Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:30:27 UTC

Update Date

2021-09-26 22:52:01 UTC

HMDB ID

HMDB0244343

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid

Description

Tretinoin 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 significant number of articles have been published on Tretinoin. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0244343
     RDKit          3D
3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid
 50 50  0  0  0  0  0  0  0  0999 V2000
    1.2268   -0.9020    1.5444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7948   -0.2423    0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5939   -0.0058    0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6087   -0.3274    0.7855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0265   -0.0710    0.4720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9129   -0.4704    1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4035   -1.1533    2.6133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3623   -0.2862    1.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7394   -0.1466   -0.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8474    0.8562   -0.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3931    0.6187   -0.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7412    2.0080   -0.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9226   -0.1572   -2.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7346    0.1272   -0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1546   -0.0895   -0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0913    0.2700   -1.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5165    0.0905   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0833   -0.5530    0.2199 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3358    0.5276   -1.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7673    0.4186   -1.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4589    0.8540   -2.8559 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4044   -0.1700   -0.8387 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7801   -1.8341    1.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4504   -1.1263    2.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0046   -0.2399    2.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8064    0.4957   -0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3798   -0.8170    1.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8329   -2.0581    2.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2764   -1.3166    3.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7342   -0.4554    3.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7035    0.5699    1.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8796   -1.1945    1.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7816    0.2297   -0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7083   -1.1340   -0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1430    1.8973   -0.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0925    0.8350   -2.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1797    2.2280   -1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5444    2.7950   -0.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1022    2.1340    0.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3587    0.4990   -2.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8129   -0.5482   -2.6030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3996   -1.0506   -1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4543    0.6127   -1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4100   -0.5788    0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7248    0.7655   -2.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3209   -0.8561    0.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6604   -1.4828   -0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7723    0.1236    0.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8839    1.0046   -2.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2576   -0.6936   -0.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  2 14  2  3
 14 15  1  0
 15 16  2  3
 16 17  1  0
 17 18  1  0
 17 19  2  3
 19 20  1  0
 20 21  2  0
 20 22  1  0
 11  5  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 12 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 22 50  1  0
M  END


  Mrv1652305221920552D          

 22 22  0  0  0  0            999 V2000
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  4  0  0  0
  9  6  2  0  0  0  0
 10  7  1  0  0  0  0
 12 11  2  0  0  0  0
 13  7  1  0  0  0  0
 15  1  1  0  0  0  0
 15  8  2  0  0  0  0
 15 11  1  0  0  0  0
 16  2  1  0  0  0  0
  9 16  1  4  0  0  0
 16 14  2  0  0  0  0
 17  3  1  0  0  0  0
 17 10  1  0  0  0  0
 12 18  1  4  0  0  0
 18 17  2  0  0  0  0
 14 19  1  4  0  0  0
 20  4  1  0  0  0  0
 20  5  1  0  0  0  0
 20 13  1  0  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244343

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C=CC1=C(C)CCCC1(C)C)=CC=CC(C)=CC(O)=O

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

> <INCHI_KEY>
SHGAZHPCJJPHSC-UHFFFAOYSA-N

> <FORMULA>
C20H28O2

> <MOLECULAR_WEIGHT>
300.4351

> <EXACT_MASS>
300.20893014

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
36.92780140152302

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid

> <ALOGPS_LOGP>
5.66

> <JCHEM_LOGP>
5.014367711

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.996647744997455

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
97.79079999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.77e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isotretinoin

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0244343
     RDKit          3D
3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid
 50 50  0  0  0  0  0  0  0  0999 V2000
    1.2268   -0.9020    1.5444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7948   -0.2423    0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5939   -0.0058    0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6087   -0.3274    0.7855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0265   -0.0710    0.4720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9129   -0.4704    1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4035   -1.1533    2.6133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3623   -0.2862    1.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7394   -0.1466   -0.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8474    0.8562   -0.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3931    0.6187   -0.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7412    2.0080   -0.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9226   -0.1572   -2.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7346    0.1272   -0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1546   -0.0895   -0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0913    0.2700   -1.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5165    0.0905   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0833   -0.5530    0.2199 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3358    0.5276   -1.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7673    0.4186   -1.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4589    0.8540   -2.8559 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4044   -0.1700   -0.8387 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7801   -1.8341    1.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4504   -1.1263    2.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0046   -0.2399    2.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8064    0.4957   -0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3798   -0.8170    1.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8329   -2.0581    2.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2764   -1.3166    3.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7342   -0.4554    3.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7035    0.5699    1.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8796   -1.1945    1.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7816    0.2297   -0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7083   -1.1340   -0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1430    1.8973   -0.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0925    0.8350   -2.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1797    2.2280   -1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5444    2.7950   -0.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1022    2.1340    0.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3587    0.4990   -2.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8129   -0.5482   -2.6030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3996   -1.0506   -1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4543    0.6127   -1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4100   -0.5788    0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7248    0.7655   -2.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3209   -0.8561    0.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6604   -1.4828   -0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7723    0.1236    0.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8839    1.0046   -2.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2576   -0.6936   -0.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  2 14  2  3
 14 15  1  0
 15 16  2  3
 16 17  1  0
 17 18  1  0
 17 19  2  3
 19 20  1  0
 20 21  2  0
 20 22  1  0
 11  5  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 12 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 22 50  1  0
M  END

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      13.337   6.160   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      14.670   3.850   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4   20                                                            
CONECT    5   20                                                            
CONECT    6    8    9                                                       
CONECT    7   10   13                                                       
CONECT    8    6   15                                                       
CONECT    9    6   16                                                       
CONECT   10    7   17                                                       
CONECT   11   12   15                                                       
CONECT   12   11   18                                                       
CONECT   13    7   20                                                       
CONECT   14   16   19                                                       
CONECT   15    1    8   11                                                  
CONECT   16    2    9   14                                                  
CONECT   17    3   10   18                                                  
CONECT   18   12   17   20                                                  
CONECT   19   14   21   22                                                  
CONECT   20    4    5   13   18                                             
CONECT   21   19                                                            
CONECT   22   19                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0244343
HETATM    1  C1  UNL     1       1.227  -0.902   1.544  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.795  -0.242   0.304  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.594  -0.006   0.024  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.609  -0.327   0.786  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.027  -0.071   0.472  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.913  -0.470   1.357  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.404  -1.153   2.613  1.00  0.00           C  
HETATM    8  C8  UNL     1      -5.362  -0.286   1.169  1.00  0.00           C  
HETATM    9  C9  UNL     1      -5.739  -0.147  -0.286  1.00  0.00           C  
HETATM   10  C10 UNL     1      -4.847   0.856  -0.970  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.393   0.619  -0.799  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.741   2.008  -0.787  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.923  -0.157  -2.018  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.735   0.127  -0.546  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.155  -0.089  -0.307  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.091   0.270  -1.136  1.00  0.00           C  
HETATM   17  C17 UNL     1       5.517   0.090  -0.971  1.00  0.00           C  
HETATM   18  C18 UNL     1       6.083  -0.553   0.220  1.00  0.00           C  
HETATM   19  C19 UNL     1       6.336   0.528  -1.936  1.00  0.00           C  
HETATM   20  C20 UNL     1       7.767   0.419  -1.910  1.00  0.00           C  
HETATM   21  O1  UNL     1       8.459   0.854  -2.856  1.00  0.00           O  
HETATM   22  O2  UNL     1       8.404  -0.170  -0.839  1.00  0.00           O  
HETATM   23  H1  UNL     1       1.780  -1.834   1.212  1.00  0.00           H  
HETATM   24  H2  UNL     1       0.450  -1.126   2.261  1.00  0.00           H  
HETATM   25  H3  UNL     1       2.005  -0.240   2.037  1.00  0.00           H  
HETATM   26  H4  UNL     1      -0.806   0.496  -0.937  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.380  -0.817   1.710  1.00  0.00           H  
HETATM   28  H6  UNL     1      -2.833  -2.058   2.382  1.00  0.00           H  
HETATM   29  H7  UNL     1      -4.276  -1.317   3.254  1.00  0.00           H  
HETATM   30  H8  UNL     1      -2.734  -0.455   3.175  1.00  0.00           H  
HETATM   31  H9  UNL     1      -5.704   0.570   1.774  1.00  0.00           H  
HETATM   32  H10 UNL     1      -5.880  -1.194   1.575  1.00  0.00           H  
HETATM   33  H11 UNL     1      -6.782   0.230  -0.324  1.00  0.00           H  
HETATM   34  H12 UNL     1      -5.708  -1.134  -0.757  1.00  0.00           H  
HETATM   35  H13 UNL     1      -5.143   1.897  -0.646  1.00  0.00           H  
HETATM   36  H14 UNL     1      -5.093   0.835  -2.051  1.00  0.00           H  
HETATM   37  H15 UNL     1      -2.180   2.228  -1.697  1.00  0.00           H  
HETATM   38  H16 UNL     1      -3.544   2.795  -0.665  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.102   2.134   0.086  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.359   0.499  -2.686  1.00  0.00           H  
HETATM   41  H19 UNL     1      -3.813  -0.548  -2.603  1.00  0.00           H  
HETATM   42  H20 UNL     1      -2.400  -1.051  -1.657  1.00  0.00           H  
HETATM   43  H21 UNL     1       1.454   0.613  -1.467  1.00  0.00           H  
HETATM   44  H22 UNL     1       3.410  -0.579   0.616  1.00  0.00           H  
HETATM   45  H23 UNL     1       3.725   0.766  -2.060  1.00  0.00           H  
HETATM   46  H24 UNL     1       5.321  -0.856   0.954  1.00  0.00           H  
HETATM   47  H25 UNL     1       6.660  -1.483  -0.061  1.00  0.00           H  
HETATM   48  H26 UNL     1       6.772   0.124   0.781  1.00  0.00           H  
HETATM   49  H27 UNL     1       5.884   1.005  -2.814  1.00  0.00           H  
HETATM   50  H28 UNL     1       9.258  -0.694  -0.878  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   14   14
CONECT    3    4    4   26
CONECT    4    5   27
CONECT    5    6    6   11
CONECT    6    7    8
CONECT    7   28   29   30
CONECT    8    9   31   32
CONECT    9   10   33   34
CONECT   10   11   35   36
CONECT   11   12   13
CONECT   12   37   38   39
CONECT   13   40   41   42
CONECT   14   15   43
CONECT   15   16   16   44
CONECT   16   17   45
CONECT   17   18   19   19
CONECT   18   46   47   48
CONECT   19   20   49
CONECT   20   21   21   22
CONECT   22   50
END

HMDB0244343
     RDKit          3D
3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid
 50 50  0  0  0  0  0  0  0  0999 V2000
    1.2268   -0.9020    1.5444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7948   -0.2423    0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5939   -0.0058    0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6087   -0.3274    0.7855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0265   -0.0710    0.4720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9129   -0.4704    1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4035   -1.1533    2.6133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3623   -0.2862    1.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7394   -0.1466   -0.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8474    0.8562   -0.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3931    0.6187   -0.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7412    2.0080   -0.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9226   -0.1572   -2.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7346    0.1272   -0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1546   -0.0895   -0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0913    0.2700   -1.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5165    0.0905   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0833   -0.5530    0.2199 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3358    0.5276   -1.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7673    0.4186   -1.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4589    0.8540   -2.8559 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4044   -0.1700   -0.8387 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7801   -1.8341    1.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4504   -1.1263    2.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0046   -0.2399    2.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8064    0.4957   -0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3798   -0.8170    1.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8329   -2.0581    2.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2764   -1.3166    3.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7342   -0.4554    3.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7035    0.5699    1.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8796   -1.1945    1.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7816    0.2297   -0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7083   -1.1340   -0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1430    1.8973   -0.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0925    0.8350   -2.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1797    2.2280   -1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5444    2.7950   -0.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1022    2.1340    0.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3587    0.4990   -2.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8129   -0.5482   -2.6030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3996   -1.0506   -1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4543    0.6127   -1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4100   -0.5788    0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7248    0.7655   -2.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3209   -0.8561    0.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6604   -1.4828   -0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7723    0.1236    0.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8839    1.0046   -2.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2576   -0.6936   -0.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  2 14  2  3
 14 15  1  0
 15 16  2  3
 16 17  1  0
 17 18  1  0
 17 19  2  3
 19 20  1  0
 20 21  2  0
 20 22  1  0
 11  5  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 12 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 22 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(all-e)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate	HMDB
(all-e)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid	HMDB
3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate	HMDB
3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid	HMDB
all-(e)-Retinoate	HMDB
all-(e)-Retinoic acid	HMDB
all-trans-Retinoate	HMDB
all-trans-Tretinoin	HMDB
all-trans-Vitamin a acid	HMDB
all-trans-Vitamin a1 acid	HMDB
beta-Retinoate	HMDB
beta-Retinoic acid	HMDB
Retinoate	HMDB, Generator
Retinoic acid	HMDB
trans-Retinoate	HMDB
trans-Retinoic acid	HMDB
Tretin m	HMDB
Vitamin a acid	HMDB

Chemical Formula

C₂₀H₂₈O₂

Average Molecular Weight

300.4351

Monoisotopic Molecular Weight

300.20893014

IUPAC Name

3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid

Traditional Name

isotretinoin

CAS Registry Number

Not Available

SMILES

CC(C=CC1=C(C)CCCC1(C)C)=CC=CC(C)=CC(O)=O

InChI Identifier

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

InChI Key

SHGAZHPCJJPHSC-UHFFFAOYSA-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

Retinoic acid
Diterpenoid
Retinoid skeleton
Medium-chain fatty acid
Branched fatty acid
Methyl-branched fatty acid
Fatty acyl
Unsaturated fatty acid
Fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

retinoid (CHEBI:26536 )
alpha,beta-unsaturated monocarboxylic acid (CHEBI:26536 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB01852)
Extracellular (HMDB: HMDB01852)

Source

Exogenous

Exogenous (HMDB: HMDB01852)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Retinol Metabolism (HMDB: HMDB01852)

Role

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
logP	5.66	ALOGPS
logP	5.01	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	97.79 m³·mol⁻¹	ChemAxon
Polarizability	36.93 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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
DeepCCS	[M+H]+	178.686	30932474
DeepCCS	[M-H]-	176.328	30932474
DeepCCS	[M-2H]-	209.214	30932474
DeepCCS	[M+Na]+	184.779	30932474
AllCCS	[M+H]+	177.6	32859911
AllCCS	[M+H-H2O]+	174.4	32859911
AllCCS	[M+NH4]+	180.5	32859911
AllCCS	[M+Na]+	181.4	32859911
AllCCS	[M-H]-	181.1	32859911
AllCCS	[M+Na-2H]-	181.7	32859911
AllCCS	[M+HCOO]-	182.5	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.	8.33 minutes	32390414
Predicted by Siyang on May 30, 2022	25.9972 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.19 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3405.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	798.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	300.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	502.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	379.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1030.3 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	960.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	99.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2162.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	747.4 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	1810.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	825.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	576.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	507.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	760.6 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
3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid	CC(C=CC1=C(C)CCCC1(C)C)=CC=CC(C)=CC(O)=O	3735.6	Standard polar	33892256
3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid	CC(C=CC1=C(C)CCCC1(C)C)=CC=CC(C)=CC(O)=O	2481.2	Standard non polar	33892256
3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid	CC(C=CC1=C(C)CCCC1(C)C)=CC=CC(C)=CC(O)=O	2553.2	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 - 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-052r-2090000000-042d6c8da37c5b736cfa	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-5149000000-4f0fac256bde7ca831e8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid 10V, Positive-QTOF	splash10-001i-0292000000-d33635530f180450e1d2	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid 20V, Positive-QTOF	splash10-052r-2980000000-91b01d40cb2d53ade788	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid 40V, Positive-QTOF	splash10-052r-6900000000-e8ee88445887714c2929	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid 10V, Negative-QTOF	splash10-052b-0090000000-7146b69cef1cebea398a	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid 20V, Negative-QTOF	splash10-0a5a-0090000000-f3edd439be98fc829756	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid 40V, Negative-QTOF	splash10-053i-3590000000-16f203d5650126f7d77d	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid 10V, Positive-QTOF	splash10-0zir-0973000000-3040e9e4a1a5448efbcb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid 20V, Positive-QTOF	splash10-060c-1950000000-f3b9c9b378f60b8c49a9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid 40V, Positive-QTOF	splash10-0ar3-5910000000-de22eb65f274483f3f98	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid 10V, Negative-QTOF	splash10-052b-0090000000-5f942e3b870e7bd0121b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid 20V, Negative-QTOF	splash10-0a4i-0190000000-22b445382d3977280045	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid 40V, Negative-QTOF	splash10-016r-4900000000-0005b37f6d54a42a84f6	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00755

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023843

KNApSAcK ID

Not Available

Chemspider ID

5337

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tretinoin

METLIN ID

Not Available

PubChem Compound

5538

PDB ID

Not Available

ChEBI ID

26536

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid (HMDB0244343)

MOL for HMDB0244343 (3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid)

3D MOL for HMDB0244343 (3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid)

3D SDF for HMDB0244343 (3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid)

3D-SDF for HMDB0244343 (3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid)

PDB for HMDB0244343 (3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid)

3D PDB for HMDB0244343 (3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid)

SMILES for HMDB0244343 (3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid)

INCHI for HMDB0244343 (3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid)

Structure for HMDB0244343 (3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid)

3D Structure for HMDB0244343 (3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra