Geranyl butyrate - ≥95%, mixture of isomers , CAS No.106-29-6

CAS: 106-29-6 Cat. No.: G165698 Molecular Weight: 224.34 EC Number: 203-381-3

GRADE & PURITY ≥95%, mixture of isomers

Synonyms

trans-3,7-Dimethyl-2,6-octadien-1-yl butyrate | A801412 | LS-14345 | (2E)-3,7-Dimethyl-2,6-octadienyl butyrate # | 3,7-Dimethyl-2,6-octadienyl Butyrate | GERANYL BUTYRATE [FHFI] | J-001564 | 69AVH8L7KL | EINECS 203-381-3 | LMFA07010616 | [(2E)-3,7-dimethy

Storage

Room temperature

Shipped In

Normal

Overview

Geranyl butyrate is one of the key esters that may be contributing to the characteristic flavor of jamun fruit. It also occurs in tomato juice and tomato-based dried products.

Specifications

Synonyms

trans-3, 7-Dimethyl-2, 6-octadien-1-yl butyrate | A801412 | LS-14345 | (2E)-3, 7-Dimethyl-2, 6-octadienyl butyrate # | 3, 7-Dimethyl-2, 6-octadienyl Butyrate | GERANYL BUTYRATE [FHFI] | J-001564 | 69AVH8L7KL | EINECS 203-381-3 | LMFA07010616 | [(2E)-3, 7-dimethy

Specifications & Purity

≥95%, mixture of isomers

Storage

Room temperature

Shipped In

Normal

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 488195411
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488195411
• Canonical Smiles: CCCC(=O)OCC=C(C)CCC=C(C)C
• IUPAC Name: [(2E)-3,7-dimethylocta-2,6-dienyl] butanoate
• InChIKey: ZSBOMYJPSRFZAL-JLHYYAGUSA-N
• INCHI: 1S/C14H24O2/c1-5-7-14(15)16-11-10-13(4)9-6-8-12(2)3/h8,10H,5-7,9,11H2,1-4H3/b13-10+
• Isomeric SMILES: CCCC(=O)OC/C=C(\C)/CCC=C(C)C
• Molecular Weight: 224.34
• Reaxy-Rn: 11143591
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=11143591&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty alcohol esters

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty alcohol esters
• Intermediate Tree Nodes: Not available
• Direct Parent: Fatty alcohol esters
• Alternative Parents: Acyclic monoterpenoids Fatty acid esters Carboxylic acid esters Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Fatty alcohol ester - Monoterpenoid - Acyclic monoterpenoid - Fatty acid ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.
• External Descriptors: Wax monoesters

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

• Molecular Weight: 224.340 g/mol
• XLogP3: 4.300
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 224.178 Da
• Monoisotopic Mass: 224.178 Da
• Topological Polar Surface Area: 26.300 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 258.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Dianqi Yang, Xuxu Li, Chenyu Zhang, Hong Liang, Xiaoqiang Ma.  (2024)  Bioproduction of Geranyl Esters by Integrating Microbial Biosynthesis and Enzymatic Conversion.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:39437419] [10.1021/acs.jafc.4c07847]

2. Weimin Wang, Chuting Xu, Zhe Li, Chaohui Qiu, Fuxing Xu, Chuan-Fan Ding.  (2024)  Development of dual-photoionization ion trap mass spectrometry and its application for direct analysis of VOCs in fruit aroma.  TALANTA,      [PMID:38244311] [10.1016/j.talanta.2024.125673]