(S)-(−)-Citronellal - ≥96% , CAS No.5949-05-3

CAS: 5949-05-3 Cat. No.: S468432 Molecular Weight: 154.25 Beilstein Registry Number: 1(4)3515 EC Number: 227-707-9

GRADE & PURITY ≥96%

Synonyms

(S)-3,7-Dimethyloct-6-enal | 6-Octenal, 3,7-dimethyl-, (S)- | (S)-3,7-Dimethyl-6-octenal | (S)-(-)-Citronellal, 96% | (-) citronellal | (3S)-3,7-dimethyloct-6-enal | HY-111664A | NCGC00357204-01 | SR-01000597418-1 | (S)-(-)-itronellal | (3S)-3,7-dimethyl-

Storage

Room temperature,Argon charged,Desiccated,Cool

Shipped In

Normal

Overview

(S)-(-)-Citronellal is a monoterpenoid compound mainly found inCorymbia citriodoraandCymbopogon nardusessential oils.(S)-(-)-Citronellal may be used in the synthesis of bioactive compounds like (+)-hexahydrocannabinol, (S)-isopulegol, machaeriols A and B.

Specifications

Synonyms

(S)-3, 7-Dimethyloct-6-enal | 6-Octenal, 3, 7-dimethyl-, (S)- | (S)-3, 7-Dimethyl-6-octenal | (S)-(-)-Citronellal, 96% | (-) citronellal | (3S)-3, 7-dimethyloct-6-enal | HY-111664A | NCGC00357204-01 | SR-01000597418-1 | (S)-(-)-itronellal | (3S)-3, 7-dimethyl-

Specifications & Purity

≥96%

Storage

Room temperature, Argon charged, Desiccated, Cool

Shipped In

Normal

Purity

≥96%

Names and Identifiers

• Pubchem Sid: 488189803
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488189803
• Canonical Smiles: CC(CCC=C(C)C)CC=O
• IUPAC Name: (3S)-3,7-dimethyloct-6-enal
• InChIKey: NEHNMFOYXAPHSD-JTQLQIEISA-N
• INCHI: 1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,8,10H,4,6-7H2,1-3H3/t10-/m0/s1
• Isomeric SMILES: C[C@@H](CCC=C(C)C)CC=O
• Molecular Weight: 154.25
• Beilstein: 1(4)3515
• Reaxy-Rn: 1720789
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1720789&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Monoterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Acyclic monoterpenoids
• Alternative Parents: Medium-chain aldehydes Alpha-hydrogen aldehydes Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Acyclic monoterpenoid - Medium-chain aldehyde - Alpha-hydrogen aldehyde - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aldehyde - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.
• External Descriptors: Acyclic monoterpenoids

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

Associated Targets(non-human)

Mycobacterium tuberculosis (203094 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: air sensitive
• Refractive Index: 1.45
• Specific Rotation[α]: -15.5° (neat)
• Flash Point(°F): 167.0 °F
• Flash Point(°C): 75°C(lit.)
• Molecular Weight: 154.250 g/mol
• XLogP3: 3.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 154.136 Da
• Monoisotopic Mass: 154.136 Da
• Topological Polar Surface Area: 17.100 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 132.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Wu S. J., Chen F., Ma X. J., Sun S. Y., Yan H. D., Li T. T., Qiu L. Q..  (2025)  Asymmetric Reduction of (E/Z)-citral to (R)-Citronellal by a Cyanobacterial-Derived Old Yellow Enzyme, CtOYE.  APPLIED BIOCHEMISTRY AND MICROBIOLOGY,      [PMID:] [10.1134/S0003683823602597]