NP-MRD: Showing NP-Card for Retinyl ester (NP0087072)

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Record Information

Version

2.0

Created at

2022-05-11 16:39:12 UTC

Updated at

2022-05-11 16:39:12 UTC

NP-MRD ID

NP0087072

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Retinyl ester

Description

Retinyl ester, also known as all-e-retinoate, 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. Retinyl ester is a weakly acidic compound (based on its pKa). In humans, retinyl ester is involved in irinotecan action pathway. Retinyl ester was first documented in 1982 (PMID: 7115749). Retinyl ester is a substrate for Lecithin retinol acyltransferase and Retinal pigment epithelium-specific 65 kDa protein (PMID: 15929633) (PMID: 7561157) (PMID: 8157860) (PMID: 1951160).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 52 52  0  0  0  0  0  0  0  0999 V2000
    1.6366    0.0645   -1.8451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9912   -0.1104   -0.5587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4606   -0.2583   -0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3424   -0.2484   -1.3152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8022   -0.3879   -1.2322 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4741    0.8695   -1.7591 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6803    0.5803   -2.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8161    1.8296   -0.6608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1441    1.5579    0.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3725    0.1466    1.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3602   -0.8609    0.0475 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8331   -1.3207   -0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6687   -2.1186    0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7820   -0.1383    0.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2574    0.0020    0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0205   -0.0255    1.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4671    0.1127    1.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1669    0.2927    0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2226    0.0788    2.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6493    0.2073    2.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3728    0.3642    1.4308 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3040    0.1507    3.6883 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2180    1.0374   -1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3762   -0.7856   -1.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0330    0.0558   -2.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8392   -0.3681    0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8750   -0.1124   -2.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0839   -1.1769   -2.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7256    1.3691   -2.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8746   -0.5020   -2.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5754    0.9811   -3.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5840    1.1197   -2.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9271    1.8853   -0.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5331    2.8710   -0.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6534    2.2411    1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0985    1.8812    0.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7068   -0.0741    1.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4124    0.1390    1.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1541   -1.7484    0.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4723   -0.4637   -0.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8601   -2.1134   -0.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8087   -2.3125   -0.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3473   -3.0120    0.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2936   -1.9683    1.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3338   -0.2683    1.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6115    0.1256   -0.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5558   -0.1570    2.4395 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8846   -0.5722   -0.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7768    1.2359    0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5263    0.3299   -0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6718   -0.0562    3.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9212   -0.3689    4.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  6
 11 13  1  0
 11  5  1  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  1  0
  2 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 22  1  0
 20 21  2  0
  5  6  1  0
  7 30  1  0
  7 31  1  0
  7 32  1  0
  6 29  1  6
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 13 44  1  0
  5 28  1  6
  4 27  1  0
  3 26  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 22 52  1  0
M  END


  Mrv0541 02231219462D          

 22 22  0  0  0  0            999 V2000
   17.7852  -15.3401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3562  -15.3401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0857  -21.2258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6732  -21.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6417  -21.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2127  -19.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6417  -16.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4983  -21.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9273  -21.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2127  -21.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4983  -22.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9273  -22.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2127  -23.1778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0707  -15.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9273  -19.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3562  -16.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2127  -20.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0707  -16.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9273  -20.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6417  -19.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3562  -17.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6417  -18.2277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
  2 14  2  0  0  0  0
  3  8  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  6 15  1  0  0  0  0
  7 16  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  9 10  1  0  0  0  0
  9 12  1  0  0  0  0
 10 17  1  0  0  0  0
 11 13  1  0  0  0  0
 12 13  1  0  0  0  0
 14 18  1  0  0  0  0
 15 19  1  0  0  0  0
 15 20  2  0  0  0  0
 16 18  2  0  0  0  0
 16 21  1  0  0  0  0
 17 19  2  0  0  0  0
 20 22  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0087072

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CCCC(C)(C)C1\C=C\C(\C)=C\C=C\C(\C)=C\C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14,17-18H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14+

> <INCHI_KEY>
WWDMJSSVVPXVSV-YCNIQYBTSA-N

> <FORMULA>
C20H30O2

> <MOLECULAR_WEIGHT>
302.451

> <EXACT_MASS>
302.224580204

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
37.07067757171936

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,2,6-trimethylcyclohexyl)nona-2,4,6,8-tetraenoic acid

> <ALOGPS_LOGP>
6.35

> <JCHEM_LOGP>
5.463605017

> <ALOGPS_LOGS>
-5.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.936687619573186

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
97.2074

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.78e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
retinyl ester

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      33.199 -28.635   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      30.532 -28.635   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      24.427 -39.621   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      23.657 -40.955   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      29.198 -40.185   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.530 -35.565   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      29.198 -30.945   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.197 -40.955   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.864 -40.955   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.530 -40.185   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      25.197 -42.495   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      27.864 -42.495   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.530 -43.265   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      31.865 -29.405   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.864 -36.335   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      30.532 -31.715   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      26.530 -38.645   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      31.865 -30.945   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      27.864 -37.875   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      29.198 -35.565   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      30.532 -33.255   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      29.198 -34.025   0.000  0.00  0.00           C+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3    8                                                            
CONECT    4    8                                                            
CONECT    5    9                                                            
CONECT    6   15                                                            
CONECT    7   16                                                            
CONECT    8    3    4   10   11                                             
CONECT    9    5   10   12                                                  
CONECT   10    8    9   17                                                  
CONECT   11    8   13                                                       
CONECT   12    9   13                                                       
CONECT   13   11   12                                                       
CONECT   14    1    2   18                                                  
CONECT   15    6   19   20                                                  
CONECT   16    7   18   21                                                  
CONECT   17   10   19                                                       
CONECT   18   14   16                                                       
CONECT   19   15   17                                                       
CONECT   20   15   22                                                       
CONECT   21   16   22                                                       
CONECT   22   20   21                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

View in JSmol

Synonyms

Value	Source
56-Dihydroretinoic acid	HMDB
all-e-Retinoic acid	HMDB
56-Dihydroretinoate	HMDB
all-e-Retinoate	HMDB
all-trans-Retinyl ester	HMDB

Chemical Formula

C₂₀H₃₀O₂

Average Mass

302.4510 Da

Monoisotopic Mass

302.22458 Da

IUPAC Name

(2E,4E,6E,8E)-3,7-dimethyl-9-(2,2,6-trimethylcyclohexyl)nona-2,4,6,8-tetraenoic acid

Traditional Name

retinyl ester

CAS Registry Number

Not Available

SMILES

CC1CCCC(C)(C)C1\C=C\C(\C)=C\C=C\C(\C)=C\C(O)=O

InChI Identifier

InChI=1S/C20H30O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14,17-18H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14+

InChI Key

WWDMJSSVVPXVSV-YCNIQYBTSA-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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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

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	6.35	ALOGPS
logP	5.46	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.94	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	97.21 m³·mol⁻¹	ChemAxon
Polarizability	37.07 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

External Links

HMDB ID

HMDB0003598

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023204

KNApSAcK ID

Not Available

Chemspider ID

10607936

KEGG Compound ID

C02075

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6966

PubChem Compound

5460164

PDB ID

Not Available

ChEBI ID

545914

Good Scents ID

Not Available

References

General References

Mills JP, Penniston KL, Tanumihardjo SA: Extra-hepatic vitamin A concentrations in captive Rhesus (Macaca mulatta) and Marmoset (Callithrix jacchus) monkeys fed excess vitamin A. Int J Vitam Nutr Res. 2005 Mar;75(2):126-32. [PubMed:15929633 ]
Zilversmit DB, Morton RE, Hughes LB, Thompson KH: Exchange of retinyl and cholesteryl esters between lipoproteins of rabbit plasma. Biochim Biophys Acta. 1982 Jul 20;712(1):88-93. doi: 10.1016/0005-2760(82)90088-1. [PubMed:7115749 ]
Kang S, Duell EA, Fisher GJ, Datta SC, Wang ZQ, Reddy AP, Tavakkol A, Yi JY, Griffiths CE, Elder JT, et al.: Application of retinol to human skin in vivo induces epidermal hyperplasia and cellular retinoid binding proteins characteristic of retinoic acid but without measurable retinoic acid levels or irritation. J Invest Dermatol. 1995 Oct;105(4):549-56. doi: 10.1111/1523-1747.ep12323445. [PubMed:7561157 ]
Ribaya-Mercado JD, Blanco MC, Fox JG, Russell RM: High concentrations of vitamin A esters circulate primarily as retinyl stearate and are stored primarily as retinyl palmitate in ferret tissues. J Am Coll Nutr. 1994 Feb;13(1):83-6. doi: 10.1080/07315724.1994.10718376. [PubMed:8157860 ]
Stauber PM, Sherry B, VanderJagt DJ, Bhagavan HN, Garry PJ: A longitudinal study of the relationship between vitamin A supplementation and plasma retinol, retinyl esters, and liver enzyme activities in a healthy elderly population. Am J Clin Nutr. 1991 Nov;54(5):878-83. doi: 10.1093/ajcn/54.5.878. [PubMed:1951160 ]

Showing NP-Card for Retinyl ester (NP0087072)

MOL for NP0087072 (Retinyl ester)

3D MOL for NP0087072 (Retinyl ester)

3D SDF for NP0087072 (Retinyl ester)

3D-SDF for NP0087072 (Retinyl ester)

PDB for NP0087072 (Retinyl ester)

3D PDB for NP0087072 (Retinyl ester)

SMILES for NP0087072 (Retinyl ester)

INCHI for NP0087072 (Retinyl ester)

Structure for NP0087072 (Retinyl ester)

3D Structure for NP0087072 (Retinyl ester)