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591-12-8

591-12-8 structure
591-12-8 structure
  • Name: Alpha-Angelica lactone
  • Chemical Name: α-angelica lactone
  • CAS Number: 591-12-8
  • Molecular Formula: C5H6O2
  • Molecular Weight: 98.100
  • Catalog: Flavors and spices Synthetic spice Carboxylic acid and ester perfume Aliphatic carboxylate
  • Create Date: 2018-07-02 14:54:37
  • Modify Date: 2024-01-02 00:01:10
  • 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].

Name α-angelica lactone
Synonyms D2-Angelica lactone
δ2-Angelica lactone
EINECS 209-701-8
5-methyl-3H-furan-2-one
α-Angelica lactone
2(3H)-Furanone, 5-methyl-
5-Methylfuran-2(3H)-one
g-Methyl-b,g-crotonolactone
alpha-Angelica lactone
MFCD00005375
5-Methyl-2(3H)-furanone
4-Hydroxy-3-pentenoic acid γ-lactone
a-Angelic lactone
a-Angelica Lactone
4-Hydroxy-3-pentenoic acid g-lactone
Description 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].
Related Catalog
Target

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

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.

Density 1.1±0.1 g/cm3
Boiling Point 249.4±9.0 °C at 760 mmHg
Melting Point 13-17 °C(lit.)
Molecular Formula C5H6O2
Molecular Weight 98.100
Flash Point 68.3±0.0 °C
Exact Mass 98.036781
PSA 26.30000
LogP 0.84
Vapour Pressure 0.0±0.5 mmHg at 25°C
Index of Refraction 1.472
Water Solubility 5 g/100 mL (25 ºC)

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LU5075000
CHEMICAL NAME :
2(3H)-Furanone, 5-methyl-
CAS REGISTRY NUMBER :
591-12-8
BEILSTEIN REFERENCE NO. :
0108394
LAST UPDATED :
199710
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C5-H6-O2
MOLECULAR WEIGHT :
98.11
WISWESSER LINE NOTATION :
T5OV CHJ E1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
3900 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - ptosis Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: OTS0571138
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2800 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
DCTODJ Drug and Chemical Toxicology. (Marcel Dekker, 270 Madison Ave., New York, NY 10016) V.1- 1977/78- Volume(issue)/page/year: 3,249,1980
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
3 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
APTOA6 Acta Pharmacologica et Toxicologica. (Copenhagen, Denmark) V.1-59, 1945-86. For publisher information, see PHTOEH Volume(issue)/page/year: 2,109,1946
Personal Protective Equipment Eyeshields;Gloves;half-mask respirator (US);multi-purpose combination respirator cartridge (US)
Hazard Codes Xi
Safety Phrases S24/25
RIDADR NA 1993 / PGIII
WGK Germany 2
RTECS LU5075000
HS Code 2932209090
HS Code 2932209090
Summary 2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%