NP-MRD: Showing NP-Card for (2R,5E,12Z,15Z)-1-Acetoxy-2-hydroxy-4-oxo-heneicosa-5,12,15-triene (NP0074848)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 20:10:02 UTC

Updated at

2022-04-28 20:10:02 UTC

NP-MRD ID

NP0074848

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2R,5E,12Z,15Z)-1-Acetoxy-2-hydroxy-4-oxo-heneicosa-5,12,15-triene

Description

1-Acetoxy-2-hydroxy-5,12,15-heneicosatrien-4-one, also known as 2-hydroxy-4-oxo-5,12,15-heneicosatrien-1-yl acetate, 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, 1-acetoxy-2-hydroxy-5,12,15-heneicosatrien-4-one is considered to be a fatty alcohol lipid molecule. 1-Acetoxy-2-hydroxy-5,12,15-heneicosatrien-4-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 1-Acetoxy-2-hydroxy-5,12,15-heneicosatrien-4-one has been detected, but not quantified in, fruits. (2R,5E,12Z,15Z)-1-Acetoxy-2-hydroxy-4-oxo-heneicosa-5,12,15-triene is found in Persea americana Mill. . This could make 1-acetoxy-2-hydroxy-5,12,15-heneicosatrien-4-one a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241208282D          

 27 26  0  0  0  0            999 V2000
   -8.3312   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6173    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9035   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1895    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4757   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7619    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9365    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2213   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5061    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6808    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9655   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2503    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4649   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1801    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8954   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6106    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3259   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0411    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7563   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0411    1.0323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4716    0.2070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1869   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4716    1.0323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9021    0.2070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6159   -0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3312    0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6145   -1.0323    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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
M  END

     RDKit          3D

 65 64  0  0  0  0  0  0  0  0999 V2000
   -6.6014   -0.3548   -3.9525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5539    0.0425   -2.4660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1494   -0.1380   -2.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0063    0.2204   -0.4914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3726    1.6122   -0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3198    2.2173    1.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9924    1.8095    2.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5244    0.4851    2.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1790    0.5473    3.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1458   -0.0947    2.8665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1143   -0.9986    1.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1706   -0.4957    0.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2194   -0.3674    1.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8444   -1.6284    1.7058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2784   -1.3504    2.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0981   -0.8087    1.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6455    0.3867    1.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4518    0.9563    0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9448    2.0935    0.2968 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6955    0.2171   -1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5985    0.9610   -2.0537 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0244    2.1903   -2.3699 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9845    1.1776   -1.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6465   -0.0211   -1.2084 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8844   -1.0513   -2.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5821   -2.3110   -1.7010 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5005   -0.9475   -3.2668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3416    0.5436   -4.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8607   -1.1742   -4.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6107   -0.7257   -4.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8446    1.1082   -2.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2407   -0.6452   -1.9612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4177    0.4580   -2.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8328   -1.2011   -2.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9156   -0.0049   -0.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7030   -0.4879   -0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4473    1.7579   -0.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8254    2.3054   -0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6505    3.3363    1.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0719    2.5670    3.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5476   -0.2237    1.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2021    0.1412    3.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1142    1.2096    4.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2018    0.0530    3.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6261   -1.9713    2.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0804   -1.3597    1.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4709    0.5162    0.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1485   -1.1786   -0.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8519    0.1141    0.4165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2119    0.3827    2.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9465   -2.3544    0.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2909   -2.1240    2.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2045   -0.6074    3.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7431   -2.3100    2.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2683   -1.3634    0.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4627    0.9311    2.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1573   -0.7655   -0.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7277    0.0095   -1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6167    0.4193   -3.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5126    2.5444   -3.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5392    1.7327   -2.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9789    1.8399   -0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6155   -2.2196   -2.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1165   -3.1879   -2.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6413   -2.4149   -0.6025 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  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 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
 17 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  6
 22 60  1  0
 23 61  1  0
 23 62  1  0
 26 63  1  0
 26 64  1  0
 26 65  1  0
M  END


  Mrv0541 02241208282D          

 27 26  0  0  0  0            999 V2000
   -8.3312   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6173    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9035   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1895    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4757   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7619    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9365    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2213   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5061    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6808    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9655   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2503    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4649   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1801    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8954   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6106    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3259   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0411    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7563   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0411    1.0323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4716    0.2070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1869   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4716    1.0323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9021    0.2070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6159   -0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3312    0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6145   -1.0323    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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0074848

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C/C\C=C/CCCCC\C=C\C(=O)C[C@@H](O)COC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H38O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22(25)19-23(26)20-27-21(2)24/h7-8,10-11,17-18,23,26H,3-6,9,12-16,19-20H2,1-2H3/b8-7-,11-10-,18-17+/t23-/m1/s1

> <INCHI_KEY>
YLWJMUPPJKELEC-RSWURYEXSA-N

> <FORMULA>
C23H38O4

> <MOLECULAR_WEIGHT>
378.5454

> <EXACT_MASS>
378.277009704

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
45.442453915304924

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,5E,12Z,15Z)-2-hydroxy-4-oxohenicosa-5,12,15-trien-1-yl acetate

> <ALOGPS_LOGP>
6.04

> <JCHEM_LOGP>
5.979880965333335

> <ALOGPS_LOGS>
-6.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.967565454654192

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.246538581306584

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1247225451344747

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
114.67879999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.88e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,5E,12Z,15Z)-2-hydroxy-4-oxohenicosa-5,12,15-trien-1-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0     -15.552  -0.381   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -14.219   0.386   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.887  -0.381   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -11.554   0.386   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.221  -0.381   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.889   0.386   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.348   0.386   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.013  -0.381   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.678   0.386   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.137   0.386   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.802  -0.381   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.467   0.386   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.868  -0.381   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.203   0.386   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.538  -0.381   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.873   0.386   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.208  -0.381   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.543   0.386   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.878  -0.381   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.543   1.927   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.214   0.386   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.549  -0.381   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      10.214   1.927   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      12.884   0.386   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      14.216  -0.386   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.552   0.381   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      14.214  -1.927   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
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   19   20                                                  
CONECT   19   18   21                                                       
CONECT   20   18                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21   24                                                       
CONECT   23   21                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   52    0
END

View in JSmol

Synonyms

Value	Source
2-Hydroxy-4-oxo-5,12,15-heneicosatrien-1-yl acetate	HMDB

Chemical Formula

C₂₃H₃₈O₄

Average Mass

378.5454 Da

Monoisotopic Mass

378.27701 Da

IUPAC Name

(2R,5E,12Z,15Z)-2-hydroxy-4-oxohenicosa-5,12,15-trien-1-yl acetate

Traditional Name

(2R,5E,12Z,15Z)-2-hydroxy-4-oxohenicosa-5,12,15-trien-1-yl acetate

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C\C=C/CCCCC\C=C\C(=O)C[C@@H](O)COC(C)=O

InChI Identifier

InChI=1S/C23H38O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22(25)19-23(26)20-27-21(2)24/h7-8,10-11,17-18,23,26H,3-6,9,12-16,19-20H2,1-2H3/b8-7-,11-10-,18-17+/t23-/m1/s1

InChI Key

YLWJMUPPJKELEC-RSWURYEXSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Persea americana Mill.	Plant	KNApSAcK

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
B'-hydroxy-alpha,beta-unsaturated-ketone
Beta-hydroxy ketone
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Carboxylic acid ester
Secondary alcohol
Ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

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	6.04	ALOGPS
logP	5.98	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	14.25	ChemAxon
pKa (Strongest Basic)	-3.1	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	18	ChemAxon
Refractivity	114.68 m³·mol⁻¹	ChemAxon
Polarizability	45.44 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

HMDB0035273

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB013935

KNApSAcK ID

Not Available

Chemspider ID

8818752

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10643393

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (2R,5E,12Z,15Z)-1-Acetoxy-2-hydroxy-4-oxo-heneicosa-5,12,15-triene (NP0074848)

MOL for NP0074848 ((2R,5E,12Z,15Z)-1-Acetoxy-2-hydroxy-4-oxo-heneicosa-5,12,15-triene)

3D MOL for NP0074848 ((2R,5E,12Z,15Z)-1-Acetoxy-2-hydroxy-4-oxo-heneicosa-5,12,15-triene)

3D SDF for NP0074848 ((2R,5E,12Z,15Z)-1-Acetoxy-2-hydroxy-4-oxo-heneicosa-5,12,15-triene)

3D-SDF for NP0074848 ((2R,5E,12Z,15Z)-1-Acetoxy-2-hydroxy-4-oxo-heneicosa-5,12,15-triene)

PDB for NP0074848 ((2R,5E,12Z,15Z)-1-Acetoxy-2-hydroxy-4-oxo-heneicosa-5,12,15-triene)

3D PDB for NP0074848 ((2R,5E,12Z,15Z)-1-Acetoxy-2-hydroxy-4-oxo-heneicosa-5,12,15-triene)

SMILES for NP0074848 ((2R,5E,12Z,15Z)-1-Acetoxy-2-hydroxy-4-oxo-heneicosa-5,12,15-triene)

INCHI for NP0074848 ((2R,5E,12Z,15Z)-1-Acetoxy-2-hydroxy-4-oxo-heneicosa-5,12,15-triene)

Structure for NP0074848 ((2R,5E,12Z,15Z)-1-Acetoxy-2-hydroxy-4-oxo-heneicosa-5,12,15-triene)

3D Structure for NP0074848 ((2R,5E,12Z,15Z)-1-Acetoxy-2-hydroxy-4-oxo-heneicosa-5,12,15-triene)