(2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15-tetramethyl-17-(2,6,6-trimethylcyclohex-1-en-1-yl)heptadeca-2,4,6,8,10,12,14,16-octaenal

• ChemBase ID: 125908
• Molecular Formular: C30H40O
• Molecular Mass: 416.638
• Monoisotopic Mass: 416.3079159
• SMILES: O=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C1=C(CCCC1(C)C)C)\C)\C)/C)/C
• Canonical SMILES: O=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C)\C)/C)/C
• InChI: InChI=1S/C30H40O/c1-24(13-8-9-14-25(2)16-11-18-27(4)23-31)15-10-17-26(3)20-21-29-28(5)19-12-22-30(29,6)7/h8-11,13-18,20-21,23H,12,19,22H2,1-7H3
• InChIKey: DFMMVLFMMAQXHZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15-tetramethyl-17-(2,6,6-trimethylcyclohex-1-en-1-yl)heptadeca-2,4,6,8,10,12,14,16-octaenal; 2,6,11,15-tetramethyl-17-(2,6,6-trimethylcyclohex-1-en-1-yl)heptadeca-2,4,6,8,10,12,14,16-octaenal
• IUPAC Traditional name: apocarotenal; 2,6,11,15-tetramethyl-17-(2,6,6-trimethylcyclohex-1-en-1-yl)heptadeca-2,4,6,8,10,12,14,16-octaenal
• Synonyms: Apocarotenal; trans-β-Apo-8′-carotenal; trans-beta-apo-8'-carotenal; C.I. Food Orange 6; E number 160E; Apocarotenal

Database IDs

• CAS Number: 1107-26-2
• EC Number: 214-171-6
• MDL Number: MFCD00042626
• Beilstein Number: 2064131
• PubChem SID: 24846659; 162220252; 24846800
• PubChem CID: 5478003
• CHEBI ID: 53154
• Chemspider ID: 4585625
• Unique Ingredient Identifier: V22N3E2U32
• Wikipedia Title: Apocarotenal

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 7.603526
• LogD (pH = 7.4): 7.603526
• Log P: 7.603526
• Molar Refractivity: 146.7789 cm^3
• Polarizability: 53.344563 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: chloroform: soluble1 mg/mL, clear to very faintly turbid, intense red-orange
• Apperance: suspension (oily)
• Melting Point: 137-141 °C

Safety Information

• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ~20% apocarotenal basis (UV-vis); ≥10% apocarotenal basis (UV-vis); ≥96.0% (UV)
• Loss on Drying: ≤0.5% loss on drying, 20 °C (HV); ≤8% loss on drying
• Empirical Formula (Hill Notation): C30H40O

DETAILS

Sigma Aldrich - 10810

Biochem/physiol Actions
Natural carotenoid that is formed from β-carotene in vivo and is an inducer of cytochrome P450 1A (CYP1A) in rats and in Ah-receptor-responsive mice.
Other Notes
Internal standard in the detection of citrus carotenoids by reversed-phase HPLC1.

Sigma Aldrich - 10829

Biochem/physiol Actions
Natural carotenoid that is formed from β-carotene in vivo and is an inducer of cytochrome P450 1A (CYP1A) in rats and in Ah-receptor-responsive mice.
Caution
solidifies on refrigeration
Physical form
Suspension of micronized crystals of apocarotenal dispersed in vegetable oils

Sigma Aldrich - 10828

Biochem/physiol Actions
Natural carotenoid that is formed from β-carotene in vivo and is an inducer of cytochrome P450 1A (CYP1A) in rats and in Ah-receptor-responsive mice.
General description
The individual particles contain apocarotenal finely dispersed in a starch coated matrix of gelatin, sucrose and vegetable oil; DL-α-tocopherol and ascorbyl palmitate are added as antioxidants.; It may contain white starch particles.