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Oleoylcarnitine

CAT: 0804-HY-113261-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-113261-01Size:1 mg
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Description
Oleoylcarnitine, the metabolite which accumulates through suppression of fatty acid β-oxidation, can enhance hepatocarcinogenesis via STAT3 activation[1].
CAS Number
38677-66-6
Product Name Alternative
CP 526555 (dihydrochloride)
UNSPSC
12352211
Target
Endogenous Metabolite
Type
Natural Products
Related Pathways
Metabolic Enzyme/Protease
Applications
Neuroscience-Neuromodulation
Field of Research
Cancer; Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/oleoylcarnitine.html
Purity
99.95
Solubility
DMSO : 25 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
CCCCCCCC/C=C\CCCCCCCC(O[C@H](CC([O-])=O)C[N+](C)(C)C)=O
Molecular Formula
C25H47NO4
Molecular Weight
425.64
References & Citations
[1]Fujiwara N, et al. CPT2 downregulation adapts HCC to lipid-rich environment and promotes carcinogenesis via acylcarnitine accumulation in obesity. Gut. 2018 Aug;67 (8) :1493-1504.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Human Endogenous Metabolite

Chemical Information

Oleoyllevocarnitine

(R)-oleoylcarnitine is an O-acyl-L-carnitine in which the acyl group is specified as oleoyl. It has a role as a human metabolite and a glycine transporter 2 inhibitor. It is functionally related to an oleic acid.

CAS Number38677-66-6
PubChem CID46907933
IUPAC Name(3R)-3-[(Z)-octadec-9-enoyl]oxy-4-(trimethylazaniumyl)butanoate
Molecular FormulaC25H47NO4
Molecular Weight425.6
XLogP7.9
Topological Polar Surface Area66.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count20
Heavy Atom Count30
Formal Charge0
Complexity463
SMILES
CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C
InChI
InChI=1S/C25H47NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(29)30-23(21-24(27)28)22-26(2,3)4/h12-13,23H,5-11,14-22H2,1-4H3/b13-12-/t23-/m1/s1
InChIKey
IPOLTUVFXFHAHI-WHIOSMTNSA-N
Chemical Structure
2D Structure
2D structure of Oleoyllevocarnitine
CAS: 38677-66-6
CID: 46907933
Formula: C25H47NO4
MW: 425.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight425.6
XLogP37.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count20
Exact Mass425.35050898
Monoisotopic Mass425.35050898
Topological Polar Surface Area66.4 Ų
Heavy Atom Count30
Formal Charge0
Complexity463
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
MBS5753616Oleoylcarnitine
TN8218-01(Rac) -Oleoylcarnitine

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