trans-β-Apo-8′-carotenal - ≥96% , CAS No.1107-26-2

CAS: 1107-26-2 Cat. No.: A106806 Molecular Weight: 416.64 Beilstein Registry Number: 2064131 EC Number: 214-171-6

GRADE & PURITY ≥96%

Synonyms

Q274972 | 4-07-00-01782 (Beilstein Handbook Reference) | all-trans-beta-Apo-8'-carotenal | Beta-apo-8'-carotenal(trans) | BETA-APO-8-CAROTENAL(TRANS) | RGL5YE86CZ | all-trans-8'-apo-beta-carotenal | BETA-APO-8'-CAROTENAL [FCC] | 8'Apo-beta,psi-carotenal |

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

Q274972 | 4-07-00-01782 (Beilstein Handbook Reference) | all-trans-beta-Apo-8'-carotenal | Beta-apo-8'-carotenal(trans) | BETA-APO-8-CAROTENAL(TRANS) | RGL5YE86CZ | all-trans-8'-apo-beta-carotenal | BETA-APO-8'-CAROTENAL [FCC] | 8'Apo-beta, psi-carotenal |

Specifications & Purity

≥96%

Biochemical and Physiological Mechanisms

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.

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥96%

Names and Identifiers

• Canonical Smiles: CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=O)C)C
• IUPAC Name: (2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15-tetramethyl-17-(2,6,6-trimethylcyclohexen-1-yl)heptadeca-2,4,6,8,10,12,14,16-octaenal
• InChIKey: DFMMVLFMMAQXHZ-DOKBYWHISA-N
• 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/b9-8+,15-10+,16-11+,21-20+,24-13+,25-14+,26-17+,27-18+
• Isomeric SMILES: CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=O)/C)/C
• WGK Germany: 2
• Molecular Weight: 416.64
• Beilstein: 2064131
• Reaxy-Rn: 3038936
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3038936&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Triterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Triterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Triterpenoids
• Alternative Parents: Enals Organic oxides Hydrocarbon derivatives Aldehydes
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Triterpenoid - Enal - Alpha,beta-unsaturated aldehyde - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aldehyde - Aliphatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
• External Descriptors: enal - apo carotenoid triterpenoid

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: chloroform: 1 mg/mL, clear to very faintly turbid, intense red-orange
• Sensitivity: light sensitive&air sensitive
• Melt Point(°C): 138-141°C
• Molecular Weight: 416.600 g/mol
• XLogP3: 9.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 416.308 Da
• Monoisotopic Mass: 416.308 Da
• Topological Polar Surface Area: 17.100 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 887.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 8
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 8
• Covalently-Bonded Unit Count: 1

References

1. Wenjing Su, Wenhao Xu, Weike Su.  (2023)  One-Pot, Water-Based Disruption of Cell Walls and Astaxanthin Extraction from Haematococcus pluvialis by Mechanochemistry.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.2c06726]

2. Pan Weimin, Zhou Yong-Ling, Wang Jian, Dai Huai-En, Wang Xiao, Liu Lin.  (2022)  Structural and Functional Analysis of Nonheme Iron Enzymes BCMO-1 and BCMO-2 from Caenorhabditis elegans.  Frontiers in Molecular Biosciences,      [PMID:35223999] [10.3389/fmolb.2022.844453]

3. Dianqi Yang, Jiawei Huang, Yufeng Wu, Lijin Jiang, Chenyu Zhang, Zhipeng Qi, Da Wu, Jiale Wang, Xiaoqiang Ma.  (2025)  Microbial Biosynthesis of β-Ionone and Its Hydroxylated Derivative via Enzyme and Metabolic Engineering.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:41442486] [10.1021/acs.jafc.5c08549]