ChemicalBook--->CAS DataBase List--->28282-25-9

28282-25-9

28282-25-9 Structure

28282-25-9 Structure
IdentificationBack Directory
[Name]

BETA-ELEMONIC ACID
[CAS]

28282-25-9
[Synonyms]

β-Elemonic
Beta-EleMonic
β-deMonic acid
β-demonic-acid
β-Elemonic acid
B-ELEMONIC ACID
β-Elemonic acid
BETA-ELEMONIC ACID
Elemadienonic acid
3-Oxotirucallic acid
3-Oxotirucallenoic acid
3-Oxo-8,24-tirucalledien-21-oic acid
3-OXOTIRUCALLA-8,24-DIEN-21-OIC ACID
3-Ketotirucalla-8,24-dien-21-oic acid
(20S)-3-Oxoeupha-8,24-diene-21-oic acid
3-Oxo-5α-tirucalla-8,24-dien-21-oic acid
(13α,14β,17α,20S)-3-Oxolanosta-8,24-dien-21-oic acid
(13α,14β,17α,20S)-3-Oxo-5α-lanosta-8,24-dien-21-oic acid
Lanosta-8,24-dien-21-oic acid, 3-oxo-, (13α,14β,17α,20S)-
β-Elemonic acid, 98%, from Canarium album (Lour.) Raeusch.
(13alpha,14beta,17alpha,20S)-3-Oxolanosta-8,24-dien-21-oic acid
[EINECS(EC#)]

300-005-5
[Molecular Formula]

C30H46O3
[MDL Number]

MFCD00467083
[MOL File]

28282-25-9.mol
[Molecular Weight]

454.68
Chemical PropertiesBack Directory
[Melting point ]

224-225°C
[Boiling point ]

565.2±50.0 °C(Predicted)
[density ]

1.07
[storage temp. ]

2-8°C
[solubility ]

DMF: 30 mg/ml; DMF:PBS (pH 7.2)(1:3): 0.25 mg/ml; DMSO: 5 mg/ml; Ethanol: 5 mg/ml
[form ]

A crystalline solid
[pka]

4.65±0.10(Predicted)
[color ]

White to off-white
[InChIKey]

XLPAINGDLCDYQV-XUWOXAENSA-N
[SMILES]

C\C(C)=C\CC[C@@H]([C@@H]1CC[C@]2(C)C3=C(CC[C@@]12C)[C@@]4(C)CCC(=O)C(C)(C)[C@@H]4CC3)C(O)=O
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

13 - Non Combustible Solids
Questions And AnswerBack Directory
[Description]

β-Elemonic acid is a triterpene isolated from Boswellia (Burseraceae) that exhibits anticancer activity. It inhibits growth of non-small cell lung cancer (NSCLC) A549 cells (IC50 = 6.92 µM) in vitro. β-Elemonic acid induces apoptosis and cytotoxicity in A549 cells in a dose-dependent manner but has no effect on normal epithelial WI-38 cells. It inhibits phosphorylation of p42/44, MAPK/JNK, and p38 and induces production of reactive oxygen species (ROS) and COX-2 expression in vitro. β-Elemonic acid also inhibits prolyl endopeptidase (IC50 = 39.74 µM) in vitro.
[Uses]

beta-Elemonic acid is found in herbs and spices. beta-Elemonic acid is a constituent of elemi resin. beta-Elemonic acid is a flavouring agent.
Hazard InformationBack Directory
[Chemical Properties]

White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from frankincense.
[IC 50]

COX-2
[References]

[1] ATTA-UR RAHMAN. Bioactive Constituents from Boswellia papyrifera[J]. Journal of Natural Products , 2005, 68 2: 189-193. DOI: 10.1021/np040142x
[2] TSU-TUAN WU. β-Elemonic acid inhibits the cell proliferation of human lung adenocarcinoma A549 cells: The role of MAPK, ROS activation and glutathione depletion.[J]. Oncology reports, 2016, 16 1: 227-234. DOI: 10.3892/or.2015.4368
Spectrum DetailBack Directory
[Spectrum Detail]

β-Elemonic Acid(28282-25-9)1HNMR
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