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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-07-25 00:07:21 UTC

Update Date

2022-03-07 02:51:27 UTC

HMDB ID

HMDB0012788

Secondary Accession Numbers

HMDB12788

Metabolite Identification

Common Name

4-OH-Retinal

Description

4-OH-Retinal belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof. Based on a literature review a small amount of articles have been published on 4-OH-Retinal.

Structure

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

HMDB0012788
     RDKit          3D
4-OH-Retinal
 50 50  0  0  0  0  0  0  0  0999 V2000
   -2.9290   -2.9824    0.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4849   -1.5855    0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6441   -0.5698    0.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2178   -0.9445    0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2782   -0.0436    0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1482   -0.4803    0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4190   -1.9208    0.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0488    0.4587    0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    0.1431    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3473    1.1263   -0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7868    0.7933   -0.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2232   -0.6182   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6753    1.7675   -0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1136    1.5809   -0.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8528    2.6050   -0.2894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0647    0.8414    0.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616    1.7098    1.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5819    1.3808   -1.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5566    1.0587    0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8387    2.2048   -0.5997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3171   -0.1236   -0.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9459   -1.3766    0.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3584   -3.2527   -0.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3100   -3.1423    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7789   -3.6900    0.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9420   -2.0158    0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5107    0.9940    0.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8670   -2.2932    1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4691   -2.2016    0.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9331   -2.4815   -0.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7403    1.5050   -0.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8481   -0.8631    0.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0030    2.1304   -0.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6482   -1.1845   -0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2979   -0.7577   -0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8849   -1.0139    0.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2472    2.7888   -0.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6309    0.6461   -0.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    1.1413    1.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9895    2.6337    0.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306    2.1028    1.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697    1.5160   -1.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0301    2.3163   -1.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9485    0.6217   -1.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8781    1.1972    1.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7136    2.1534   -1.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4111    0.0192   -0.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0959   -0.2627   -1.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4107   -2.2290   -0.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2926   -1.4028    1.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
  3 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22  2  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 22 50  1  0
M  END


  Mrv0541 02251208092D          

 22 22  0  0  0  0            999 V2000
   13.8866  -10.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4741  -11.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8866  -12.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7116  -12.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1241  -13.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9491  -13.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3616  -13.8364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3616  -12.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1866  -12.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5991  -11.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4242  -11.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8367  -12.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8367  -10.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6617  -10.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0742  -10.2641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4741  -13.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4741  -13.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1886  -13.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6491  -13.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2366  -13.8364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2366  -12.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6491  -11.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 22  1  0  0  0  0
  3  4  1  0  0  0  0
  3 16  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  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
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0012788

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(\C=C\C=C(/C)\C=C\C1=C(C)CCC(O)C1(C)C)=C/C=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O2/c1-15(7-6-8-16(2)13-14-21)9-11-18-17(3)10-12-19(22)20(18,4)5/h6-9,11,13-14,19,22H,10,12H2,1-5H3/b8-6+,11-9+,15-7+,16-13+

> <INCHI_KEY>
NCIHLRCJOBKKAL-ZBSJWCJSSA-N

> <FORMULA>
C20H28O2

> <MOLECULAR_WEIGHT>
300.4351

> <EXACT_MASS>
300.20893014

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
36.36165962436036

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4E,6E,8E)-9-(5-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenal

> <ALOGPS_LOGP>
5.43

> <JCHEM_LOGP>
3.6249403916666667

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.49116072083822

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8341088363314394

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
98.38089999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4E,6E,8E)-9-(5-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenal

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0012788
     RDKit          3D
4-OH-Retinal
 50 50  0  0  0  0  0  0  0  0999 V2000
   -2.9290   -2.9824    0.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4849   -1.5855    0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6441   -0.5698    0.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2178   -0.9445    0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2782   -0.0436    0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1482   -0.4803    0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4190   -1.9208    0.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0488    0.4587    0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    0.1431    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3473    1.1263   -0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7868    0.7933   -0.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2232   -0.6182   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6753    1.7675   -0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1136    1.5809   -0.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8528    2.6050   -0.2894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0647    0.8414    0.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616    1.7098    1.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5819    1.3808   -1.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5566    1.0587    0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8387    2.2048   -0.5997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3171   -0.1236   -0.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9459   -1.3766    0.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3584   -3.2527   -0.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3100   -3.1423    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7789   -3.6900    0.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9420   -2.0158    0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5107    0.9940    0.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8670   -2.2932    1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4691   -2.2016    0.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9331   -2.4815   -0.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7403    1.5050   -0.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8481   -0.8631    0.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0030    2.1304   -0.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6482   -1.1845   -0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2979   -0.7577   -0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8849   -1.0139    0.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2472    2.7888   -0.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6309    0.6461   -0.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    1.1413    1.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9895    2.6337    0.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306    2.1028    1.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697    1.5160   -1.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0301    2.3163   -1.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9485    0.6217   -1.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8781    1.1972    1.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7136    2.1534   -1.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4111    0.0192   -0.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0959   -0.2627   -1.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4107   -2.2290   -0.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2926   -1.4028    1.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
  3 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22  2  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 22 50  1  0
M  END

HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0      25.922 -20.493   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.152 -21.827   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      25.922 -23.161   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.462 -23.161   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      28.232 -24.494   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      29.772 -24.494   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      30.542 -25.828   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      30.542 -23.161   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      32.082 -23.161   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      32.852 -21.827   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      34.392 -21.827   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      35.162 -23.161   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      35.162 -20.493   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      36.702 -20.493   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      37.472 -19.160   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      25.152 -24.494   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.152 -26.034   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      26.485 -25.264   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      23.612 -24.494   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      22.842 -25.828   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      22.842 -23.161   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.612 -21.827   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    3   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22    2   21                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0012788
HETATM    1  C1  UNL     1      -2.929  -2.982   0.372  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.485  -1.585   0.298  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.644  -0.570   0.212  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.218  -0.944   0.199  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.278  -0.044   0.118  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.148  -0.480   0.108  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.419  -1.921   0.198  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.049   0.459   0.024  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.466   0.143   0.007  1.00  0.00           C  
HETATM   10  C10 UNL     1       4.347   1.126  -0.079  1.00  0.00           C  
HETATM   11  C11 UNL     1       5.787   0.793  -0.096  1.00  0.00           C  
HETATM   12  C12 UNL     1       6.223  -0.618  -0.025  1.00  0.00           C  
HETATM   13  C13 UNL     1       6.675   1.767  -0.180  1.00  0.00           C  
HETATM   14  C14 UNL     1       8.114   1.581  -0.205  1.00  0.00           C  
HETATM   15  O1  UNL     1       8.853   2.605  -0.289  1.00  0.00           O  
HETATM   16  C15 UNL     1      -3.065   0.841   0.133  1.00  0.00           C  
HETATM   17  C16 UNL     1      -2.462   1.710   1.231  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.582   1.381  -1.213  1.00  0.00           C  
HETATM   19  C18 UNL     1      -4.557   1.059   0.139  1.00  0.00           C  
HETATM   20  O2  UNL     1      -4.839   2.205  -0.600  1.00  0.00           O  
HETATM   21  C19 UNL     1      -5.317  -0.124  -0.400  1.00  0.00           C  
HETATM   22  C20 UNL     1      -4.946  -1.377   0.324  1.00  0.00           C  
HETATM   23  H1  UNL     1      -2.358  -3.253  -0.518  1.00  0.00           H  
HETATM   24  H2  UNL     1      -2.310  -3.142   1.256  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.779  -3.690   0.435  1.00  0.00           H  
HETATM   26  H4  UNL     1      -0.942  -2.016   0.257  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.511   0.994   0.059  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.867  -2.293   1.117  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.469  -2.202   0.314  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.933  -2.482  -0.656  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.740   1.505  -0.035  1.00  0.00           H  
HETATM   32  H10 UNL     1       3.848  -0.863   0.061  1.00  0.00           H  
HETATM   33  H11 UNL     1       4.003   2.130  -0.134  1.00  0.00           H  
HETATM   34  H12 UNL     1       5.648  -1.184  -0.794  1.00  0.00           H  
HETATM   35  H13 UNL     1       7.298  -0.758  -0.172  1.00  0.00           H  
HETATM   36  H14 UNL     1       5.885  -1.014   0.976  1.00  0.00           H  
HETATM   37  H15 UNL     1       6.247   2.789  -0.232  1.00  0.00           H  
HETATM   38  H16 UNL     1       8.631   0.646  -0.160  1.00  0.00           H  
HETATM   39  H17 UNL     1      -1.859   1.141   1.959  1.00  0.00           H  
HETATM   40  H18 UNL     1      -1.990   2.634   0.846  1.00  0.00           H  
HETATM   41  H19 UNL     1      -3.331   2.103   1.848  1.00  0.00           H  
HETATM   42  H20 UNL     1      -3.470   1.516  -1.893  1.00  0.00           H  
HETATM   43  H21 UNL     1      -2.030   2.316  -1.094  1.00  0.00           H  
HETATM   44  H22 UNL     1      -1.949   0.622  -1.707  1.00  0.00           H  
HETATM   45  H23 UNL     1      -4.878   1.197   1.207  1.00  0.00           H  
HETATM   46  H24 UNL     1      -5.714   2.153  -1.020  1.00  0.00           H  
HETATM   47  H25 UNL     1      -6.411   0.019  -0.313  1.00  0.00           H  
HETATM   48  H26 UNL     1      -5.096  -0.263  -1.478  1.00  0.00           H  
HETATM   49  H27 UNL     1      -5.411  -2.229  -0.222  1.00  0.00           H  
HETATM   50  H28 UNL     1      -5.293  -1.403   1.372  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    3   22
CONECT    3    4   16
CONECT    4    5    5   26
CONECT    5    6   27
CONECT    6    7    8    8
CONECT    7   28   29   30
CONECT    8    9   31
CONECT    9   10   10   32
CONECT   10   11   33
CONECT   11   12   13   13
CONECT   12   34   35   36
CONECT   13   14   37
CONECT   14   15   15   38
CONECT   16   17   18   19
CONECT   17   39   40   41
CONECT   18   42   43   44
CONECT   19   20   21   45
CONECT   20   46
CONECT   21   22   47   48
CONECT   22   49   50
END

HMDB0012788
     RDKit          3D
4-OH-Retinal
 50 50  0  0  0  0  0  0  0  0999 V2000
   -2.9290   -2.9824    0.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4849   -1.5855    0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6441   -0.5698    0.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2178   -0.9445    0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2782   -0.0436    0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1482   -0.4803    0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4190   -1.9208    0.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0488    0.4587    0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    0.1431    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3473    1.1263   -0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7868    0.7933   -0.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2232   -0.6182   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6753    1.7675   -0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1136    1.5809   -0.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8528    2.6050   -0.2894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0647    0.8414    0.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616    1.7098    1.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5819    1.3808   -1.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5566    1.0587    0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8387    2.2048   -0.5997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3171   -0.1236   -0.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9459   -1.3766    0.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3584   -3.2527   -0.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3100   -3.1423    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7789   -3.6900    0.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9420   -2.0158    0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5107    0.9940    0.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8670   -2.2932    1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4691   -2.2016    0.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9331   -2.4815   -0.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7403    1.5050   -0.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8481   -0.8631    0.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0030    2.1304   -0.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6482   -1.1845   -0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2979   -0.7577   -0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8849   -1.0139    0.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2472    2.7888   -0.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6309    0.6461   -0.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    1.1413    1.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9895    2.6337    0.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306    2.1028    1.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697    1.5160   -1.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0301    2.3163   -1.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9485    0.6217   -1.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8781    1.1972    1.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7136    2.1534   -1.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4111    0.0192   -0.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0959   -0.2627   -1.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4107   -2.2290   -0.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2926   -1.4028    1.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
  3 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22  2  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 22 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,7-Dimethyl-9-(5-hydroxy-2,6,6-trimethyl-1-cyclohexenyl)-all-trans-2,4,6,8-nonatetraen-1-ol	HMDB
4-OH-all-trans-Retinal	HMDB
4OHVA	HMDB

Chemical Formula

C₂₀H₂₈O₂

Average Molecular Weight

300.4351

Monoisotopic Molecular Weight

300.20893014

IUPAC Name

(2E,4E,6E,8E)-9-(5-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenal

Traditional Name

(2E,4E,6E,8E)-9-(5-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenal

CAS Registry Number

Not Available

SMILES

C\C(\C=C\C=C(/C)\C=C\C1=C(C)CCC(O)C1(C)C)=C/C=O

InChI Identifier

InChI=1S/C20H28O2/c1-15(7-6-8-16(2)13-14-21)9-11-18-17(3)10-12-19(22)20(18,4)5/h6-9,11,13-14,19,22H,10,12H2,1-5H3/b8-6+,11-9+,15-7+,16-13+

InChI Key

NCIHLRCJOBKKAL-ZBSJWCJSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Retinoids

Direct Parent

Retinoids

Alternative Parents

Substituents

Retinoid skeleton
Diterpenoid
Enal
Alpha,beta-unsaturated aldehyde
Secondary alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

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	0.012 g/L	ALOGPS
logP	5.43	ALOGPS
logP	3.62	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	19.49	ChemAxon
pKa (Strongest Basic)	-0.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	98.38 m³·mol⁻¹	ChemAxon
Polarizability	36.36 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	178.511	31661259
DarkChem	[M-H]-	177.861	31661259
DeepCCS	[M+H]+	194.702	30932474
DeepCCS	[M-H]-	191.914	30932474
DeepCCS	[M-2H]-	226.637	30932474
DeepCCS	[M+Na]+	201.864	30932474
AllCCS	[M+H]+	178.1	32859911
AllCCS	[M+H-H2O]+	174.9	32859911
AllCCS	[M+NH4]+	181.0	32859911
AllCCS	[M+Na]+	181.9	32859911
AllCCS	[M-H]-	181.1	32859911
AllCCS	[M+Na-2H]-	181.8	32859911
AllCCS	[M+HCOO]-	182.8	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.	6.82 minutes	32390414
Predicted by Siyang on May 30, 2022	21.3212 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.82 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3150.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	604.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	239.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	344.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	147.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	849.6 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	841.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	85.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1800.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	648.3 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	1538.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	684.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	475.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	334.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	658.2 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	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-OH-Retinal	C\C(\C=C\C=C(/C)\C=C\C1=C(C)CCC(O)C1(C)C)=C/C=O	3685.1	Standard polar	33892256
4-OH-Retinal	C\C(\C=C\C=C(/C)\C=C\C1=C(C)CCC(O)C1(C)C)=C/C=O	2597.3	Standard non polar	33892256
4-OH-Retinal	C\C(\C=C\C=C(/C)\C=C\C1=C(C)CCC(O)C1(C)C)=C/C=O	2609.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-OH-Retinal,1TMS,isomer #1	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=O)C(C)(C)C(O[Si](C)(C)C)CC1	2692.9	Semi standard non polar	33892256
4-OH-Retinal,1TBDMS,isomer #1	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=O)C(C)(C)C(O[Si](C)(C)C(C)(C)C)CC1	2912.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-OH-Retinal GC-MS (Non-derivatized) - 70eV, Positive	splash10-053i-2090000000-dfafc88a66e85236edba	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-OH-Retinal GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-8249000000-7fbc286e639442db0607	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-OH-Retinal 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 - 4-OH-Retinal 10V, Positive-QTOF	splash10-0f89-0493000000-e99a271ec0b1abbb7a72	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-OH-Retinal 20V, Positive-QTOF	splash10-000t-2940000000-e5a287abfed74a9a33d1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-OH-Retinal 40V, Positive-QTOF	splash10-0ktr-9630000000-cb129b4b7043cb6f8356	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-OH-Retinal 10V, Negative-QTOF	splash10-0002-0090000000-70d9ce88947d976dd7e3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-OH-Retinal 20V, Negative-QTOF	splash10-0feb-0090000000-7a3f8b51ad7a7f0e6fb8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-OH-Retinal 40V, Negative-QTOF	splash10-0kal-3390000000-db937f177495a7374110	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-OH-Retinal 10V, Negative-QTOF	splash10-00dj-0090000000-70692d2353640e01ed58	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-OH-Retinal 20V, Negative-QTOF	splash10-0600-0190000000-744d40b3bee89b00a206	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-OH-Retinal 40V, Negative-QTOF	splash10-0a4i-1490000000-4b6a7d4a33007a6056a3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-OH-Retinal 10V, Positive-QTOF	splash10-0l1l-0962000000-5b7bdc1f962de6e685e8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-OH-Retinal 20V, Positive-QTOF	splash10-0aor-2960000000-cadb133294a3576843eb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-OH-Retinal 40V, Positive-QTOF	splash10-054x-7900000000-c386b91fe7e5eaf949cd	2021-09-24	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

FDB029174

KNApSAcK ID

Not Available

Chemspider ID

10392835

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14015984

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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Cytochrome P450 1A1

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP1A1
Uniprot ID:: P04798
Molecular weight:: 58164.815

Enzyme Details

2. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

Showing metabocard for 4-OH-Retinal (HMDB0012788)

MOL for HMDB0012788 (4-OH-Retinal)

3D MOL for HMDB0012788 (4-OH-Retinal)

3D SDF for HMDB0012788 (4-OH-Retinal)

3D-SDF for HMDB0012788 (4-OH-Retinal)

PDB for HMDB0012788 (4-OH-Retinal)

3D PDB for HMDB0012788 (4-OH-Retinal)

SMILES for HMDB0012788 (4-OH-Retinal)

INCHI for HMDB0012788 (4-OH-Retinal)

Structure for HMDB0012788 (4-OH-Retinal)

3D Structure for HMDB0012788 (4-OH-Retinal)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes