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(S) ​-​ (-​) ​-​Citronellal

CAT: 0804-HY-111664A-01Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-111664A-01Size:500 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
(S) - (-) -Citronellal is a monoterpenoid compound derived from a biosynthetic pathway with mevalonic acid serving as the only carbon source. (S) - (-) -Citronellal can be found in Corymbia citriodora and Cymbopogon nardus essential oils. (S) - (-) -Citronellal can act as a starting material of cyclization process[1][2].
CAS Number
5949-05-3
Product Name Alternative
(-​) ​-​Citronellal
UNSPSC
12352211
Hazard Statement
H315, H319, H335
Target
Endogenous Metabolite
Type
Natural Products
Related Pathways
Metabolic Enzyme/Protease
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/s-citronellal.html
Purity
99.66
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
C/C(C)=C\CC[C@H](C)CC=O
Molecular Formula
C10H18O
Molecular Weight
154.25
Precautions
H315, H319, H335
References & Citations
[1]Altshuler O, et al. Enantioselective effects of (+) - and (-) -citronellal on animal and plant microtubules. J Nat Prod. 2013 Sep 27;76 (9) :1598-604.|[2]Bruce L. Jensen, et al. Cyclization of the Monoterpene Citronellal to Isopulegol: A Biomimetic Natural Product Synthesis. J. Chem. Educ.200077111474.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

(S)-(-)-Citronellal

(S)-(-)-citronellal is the (3S)-stereoisomer of 3,7-dimethyloct-6-enal (citronellal). It is an enantiomer of a (R)-(+)-citronellal.

CAS Number5949-05-3
PubChem CID443157
IUPAC Name(3S)-3,7-dimethyloct-6-enal
Molecular FormulaC10H18O
Molecular Weight154.25
XLogP3
Topological Polar Surface Area17.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count5
Heavy Atom Count11
Formal Charge0
Complexity132
SMILES
C[C@@H](CCC=C(C)C)CC=O
InChI
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
InChIKey
NEHNMFOYXAPHSD-JTQLQIEISA-N
Chemical Structure
2D Structure
2D structure of (S)-(-)-Citronellal
CAS: 5949-05-3
CID: 443157
Formula: C10H18O
MW: 154.25
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight154.25
XLogP33
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count5
Exact Mass154.135765193
Monoisotopic Mass154.135765193
Topological Polar Surface Area17.1 Ų
Heavy Atom Count11
Formal Charge0
Complexity132
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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FC33220-01Citronellal
sc-234400(±) -Citronellal
C11670(-) -Citronellal
OR938258-01(+) -Citronellal
TRC-C525050-1ML(-)-Citronellal
TRC-C525025-1G(+)-Citronellal
T13449-01(R) - (+) -Citronellal
T8013-01(S) ​-​ (-​) ​-​Citronellal
TRC-C525025-250MG(+)-Citronellal (>90%)
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