Umbellulone

AdipoGen Life Sciences
Product Code: AG-CN2-0085
CodeSizePrice
AG-CN2-0085-M01010 mg£130.00
Quantity:
AG-CN2-0085-M100100 mg£850.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
+4°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
(-)-Umbellulone; Umbellol; NSC 22046; BRN 2042730; Oreodaphnol; 3-Thujen-2-one
Appearance:
Colourless oil.
CAS:
546-78-1
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep cool and dry.
InChi:
InChI=1S/C10H14O/c1-6(2)10-5-8(10)7(3)4-9(10)11/h4,6,8H,5H2,1-3H3
InChiKey:
LTTVJAQLCIHAFV-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 546-78-1. Formula: C10H14O. MW: 150.2. Isolated from Umbellularia californica Nutt. Offensive principle of the so-called "headache tree". Causes a painful cold sensation. Selective TRPA1 activator. Weak TRPM8 activator. Releases CGRP (calcitonin gene-related peptide) after TRPA1 activation which leads to activation of trigeminovascular pathways and CGRP-mediated neurogenic vasodilatation relevant to produce headache/migraine.
MDL:
MFCD26961114
Molecular Formula:
C10H14O
Molecular Weight:
150.2
Other data:
Irritant: Umbellulone is a headache-inducing monoterpene ketone. Can induce headache when inhaling. Caution should be taken when dealing with this substance.
Package Type:
Vial
Product Description:
Offensive principle of the so-called "headache tree". Causes a painful cold sensation. Selective TRPA1 activator. Weak TRPM8 activator. Releases CGRP (calcitonin gene-related peptide) after TRPA1 activation which leads to activation of trigeminovascular pathways and CGRP-mediated neurogenic vasodilatation relevant to produce headache/migraine.
Purity:
>98% (HPLC)
SMILES:
CC(C)C12CC1C(C)=CC2=O
Solubility Chemicals:
Soluble in DMSO or ethanol.
Source / Host:
Isolated from Umbellularia californica Nutt.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

Umbellulone modulates TRP channels: J. Zhong, et al.; Pflugers Arch. 462, 861 (2011) | The 'headache tree' via umbellulone and TRPA1 activates the trigeminovascular system: R. Nassini, et al.; Brain 135, 376 (2012) | Activation of TRPA1 on dural afferents: a potential mechanism of headache pain: R.M. Edelmayer, et al.; Pain 153, 1949 (2012)

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