alpha-Amyrin

Names

[ CAS No. ]:
638-95-9

[ Name ]:
alpha-Amyrin

[Synonym ]:
α-Amyrenol
4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a
12a,14,14a,14b-icosahydropicen-3-ol
a-Amyrenol
Urs-12-en-3b-ol
VIMINALOL
(3S,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,11,12,14b-Octaméthyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydro-3-picénol
AMYRIN,A
MFCD00016754
(3S,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,11,12,14b-Octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-eicosahydro-picen-3-ol
α-Amyrin
EINECS 211-352-1
(3S,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,11,12,14b-Octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydro-3-picenol
Urs-12-en-3β-ol
alpha-amyrin
4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-ol
Urs-12-en-3-ol, (3β)-
Urs-12-en-3-ol
(3β)-Urs-12-en-3-ol
a-amyrin

Biological Activity

[Description]:

α-Amyrin is a pentacyclic triterpenoid. α-Amyrin has long-lasting antinociceptive and anti-inflammatory properties. α-Amyrin can be used for the research of inflammatory[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Inflammation/Immunology

[References]

[1]. J. L. Powers; W. E. Powers (1940). The isolation and identification of alpha- and beta-amyrin from the bark of Viburnum opulus. , 29(4), 175–178.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
493.8±45.0 °C at 760 mmHg

[ Melting Point ]:
178-183°C

[ Molecular Formula ]:
C₃₀H₅₀O

[ Molecular Weight ]:
426.717

[ Flash Point ]:
218.6±21.0 °C

[ Exact Mass ]:
426.386169

[ PSA ]:
20.23000

[ LogP ]:
11.01

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

[ Index of Refraction ]:
1.538

[ Storage condition ]:
2-8℃

MSDS

Click to get detail MSDS

Safety Information

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

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

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...

Related Compounds

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