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(E) -2-Hexadecenal

CAT: 0931-T84418-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0931-T84418-01Size:10 mg
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CAS Number
22644-96-8
Target
Microtubule Associated, Others, JNK, MLK, Apoptosis
Related Pathways
MAPK, Apoptosis, Cytoskeletal Signaling, Others
Bioactivity
Sphingosine-1-phosphate (S1P), a bioactive lipid crucial in numerous signaling pathways, undergoes irreversible degradation by membrane-bound S1P lyase, producing (E) -2-Hexadecenal, a derivative of sphingolipid breakdown. This compound can be oxidized to (2E) -hexadecenoic acid by long-chain fatty aldehyde dehydrogenase before being activated through linkage to coenzyme A. Notably, (E) -2-Hexadecenal induces cytoskeletal reorganization, leading to cell rounding, detachment, activation of JNK pathway targets, and ultimate apoptosis in a variety of cell types. Furthermore, it readily forms aldehyde-derived DNA adducts through reactions with deoxyguanosine and DNA.
Smiles
CCCCCCCCCCCCC\C=C\C=O
Molecular Formula
C16H30O
Molecular Weight
238.415
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

2-Hexadecenal

2-hexadecenal is a hexadecenal that carries a double bond at position 2. It is a n-alk-2-enal and a hexadecenal.

CAS Number22644-96-8
PubChem CID5280541
IUPAC Name(E)-hexadec-2-enal
Molecular FormulaC16H30O
Molecular Weight238.41
XLogP6.9
Topological Polar Surface Area17.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count13
Heavy Atom Count17
Formal Charge0
Complexity172
SMILES
CCCCCCCCCCCCC/C=C/C=O
InChI
InChI=1S/C16H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h14-16H,2-13H2,1H3/b15-14+
InChIKey
KLJFYXOVGVXZKT-CCEZHUSRSA-N
Chemical Structure
2D Structure
2D structure of 2-Hexadecenal
CAS: 22644-96-8
CID: 5280541
Formula: C16H30O
MW: 238.41
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight238.41
XLogP36.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count13
Exact Mass238.229665576
Monoisotopic Mass238.229665576
Topological Polar Surface Area17.1 Ų
Heavy Atom Count17
Formal Charge0
Complexity172
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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