alpha-Amyrin

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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

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

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

Precursor & DownStream

Precursor

  • alpha-Amyrin acetate
  • Lupeol
  • α-Amyrin palmitate
  • URS-12-EN-3-ONE
  • Aluminium isopropoxide
  • 3β-acetoxy-ursen-(12)-one-(16)
  • Sodium ethoxide
  • Nitrogen

DownStream

  • Naphthalene, 1,2,7-trimethyl-

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...


More Articles


Related Compounds

  • 11-oxo-alpha-amyrin
  • alpha-Amyrin acetate
  • alpha-Amyrin palmitate
  • (-)-alpha-Cedrene
  • (-)-alpha-Narcotine
  • ALPHA-MAN-[1->3][ALPHA-MAN-(1->6)]-ALPHA-MAN-[1->6][ALPHA-MAN-(1->3)]-MAN
  • 4-{[2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)spiro[3.3]heptan-2-yl]formamido}butanoic acid
  • (3R)-1-{2-[4-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-1H-pyrazol-1-yl]acetyl}piperidine-3-carboxylic acid
  • 2-[(3R)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)pentanamido]-2-(1-methyl-1H-pyrazol-4-yl)acetic acid
  • 3-[1-(2-{3-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]cyclobutyl}acetyl)azetidin-3-yl]propanoic acid
  • 1-[3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-4,4-difluorobutanamido]cyclohexane-1-carboxylic acid
  • 4-[3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-4,4-difluorobutanamido]pentanoic acid
  • 4-[8-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)octanamido]but-2-enoic acid
  • 3-({bicyclo[3.2.1]octan-3-yl}(methyl)carbamoyl)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid
  • 1-Amino-2,4-dimethyl-3-(propan-2-yl)pentan-3-ol
  • 4-Fluorobicyclo[3.2.0]heptane-1-carboxylic acid
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