[CAS NO. 591-12-8]??α-Angelica lactone

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PRODUCTS SPECIFICATIONS [591-12-8]

Catalog

HY-N0548

Brand

MCE

CAS

591-12-8

DESCRIPTION [591-12-8]

Overview

MDL	MFCD00005375
Molecular Weight	98.10
Molecular Formula	C5H6O2
SMILES	O=C1OC(C)=CC1

For research use only. We do not sell to patients.

1 Publications Citing Use of MCE

[1]Research Square Print. 2022 May.

Summary

α-Angelica lactone is a naturally occurring anticarcinogen and an vinylogous nucleophile. α-Angelica lactone can give the chiral δ-amino γ,γ-disubstituted butenolide carbonyl derivatives and exhibitselectrophilic trapping at the γ-carbon. α-Angelica lactone exerts strong chemoprotective effects by selective enhancement of glutathione-S-thansferase (GST) and UDP-glucononosyltransferase (UGT) detoxification enzymes ^[1] ^[2] ^[3] ^[4] .

IC50 & Target

Glutathione-S-thansferase (GST) detoxification enzyme ^[1] ^[2]
UDP-glucononosyltransferase (UGT) detoxification enzyme ^[2]

Appearance

Oil

Source

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, sealed storage, away from moisture

* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)

Solvent & Solubility

In Vitro:

DMSO : 100 mg/mL ( 1019.37 mM ; Need ultrasonic)

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	10.1937 mL	50.9684 mL	101.9368 mL
5 mM	2.0387 mL	10.1937 mL	20.3874 mL
10 mM	1.0194 mL	5.0968 mL	10.1937 mL

* Please refer to the solubility information to select the appropriate solvent.

In Vivo:

1.

Add each solvent one by one: 10% DMSO >> 40% PEG300 >> 5% Tween-80 >> 45% saline

Solubility: ≥ 2.5 mg/mL (25.48 mM); Clear solution
2.

Add each solvent one by one: 10% DMSO >> 90% (20% SBE-β-CD in saline)

Solubility: ≥ 2.5 mg/mL (25.48 mM); Clear solution
3.

Add each solvent one by one: 10% DMSO >> 90% corn oil

Solubility: ≥ 2.5 mg/mL (25.48 mM); Clear solution

* All of the co-solvents are available by MCE.

References

[1] W A Nijhoff, et al. Quantification of Induction of Rat Oesophageal, Gastric and Pancreatic Glutathione and Glutathione S-transferases by Dietary Anticarcinogens. Carcinogenesis. 1994 Sep;15(9):1769-72.
[2] E M J van der Logt, et al. Induction of Rat Hepatic and Intestinal UDP-glucuronosyltransferases by Naturally Occurring Dietary Anticarcinogens. Carcinogenesis. 2003 Oct;24(10):1651-6.
[3] Lin Zhou, et al. Catalytic Asymmetric Vinylogous Mannich-type (AVM) Reaction of Nonactivated α-Angelica Lactone. Org Lett. 2011 Jun 17;13(12):3056-9.
[4] Jessica A Griswold, et al. Diastereoselective Organocatalytic Addition of α-Angelica Lactone to β-Halo-α-ketoesters. J Org Chem. 2017 Feb 17;82(4):2276-2280.

Synonyms

2(3H)-Furanone, 5-methyl-

3-Pentenoic acid, 4-hydroxy-, γ-lactone

5-Methyl-2(3H)-furanone

α-Angelica lactone

4-Hydroxypent-3-enoic acid lactone

β,γ-Angelica lactone

Δ²-Angelica lactone

4-Hydroxy-3-pentenoic acid γ-lactone

5-Methyl-2,3-dihydro-2-furanone

5-Methylfuran-2(3H)-one

2-Oxo-5-methyl-2,3-dihydrofuran

γ-Angelica lactone

NSC 654

Pent-3-en-4-olide

2,3-Dihydro-5-methylfuran-2-one

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