beta-Amyrin

Names

[ CAS No. ]:
559-70-6

[ Name ]:
beta-Amyrin

[Synonym ]:
B-AMYRIN
MFCD00017381
(3β)-Olean-12-én-3-ol
Olean-12-en-3-ol
(3S,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-Octaméthyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydro-3-picénol
(3β)-Olean-12-en-3-ol
β-Amyrenol
β-amyrin
Olean-12-en-3b-ol
AMYRIN,B
Olean-12-en-3-ol, (3β)-
(3S,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-Octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydro-3-picenol
beta-amyrin
b-amyrenol
Olean-12-en-3β-ol
Einecs 209-204-6

Biological Activity

[Description]:

β-Amyrin, an ingredient of the surface wax of tomato fruit and dandelion coffee, blocks amyloid β (Aβ)-induced long-term potentiation (LTP) impairment. β-amyrin is a promising candidate of treatment for AD[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others

[References]

[1]. Park HJ, et al. β-Amyrin Ameliorates Alzheimer's Disease-Like Aberrant Synaptic Plasticity in the Mouse Hippocampus. Biomol Ther (Seoul). 2019 Jul 30.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
490.7±44.0 °C at 760 mmHg

[ Melting Point ]:
187-190°C

[ Molecular Formula ]:
C₃₀H₅₀O

[ Molecular Weight ]:
426.717

[ Flash Point ]:
217.7±20.7 °C

[ Exact Mass ]:
426.386169

[ PSA ]:
20.23000

[ LogP ]:
11.06

[ Vapour Pressure ]:
0.0±2.8 mmHg at 25°C

[ Index of Refraction ]:
1.539

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S22-S45

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

β-Amyrin biosynthesis: the critical role of steric volume at C-19 of 2,3-oxidosqualene for its correct folding to generate the pentacyclic scaffold.

Org. Lett. 16(13) , 3548-51, (2014)

The effect of the steric volume at C-19 of (3S)-2,3-oxidosqualene 1 on the polycyclization reaction by β-amyrin synthase was examined. The substrate analogs, in which the methyl group at C-19 of 1 was...

Comparative analysis of CYP93E proteins for improved microbial synthesis of plant triterpenoids.

Phytochemistry 108 , 47-56, (2014)

Cytochrome P450-dependent monooxygenases (P450s) belonging to the CYP93E subfamily catalyze the C-24 oxidation of the triterpene backbone during the biosynthesis of triterpenoid saponins, which are bi...

Antitrypanosomal triterpenoid with an ε-lactone E-ring from Salvia urmiensis.

J. Nat. Prod. 76(9) , 1806-9, (2013)

A new triterpenoid, urmiensolide (1), was isolated from Salvia urmiensis. The structure was elucidated by a combination of 1D and 2D NMR, HRESIMS, and X-ray crystallographic analyses. The absolute con...