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

• ChemBase ID: 102844
• Molecular Formular: C36H60O2
• Molecular Mass: 524.8604
• Monoisotopic Mass: 524.45933116
• SMILES: CCCCCCCCCCCCCCCC(=O)OC/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)CCCC1(C)C
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC/C=C(/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C)\C
• InChI: InChI=1S/C36H60O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-25-35(37)38-30-28-32(3)23-20-22-31(2)26-27-34-33(4)24-21-29-36(34,5)6/h20,22-23,26-28H,7-19,21,24-25,29-30H2,1-6H3
• InChIKey: VYGQUTWHTHXGQB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl hexadecanoate; (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl hexadecanoate
• IUPAC Traditional name: 3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl hexadecanoate; vitamin a palmitate
• Synonyms: Retinyl palmitate; VITAMIN A PALMITATE; VITAMIN A PALMITATE IN CORN OIL; all-trans-Retinol palmitate; Retinyl palmitate; ALL trans-RETINOL PALMITATE SYNTHETIC; Vitamin A palmitate; RETINOL PALMITATE ALL trans ISOMER IN VEGETABLE OIL; 维生素 A 棕榈酸酯

Database IDs

• CAS Number: 79-81-2
• EC Number: 201-228-5
• MDL Number: MFCD00019414
• Beilstein Number: 1917366
• PubChem SID: 24899361; 162090560; 24899347
• PubChem CID: 5280531

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 11.615147
• LogD (pH = 7.4): 11.615147
• Log P: 11.615147
• Molar Refractivity: 171.5148 cm^3
• Polarizability: 65.98514 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: oil
• Melting Point: 28-29°C
• Flash Point: 194 °C; 381.2 °F

Safety Information

• Storage Condition: 2-8°C; 2-8°C, Desiccate, Store Under Nitrogen, Protect from light; 2-8°C, Store Under Nitrogen; 2-8°C, Store Under Nitrogen, Protect from light
• RTECS: VH6860000
• European Hazard Symbols: Toxic (T); Harmful (Xn)
• German water hazard class: 1; 3
• Risk Statements: 61-53; 63
• Safety Statements: 36/37; 53-45
• GHS Pictograms: GHS08
• GHS Signal Word: Danger; Warning
• GHS Hazard statements: H360D-H413; H361
• GHS Precautionary statements: P201-P308 + P313; P281
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Others

Product Information

• Purity: ≥85% (HPLC)
• Salt Data: Free Base
• Potency: 1,600,000-1,800,000 USP units per g
• Contains: 1-5% butylated hydroxytoluene as antioxidant; BHA/BHT as stabilizer
• Type: Type IV
• Does not contain: antioxidant
• Empirical Formula (Hill Notation): C36H60O2

DETAILS

MP Biomedicals - 02103262

Water Dispersable: Dry 250,000 USP units/g

MP Biomedicals - 02199002

(Retinyl palmitate)
~1,700,000 units/g

MP Biomedicals - 02103263

Synthetic
In vegetable oil
1 million units/g

MP Biomedicals - 02156523

All Trans Isomer
Synthetic
Crystalline
Dispersed in acacia-starch matrix. Water dispersible.
Approx. 250,000 USP units per gram. Contains BHA and BHT to retard oxidation.

MP Biomedicals - 02156521

All Trans Isomer
Vegetable Oil Solution
Synthetic
Approx. 1,600,000 USP units per gram.

Sigma Aldrich - R1512

Biochem/physiol Actions
Review: Vitamin A metabolism.1
Retinal, retinol and retinoic acid are the aldehyde, alcohol and acid forms of vitamin A. The retinoids exist as many geometric isomers due to the unsaturated bonds in the aliphatic chain.Retinoids also exist as retinyl esters such as retinyl propionate, retinyl acetate and retinyl palmitate. Retinyl esters provide pools of vitamin A that are converted into retinol and other retinoids as needed. Retinyl palmitate is a major storage form of vitamin A. Retinyl palmitate is widely used in pharmaceutical and cosmetic applications.
Packaging
Sealed ampule.
Physical form
oil or solid

Sigma Aldrich - R3375

Biochem/physiol Actions
Review: Vitamin A metabolism.1
Retinal, retinol and retinoic acid are the aldehyde, alcohol and acid forms of vitamin A. The retinoids exist as many geometric isomers due to the unsaturated bonds in the aliphatic chain.Retinoids also exist as retinyl esters such as retinyl propionate, retinyl acetate and retinyl palmitate. Retinyl esters provide pools of vitamin A that are converted into retinol and other retinoids as needed. Retinyl palmitate is a major storage form of vitamin A. Retinyl palmitate is widely used in pharmaceutical and cosmetic applications.
Packaging
Sealed ampule.
Physical form
Oil at room temperature

Sigma Aldrich - 95150

Biochem/physiol Actions
Review: Vitamin A metabolism.1
Unit Definition
1 U corresponds to 1 international U acc. to Ph Eur II, 217 (1983)