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Substance Name: Retinol [INN:BAN]
RN: 68-26-8
UNII: G2SH0XKK91
InChIKey: FPIPGXGPPPQFEQ-OVSJKPMPSA-N

Note

  • Retinol and derivatives of retinol that play an essential role in metabolic functioning of the retina, the growth of and differentiation of epithelial tissue, the growth of bone, reproduction, and the immune response. Dietary vitamin A is derived from a variety of CAROTENOIDS found in plants. It is enriched in the liver, egg yolks, and the fat component of dairy products.

Molecular Formula

  • C20-H30-O

Molecular Weight

  • 286.456
 

Classification Codes

  • Human Data
  • Mutation Data
  • Reproductive Effect
  • Vitamin (Anti-Xerophthalmic)

Names and Synonyms

Name of Substance

  • Retinol [INN:BAN]
  • Vitamin A

Synonyms

  • (all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraen-1-ol
  • 2,4,6,8-Nonatetraen-1-ol, 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (all-E)-
  • 3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclchexen-1-yl)-2,4,6,8-nonatetraen-1-ol
  • 3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraen-1-ol, (all-E)-
  • 4-06-00-04133 (Beilstein Handbook Reference)
  • A-Mulsal
  • A-Sol
  • A-Vi-Pel
  • A-Vitan
  • ACON
  • Afaxin
  • Agiolan
  • Agoncal
  • Alcovit A
  • All-trans retinol
  • all-trans-Retinol
  • all-trans-Retinyl alcohol
  • all-trans-Vitamin A
  • all-trans-Vitamin A alcohol
  • Alphalin
  • Alphasterol
  • Anatola
  • Anatola A
  • Anti-infective vitamin
  • Antixerophthalmic vitamin
  • Antixerophthalmisches Vitamin
  • Aoral
  • Apexol
  • Apostavit
  • Aquasol A
  • Aquasynth
  • Atars
  • ATAV
  • Avibon
  • Avita
  • Avitol
  • Axerol
  • Axerophthol
  • Axerophtholum
  • Bentavit A
  • Biosterol
  • BRN 0403040
  • CCRIS 5444
  • Chocola A
  • Del-VI-A
  • Disatabs Tabs
  • Dofsol
  • Dohyfral A
  • EC 200-683-7
  • EINECS 200-683-7
  • Epiteliol
  • HI-A-Vita
  • Homagenets Aoral
  • HSDB 815
  • Lard factor
  • Myvpack
  • Nio-A-let
  • NSC 122759
  • Oleovitamin A
  • Ophthalamin
  • Plivit A
  • Prepalin
  • Retinol
  • Retinol, all trans-
  • Retinolo
  • Retinolo [DCIT]
  • Retinolum
  • Retinolum [INN-Latin]
  • Retrovitamin A
  • Sehkraft A
  • Solu-A
  • Super A
  • Testavol
  • Testavol S
  • UNII-G2SH0XKK91
  • Vaflol
  • Vafol
  • Veroftal
  • VI-alpha
  • Vi-alpha; Vi-alpha
  • Vi-Dom-A
  • Vio-A
  • Vitamin A
  • Vitamin A alcohol
  • Vitamin A alcohol (VAN)
  • Vitamin A alcohol, all-trans-
  • Vitamin a oil
  • Vitamin A1
  • Vitamin A1 alcohol
  • Vitamin A1 alcohol, all trans
  • Vitamin A1, all-trans-
  • Vitamine A
  • Vitaminum A
  • Vitavel-A
  • Vitpex
  • Vogan
  • Vogan-neu
  • Wachstumsvitamin

Systematic Names

  • 3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonate-traen-1-ol
  • Retinol
  • Retinol, all trans-
  • Vitamin A

Superlist Names

  • Alcohol 9,13-dimethyl-7-(1,1,5-trimethyl-6-cyclohexen-5-yl)-7,9,11,13-nonatetraen-15-ol
  • Retinol
  • Vitamin A

Registry Numbers

CAS Registry Number

  • 68-26-8

FDA UNII

  • G2SH0XKK91

Other Registry Numbers

  • 13123-33-6
  • 17104-91-5
  • 5979-23-7

System Generated Number

  • 0000068268

Structure Descriptors

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+

InChIKey

FPIPGXGPPPQFEQ-OVSJKPMPSA-N

Smiles

C=1(C(CCCC1C)(C)C)\C=C\C(=C\C=C\C(=C\CO)C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 912ku/kg/2Y-I (912000iu/kg) LIVER: OTHER CHANGES

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE		 New England Journal of Medicine. Vol. 294, Pg. 805, 1976.
child TDLo oral 5475ku/kg/1Y- (5475000iu/kg) MUSCULOSKELETAL: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: PLEURAL EFFUSION

GASTROINTESTINAL: OTHER CHANGES		 Clinical Pediatrics Vol. 21, Pg. 435, 1982.
infant LDLo oral 442ku/kg/11D- (442000iu/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

BEHAVIORAL: ANOREXIA (HUMAN		 Archives of Pathology and Laboratory Medicine. Vol. 108, Pg. 838, 1984.
man TDLo oral 1217ku/kg/1Y- (1217000iu/kg) BLOOD: HEMORRHAGE

LIVER: "HEPATITIS, FIBROUS (CIRRHOSIS, POST-NECROTIC SCARRING)"

BLOOD: CHANGES IN SPLEEN		 Liver Annual. Vol. 12, Pg. 381, 1992.
mouse LD50 intraperitoneal 1510mg/kg (1510mg/kg)   Journal of the American Academy of Dermatology. Vol. 6, Pg. 652, 1982.
mouse LD50 oral 1510mg/kg (1510mg/kg)   "The Retinoids, Vol.2," Sporn, M.B., et al., eds., New York, Academic Press, Inc., 1984Vol. 2, Pg. 287, 1984.
rat LD50 oral 2gm/kg (2000mg/kg)   Acta Dermato-Venereologica, Supplementum. Vol. 74, Pg. 29, 1975.
women TDLo oral 91000iu/kg/26 (91000iu/kg) LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED"

BEHAVIORAL: ANOREXIA (HUMAN

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"		 American Journal of Medicine. Vol. 97, Pg. 523, 1994.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 63.5 deg C   EXP
log P (octanol-water) 5.68 (none)   EXP
Water Solubility 0.671 mg/L 25 EST
Vapor Pressure 7.50E-08 mm Hg 25 EST
Henry's Law Constant 1.16E-04 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 4.00E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.