89231

(−)-α-Thujone

≥96.0% (GC)

Manufacturer: Sigma Aldrich

Synonym(S): (-)-alpha-Thujone, (1S,4R)-1-Isopropyl-4-methylbicyclo[3.1.0]hexan-3-one

Select a Size

Pack Size SKU Availability Price
1 ML 89231-1-ML In Stock ₹ 8,746.60
5 ML 89231-5-ML In Stock ₹ 27,484.68

89231 - 1 ML

₹ 8,746.60

In Stock

Quantity

1

Base Price: ₹ 8,746.60

GST (18%): ₹ 1,574.388

Total Price: ₹ 10,320.988

Quality Level

100

Assay

≥96.0% (GC)

form

liquid

optical activity

[α]20/D −19.0±2.0°, neat

refractive index

n20/D 1.450

density

0.914 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(C)[C@@]12C[C@@H]1[C@@H](C)C(=O)C2

InChI

1S/C10H16O/c1-6(2)10-4-8(10)7(3)9(11)5-10/h6-8H,4-5H2,1-3H3/t7-,8-,10+/m1/s1

InChI key

USMNOWBWPHYOEA-MRTMQBJTSA-N

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Description

  • General description: (-)-α-Thujone, a monoterpene ketone found in the essential oil of Thuja occidentalis, shows potent antitumorigenic effect.[1]
  • Application: A six-step total synthesis of α-thujone and d6-α-thujone, enabling facile access to isotopically labelled metabolites: This study presents a concise method for synthesizing α-thujone, useful for creating isotopically labeled derivatives for research purposes (Thamm et al., 2016). Enhancement of CD3AK cell proliferation and killing ability by α-thujone: Investigates α-thujone′s ability to enhance the proliferation and cytotoxic activity of CD3AK cells, suggesting potential immunological applications (Zhou et al., 2016). α-Thujone exhibits an antifungal activity against F. graminearum by inducing oxidative stress, apoptosis, epigenetics alterations and reduced toxin synthesis: Demonstrates the antifungal effects of α-thujone against Fusarium graminearum, which could make it a valuable alternative to traditional fungicides (Teker et al., 2021).
  • Biochem/physiol Actions: GABAA receptor antagonist.
  • Other Notes: Chiral building block[2][3][4]

SAFETY INFORMATION

Pictograms

GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 1

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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89231

≥96.0% (GC)...


Quality Level:
100

Assay:
≥96.0% (GC)

form:
liquid

optical activity:
[α]20/D −19.0±2.0°, neat

refractive index:
n20/D 1.450

density:
0.914 g/mL at 20 °C (lit.)

storage temp.:
2-8°C

SMILES string:
CC(C)[C@@]12C[C@@H]1[C@@H](C)C(=O)C2

InChI:
1S/C10H16O/c1-6(2)10-4-8(10)7(3)9(11)5-10/h6-8H,4-5H2,1-3H3/t7-,8-,10+/m1/s1

InChI key:
USMNOWBWPHYOEA-MRTMQBJTSA-N

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__

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__

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SMILES string:
CC1=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)NC1=O

InChI:
1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)/t6-,7+,8+/m0/s1

InChI key:
IQFYYKKMVGJFEH-XLPZGREQSA-N

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Supelco

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InChI:
__

InChI key:
__