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β-Elemonic acid (Standard)

CAT: 0804-HY-N2454RSize: 1 EachDry Ice: NoHazardous: No
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Description
β-Elemonic acid (Standard) is the analytical standard of β-Elemonic acid. This product is intended for research and analytical applications. β-Elemonic acid is a triterpene isolated from Boswellia carterii. β-Elemonic acid induces cell apoptosis, reactive oxygen species (ROS) and COX-2 expression and inhibits prolyl endopeptidase. β-Elemonic acid exhibits anticancer and anti-inflammatory effects[1][2].
CAS Number
28282-25-9
UNSPSC
12352211
Target
Apoptosis; COX; Endogenous Metabolite; Prolyl Endopeptidase (PREP) ; Reactive Oxygen Species (ROS) ; Reference Standards
Type
Reference Standards
Related Pathways
Apoptosis; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB; Others
Field of Research
Cancer; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/β-elemonic-acid-standard.html
Smiles
C[C@@]12C3=C(CC[C@]1([C@@]([C@@H](C(O)=O)CC/C=C(C)/C)([H])CC2)C)[C@@]4([C@@](C(C)(C(CC4)=O)C)([H])CC3)C
Molecular Formula
C30H46O3
Molecular Weight
454.68
References & Citations
[1]Atta-ur-Rahman, et al. Bioactive constituents from Boswellia papyrifera. J Nat Prod. 2005 Feb;68 (2) :189-93.|[2]Wu TT, et al. β-Elemonic acid inhibits the cell proliferation of human lung adenocarcinoma A549 cells: The roleof MAPK, ROS activation and glutathione depletion. Oncol Rep. 2016 Jan;35 (1) :227-34.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Elemonic acid

beta-Elemonicacid has been reported in Boswellia sacra, Trattinnickia burserifolia, and Boswellia papyrifera with data available.

CAS Number28282-25-9
PubChem CID15559100
IUPAC Name(2S)-6-methyl-2-[(5R,10S,13S,14S,17S)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-5-enoic acid
Molecular FormulaC30H46O3
Molecular Weight454.7
XLogP7.2
Topological Polar Surface Area54.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Heavy Atom Count33
Formal Charge0
Complexity904
SMILES
CC(=CCC[C@@H]([C@@H]1CC[C@]2([C@]1(CCC3=C2CC[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)C)C)C(=O)O)C
InChI
InChI=1S/C30H46O3/c1-19(2)9-8-10-20(26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h9,20-21,24H,8,10-18H2,1-7H3,(H,32,33)/t20-,21-,24-,28+,29-,30+/m0/s1
InChIKey
XLPAINGDLCDYQV-SDTWUMECSA-N
Chemical Structure
2D Structure
2D structure of Elemonic acid
CAS: 28282-25-9
CID: 15559100
Formula: C30H46O3
MW: 454.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight454.7
XLogP37.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Exact Mass454.34469533
Monoisotopic Mass454.34469533
Topological Polar Surface Area54.4 Ų
Heavy Atom Count33
Formal Charge0
Complexity904
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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