NP-MRD: Showing NP-Card for 13-cis retinol (NP0169741)

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Record Information

Version

2.0

Created at

2022-09-03 05:45:18 UTC

Updated at

2022-09-03 05:45:18 UTC

NP-MRD ID

NP0169741

Secondary Accession Numbers

None

Natural Product Identification

Common Name

13-cis retinol

Description

13-Cis Retinol, also known as neovitamin a, 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. Thus, 13-cis retinol is considered to be an isoprenoid lipid molecule. These receptors function as ligand-activated transcription factors that modulate gene transcription. 13-Cis Retinol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 13-Cis Retinol exists in all living organisms, ranging from bacteria to humans. 13-Cis Retinol is a potentially toxic compound. Vision:Vitamin A (all-trans retinol) is converted in the retina to the 11-cis-isomer of retinaldehyde or 11-cis-retinal. Acute toxicity (single ingestion of 7 500 RE or 25 000 IU per kg or more): Signs and symptoms may be delayed for 8 to 24 hours and include: Increased intracranial pressure, headache, irritability, drowsiness, dizziness, lethargy, vomiting, diarrhea, bulging of fontanels in infants, diplopia, papilledema. 13-Cis Retinol accumulates as a consequence of reduced 11-cis-retinol oxidation capacity. Retinol is conjugated with glucuronic acid; the B-glucuronide undergoes enterohepatic circulation and oxidation to retinol and retinoic acid. 11-Cis-retinal functions in the retina in the transduction of light into the neural signals necessary for vision. 13-cis retinol is found in Homo sapiens and Pandalus borealis. 13-cis retinol was first documented in 2000 (PMID: 10825191). Epithelial differentiation: The role of Vitamin A in epithelial differentiation, as well as in other physiological processes, involves the binding of Vitamin A to two families of nuclear retinoid receptors (retinoic acid receptors, RARs; and retinoid-X receptors, RXRs).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 51 51  0  0  0  0  0  0  0  0999 V2000
   -3.2631   -3.1828   -0.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7511   -1.8099   -0.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8785   -0.8291   -0.5693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4968   -1.1274   -0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5463   -0.2419    0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8060   -0.5951    0.4732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0569   -1.9925    0.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7248    0.3411    0.5714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0689    0.0745    1.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9601    1.0572    1.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972    0.7378    1.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6540   -0.6668    1.9319 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2149    1.6739    1.6468 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0289    3.0880    1.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2643    3.9126    2.4263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2583    0.5475   -0.9387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3680    1.0814   -2.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0310    1.4959    0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6664    0.7026   -1.3873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2527   -0.5354   -2.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1537   -1.7144   -1.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4435   -3.4231   -0.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8898   -3.1276    0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0813   -3.9207   -0.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2303   -2.1490    0.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7293    0.7823   -0.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7158   -2.6292   -0.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3841   -2.2658    1.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0866   -2.2559    0.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4601    1.3630    0.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4012   -0.9016    1.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6184    2.0282    0.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4224   -1.3520    1.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7206   -0.7637    2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0863   -1.0068    2.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2022    1.3248    2.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0406    3.2979    0.9479 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7505    3.4075    0.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1264    3.5767    2.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9250    2.0523   -1.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6198    0.3117   -2.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0120    1.2054   -2.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6405    0.9749    1.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0519    1.8651    0.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4757    2.3884   -0.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7383    1.5081   -2.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2827    1.0681   -0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6853   -0.7841   -2.9368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2928   -0.3146   -2.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8808   -1.6621   -0.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4464   -2.6152   -1.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  6  2  0
  6  7  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 21  1  0
 21 20  1  0
 20 19  1  0
 19 16  1  0
 16 17  1  0
 16 18  1  0
 16  3  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 10 32  1  0
  9 31  1  0
  8 30  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
  5 26  1  0
  4 25  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 21 50  1  0
 21 51  1  0
 20 48  1  0
 20 49  1  0
 19 46  1  0
 19 47  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
M  END


  Mrv1652304202020002D          

 21 21  0  0  0  0            999 V2000
    0.0000    0.8250    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
   -0.7145   -0.4125    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
    0.7145   -0.4125    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
    1.4289    0.8250    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.5395    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
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5 21  1  0  0  0  0
  1  6  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 16  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0169741

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(=C\CO)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13-

> <INCHI_KEY>
FPIPGXGPPPQFEQ-HWCYFHEPSA-N

> <FORMULA>
C20H30O

> <MOLECULAR_WEIGHT>
286.4516

> <EXACT_MASS>
286.229665582

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
36.278495170360316

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol

> <ALOGPS_LOGP>
6.38

> <JCHEM_LOGP>
4.694093173000001

> <ALOGPS_LOGS>
-4.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.435769749539965

> <JCHEM_PKA_STRONGEST_BASIC>
-2.1707943115512176

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
97.9234

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.58e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13-cis retinol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.003   0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      13.337  -1.540   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669   3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.770   2.874   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.770   2.874   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
CONECT    1   19   20    2    6                                             
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4   21    6                                                  
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   18                                                       
CONECT   15   18                                                            
CONECT   16    9                                                            
CONECT   17   13                                                            
CONECT   18   14   15                                                       
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    5                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Value	Source
(13cis)-Retinol	ChEBI
(2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol	ChEBI
RETINOL	ChEBI
Neovitamin a	Kegg
(11-cis,13-cis)-Retinol acetate	HMDB
11,13-Di-cis-vitamin a acetate	HMDB
11-cis-13-cis-Retinol acetate	HMDB
11-cis-13-cis-Retinyl acetate	HMDB

Chemical Formula

C₂₀H₃₀O

Average Mass

286.4516 Da

Monoisotopic Mass

286.22967 Da

IUPAC Name

(2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol

Traditional Name

13-cis retinol

CAS Registry Number

Not Available

SMILES

C\C(=C\CO)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C

InChI Identifier

InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13-

InChI Key

FPIPGXGPPPQFEQ-HWCYFHEPSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Homo sapiens	LOTUS Database	35616633
Pandalus borealis	LOTUS Database	35616633

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
Fatty alcohol
Fatty acyl
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

retinol (CHEBI:45479 )
Retinoids (LMPR01090011 )

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	6.38	ALOGPS
logP	4.69	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	16.44	ChemAxon
pKa (Strongest Basic)	-2.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	97.92 m³·mol⁻¹	ChemAxon
Polarizability	36.28 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

External Links

HMDB ID

HMDB0006221

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB010848

KNApSAcK ID

Not Available

Chemspider ID

8079655

KEGG Compound ID

C19962

BioCyc ID

Not Available

BiGG ID

2455099

Wikipedia Link

Vitamin A

METLIN ID

Not Available

PubChem Compound

9904001

PDB ID

Not Available

ChEBI ID

45479

Good Scents ID

Not Available

References

General References

Driessen CA, Winkens HJ, Hoffmann K, Kuhlmann LD, Janssen BP, Van Vugt AH, Van Hooser JP, Wieringa BE, Deutman AF, Palczewski K, Ruether K, Janssen JJ: Disruption of the 11-cis-retinol dehydrogenase gene leads to accumulation of cis-retinols and cis-retinyl esters. Mol Cell Biol. 2000 Jun;20(12):4275-87. doi: 10.1128/MCB.20.12.4275-4287.2000. [PubMed:10825191 ]
LOTUS database [Link]

Showing NP-Card for 13-cis retinol (NP0169741)

MOL for NP0169741 (13-cis retinol)

3D MOL for NP0169741 (13-cis retinol)

3D SDF for NP0169741 (13-cis retinol)

3D-SDF for NP0169741 (13-cis retinol)

PDB for NP0169741 (13-cis retinol)

3D PDB for NP0169741 (13-cis retinol)

SMILES for NP0169741 (13-cis retinol)

INCHI for NP0169741 (13-cis retinol)

Structure for NP0169741 (13-cis retinol)

3D Structure for NP0169741 (13-cis retinol)