3.939  -1.945   2.143  1.00  0.00           H  
HETATM   52  H26 UNL     1       4.948   0.623  -0.021  1.00  0.00           H  
HETATM   53  H27 UNL     1       3.228  -0.310  -3.769  1.00  0.00           H  
HETATM   54  H28 UNL     1       6.954  -1.275  -2.213  1.00  0.00           H  
HETATM   55  H29 UNL     1       6.457   0.422  -1.876  1.00  0.00           H  
HETATM   56  H30 UNL     1       5.945  -0.450  -3.413  1.00  0.00           H  
CONECT    1    2    2   27   28
CONECT    2    3   29
CONECT    3    4   30   31
CONECT    4    5    5   32
CONECT    5    6   33
CONECT    6    7   34   35
CONECT    7    8    8   36
CONECT    8    9   37
CONECT    9   10   38   39
CONECT   10   11   40   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   17   18
CONECT   18   19   20   24
CONECT   19   52
CONECT   20   21
CONECT   21   22   22   23
CONECT   23   24   24   53
CONECT   24   25
CONECT   25   26
CONECT   26   54   55   56
END

HMDB0032095
     RDKit          3D
5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone
 56 56  0  0  0  0  0  0  0  0999 V2000
   -5.7795   -1.1072   -4.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8605   -0.3277   -3.5704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9217   -0.8755   -2.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7609   -0.4282   -1.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8170    0.3516   -1.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6212    0.9441   -1.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1367    0.7764    0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5847    0.1074    1.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8135    0.1314    2.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5871    0.9585    2.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1189    0.9450    3.6492 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5031   -0.4489    4.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4029   -1.0820    2.9962 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6773   -0.3048    2.8352 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6022   -0.9431    1.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9027   -0.9841    0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1391   -1.8780    0.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1428    0.1155   -0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0558    1.0461    0.0828 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9600    0.7425   -0.8546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8491    0.6481   -2.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8870    1.1163   -2.9101 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0154   -0.0694   -2.7189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7728   -0.3827   -1.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9898   -1.0755   -1.7223 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1382   -0.5290   -2.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7541   -2.1988   -4.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7326   -0.7469   -5.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8881    0.7428   -3.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8364   -1.9764   -2.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8724   -0.5865   -1.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7659   -0.7954   -0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0412    0.6110   -2.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7802    0.5827   -2.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5921    2.0794   -1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1439    1.3547    0.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4664   -0.4857    1.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4799    0.4520    3.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5004   -0.9340    2.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7914    2.0382    2.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1564    0.6154    1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0127    1.5895    3.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5476    1.3317    4.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0734   -0.3616    4.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4157   -1.0346    4.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6208   -2.1264    3.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8709   -1.2231    2.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3910    0.7298    2.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2061   -0.1946    3.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5314   -0.3264    1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9389   -1.9447    2.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9477    0.6235   -0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2281   -0.3101   -3.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9541   -1.2752   -2.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4573    0.4223   -1.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9454   -0.4501   -3.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  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  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 24 18  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 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
 19 52  1  0
 23 53  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀O₅

Average Molecular Weight

362.4599

Monoisotopic Molecular Weight

362.20932407

IUPAC Name

5-[(9E,12E)-hexadeca-9,12,15-trienoyl]-5-hydroxy-4-methoxy-2,5-dihydrofuran-2-one

Traditional Name

5-[(9E,12E)-hexadeca-9,12,15-trienoyl]-5-hydroxy-4-methoxyfuran-2-one

CAS Registry Number

Not Available

SMILES

COC1=CC(=O)OC1(O)C(=O)CCCCCCC\C=C\C\C=C\CC=C

InChI Identifier

InChI=1S/C21H30O5/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18(22)21(24)19(25-2)17-20(23)26-21/h3,5-6,8-9,17,24H,1,4,7,10-16H2,2H3/b6-5+,9-8+

InChI Key

HSXROUAAHWNUBX-HHWLVVFRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha-acyloxy ketones. These are ketones that have an acyloxy substituent alpha to the carbonyl group. They have the general structure R4C(=O)OC(R2)(R3)C(R1)=O (R1=organyl, R4=H or organyl; R2,R3 = any atom).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alpha-acyloxy ketones

Alternative Parents

Substituents

Alpha-acyloxy ketone
2-furanone
Alpha-hydroxy ketone
Dihydrofuran
Enoate ester
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Hemiacetal
Ketone
Lactone
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0032095)

Cellular substructure

Membrane (HMDB: HMDB0032095)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032095)

Source

Endogenous

Endogenous (HMDB: HMDB0032095)

Plant

Poaceae (HMDB: HMDB0032095)

Exogenous

Food

Food (HMDB: HMDB0032095)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

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	0.00055 g/L	ALOGPS
logP	4.83	ALOGPS
logP	5.41	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	8.97	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	105.53 m³·mol⁻¹	ChemAxon
Polarizability	40.75 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	195.55	31661259
DarkChem	[M-H]-	191.439	31661259
DeepCCS	[M+H]+	192.268	30932474
DeepCCS	[M-H]-	189.838	30932474
DeepCCS	[M-2H]-	224.203	30932474
DeepCCS	[M+Na]+	199.429	30932474
AllCCS	[M+H]+	196.5	32859911
AllCCS	[M+H-H2O]+	193.8	32859911
AllCCS	[M+NH4]+	199.1	32859911
AllCCS	[M+Na]+	199.8	32859911
AllCCS	[M-H]-	194.2	32859911
AllCCS	[M+Na-2H]-	195.9	32859911
AllCCS	[M+HCOO]-	197.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone	COC1=CC(=O)OC1(O)C(=O)CCCCCCC\C=C\C\C=C\CC=C	3819.1	Standard polar	33892256
5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone	COC1=CC(=O)OC1(O)C(=O)CCCCCCC\C=C\C\C=C\CC=C	2587.5	Standard non polar	33892256
5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone	COC1=CC(=O)OC1(O)C(=O)CCCCCCC\C=C\C\C=C\CC=C	2821.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone,1TMS,isomer #1	C=CC/C=C/C/C=C/CCCCCCCC(=O)C1(O[Si](C)(C)C)OC(=O)C=C1OC	2778.9	Semi standard non polar	33892256
5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone,1TMS,isomer #2	C=CC/C=C/C/C=C/CCCCCCC=C(O[Si](C)(C)C)C1(O)OC(=O)C=C1OC	2790.5	Semi standard non polar	33892256
5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone,2TMS,isomer #1	C=CC/C=C/C/C=C/CCCCCCC=C(O[Si](C)(C)C)C1(O[Si](C)(C)C)OC(=O)C=C1OC	2820.6	Semi standard non polar	33892256
5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone,2TMS,isomer #1	C=CC/C=C/C/C=C/CCCCCCC=C(O[Si](C)(C)C)C1(O[Si](C)(C)C)OC(=O)C=C1OC	2685.7	Standard non polar	33892256
5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone,1TBDMS,isomer #1	C=CC/C=C/C/C=C/CCCCCCCC(=O)C1(O[Si](C)(C)C(C)(C)C)OC(=O)C=C1OC	3019.1	Semi standard non polar	33892256
5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone,1TBDMS,isomer #2	C=CC/C=C/C/C=C/CCCCCCC=C(O[Si](C)(C)C(C)(C)C)C1(O)OC(=O)C=C1OC	3043.2	Semi standard non polar	33892256
5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone,2TBDMS,isomer #1	C=CC/C=C/C/C=C/CCCCCCC=C(O[Si](C)(C)C(C)(C)C)C1(O[Si](C)(C)C(C)(C)C)OC(=O)C=C1OC	3318.5	Semi standard non polar	33892256
5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone,2TBDMS,isomer #1	C=CC/C=C/C/C=C/CCCCCCC=C(O[Si](C)(C)C(C)(C)C)C1(O[Si](C)(C)C(C)(C)C)OC(=O)C=C1OC	3023.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a5c-8950000000-818ed6d7be732f25c70c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone GC-MS (1 TMS) - 70eV, Positive	splash10-0kn9-9460000000-aaae7c135138da966ed2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone 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 - 5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone 10V, Positive-QTOF	splash10-03di-1139000000-9396c05e6e757a3ae625	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone 20V, Positive-QTOF	splash10-0006-9241000000-7001b0638584430e0acf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone 40V, Positive-QTOF	splash10-0k9l-7920000000-aec67a2644fc632255ab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone 10V, Negative-QTOF	splash10-03e9-3229000000-e01f9c34f25e8393b4ef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone 20V, Negative-QTOF	splash10-0006-9000000000-67aca0e3b39e16750ca9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone 40V, Negative-QTOF	splash10-0006-9100000000-663a2a9d8abb999837a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone 10V, Positive-QTOF	splash10-01t9-1391000000-260af67a8bab1cafb9a5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone 20V, Positive-QTOF	splash10-00ou-5910000000-5916562f1208b75e948a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone 40V, Positive-QTOF	splash10-00uv-9610000000-7c8415db6f5aa2c3beba	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone 10V, Negative-QTOF	splash10-03di-0009000000-3c39d6b69492b3594704	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone 20V, Negative-QTOF	splash10-01t9-6495000000-a37049e007df13aa277f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone 40V, Negative-QTOF	splash10-0ue9-9530000000-720cca1a3a6971c711d0	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB008811

KNApSAcK ID

Not Available

Chemspider ID

35013442

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15390736

PDB ID

Not Available

ChEBI ID

175658

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone (HMDB0032095)

MOL for HMDB0032095 (5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone)

3D MOL for HMDB0032095 (5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone)

3D SDF for HMDB0032095 (5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone)

3D-SDF for HMDB0032095 (5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone)

PDB for HMDB0032095 (5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone)

3D PDB for HMDB0032095 (5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone)

SMILES for HMDB0032095 (5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone)

INCHI for HMDB0032095 (5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone)

Structure for HMDB0032095 (5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone)

3D Structure for HMDB0032095 (5-Hydroxy-4-methoxy-5-(1-oxo-9,12,15-hexadecatrienyl)-2(5H)-furanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra