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Merck
CN

W329118

4-Hydroxybutanoic acid lactone

≥98%, FCC, FG

Synonym(s):

γ-Butyrolactone, γ-Hydroxybutyric acid lactone, 4-Hydroxybutyric acid lactone, GBL

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About This Item

Empirical Formula (Hill Notation):
C4H6O2
CAS Number:
96-48-0
Molecular Weight:
86.09
FEMA Number:
3291
Council of Europe no.:
615
UNSPSC Code:
12164502
PubChem Substance ID:
24901615
Flavis number:
10.006
EC Number:
202-509-5
NACRES:
NA.21
MDL number:
MFCD00005386
Beilstein/REAXYS Number:
105248
Organoleptic:
caramel; creamy; fatty; oily
Grade:
FG
Fragrance grade
Halal
Kosher
Biological source:
synthetic
Agency:
follows IFRA guidelines
meets purity specifications of JECFA
Food allergen:
no known allergens

Key Documents

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Product Name

4-Hydroxybutanoic acid lactone, ≥98%, FCC, FG

SMILES string

O=C1CCCO1

InChI

1S/C4H6O2/c5-4-2-1-3-6-4/h1-3H2

InChI key

YEJRWHAVMIAJKC-UHFFFAOYSA-N

biological source

synthetic

grade

FG
Fragrance grade
Halal
Kosher

agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FCC
FDA

vapor density

3 (vs air)

vapor pressure

1.5 mmHg ( 20 °C)

assay

≥98%

autoignition temp.

851 °F

expl. lim.

16 %

drug control

Pszichotróp anyag / Psychotropic Substance (Hungary), 78/2022. (XII. 28.) BM rendelet

refractive index

n20/D 1.436 (lit.)

bp

204-205 °C (lit.)

mp

−45 °C (lit.)

density

1.12 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

organoleptic

caramel; creamy; fatty; oily

Quality Level

300
400

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Biochem/physiol Actions

Precursor of γ-hydroxybutyric acid (GHB); blocks dopamine release.
Precursor of γ-hydroxybutyric acid (GHB). It blocks dopamine release by blocking impulse flow in dopaminergic neurons. Pretreatment with γ-butyrolactone allows detection of autoreceptor-induced dopamine release.

Application


  • RIFM fragrance ingredient safety assessment, 4-hydroxybutanoic acid lactone, CAS Registry Number 96-48-0.: A comprehensive safety assessment of 4-hydroxybutanoic acid lactone as a fragrance ingredient, evaluating its toxicological profile and safe usage levels (Api et al., 2019).

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - STOT SE 3

target_organs

Central nervous system

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

208.4 °F - closed cup

flash_point_c

98 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

易制毒化学品（3类）
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Certificates of Analysis (COA)

Lot/Batch Number
SHBQ8827
SHBQ7579
SHBN0570
MKCG3034
MKCF5391

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Monica Blichowski et al.
Epilepsia, 56(7), 1081-1087 (2015-06-03)
Infantile spasms (or IS) is a catastrophic childhood epilepsy that is particularly prevalent in children with Down syndrome. Previously, we have shown that the Ts65Dn (Ts) mouse model of Down syndrome is a useful substrate upon which to develop an
Jagan N Thupari et al.
Proceedings of the National Academy of Sciences of the United States of America, 99(14), 9498-9502 (2002-06-13)
C75, a known inhibitor of fatty acid synthase is postulated to cause significant weight loss through decreased hypothalamic neuropeptide Y (NPY) production. Peripherally, C75, an alpha-methylene-gamma-butyrolactone, reduces adipose tissue and fatty liver, despite high levels of malonyl-CoA. To investigate this
Géraldine Le Goff et al.
Journal of natural products, 76(2), 142-149 (2013-02-08)
Three novel hydrazides, geralcins C-E (1-3), were isolated from Streptomyces sp. LMA-545, together with MH-031 and geralcins A and B. This unusual family of compounds was isolated from liquid-state and agar-supported fermentation using Amberlite XAD-16 solid-phase extraction during the cultivation
Samuel K Kutty et al.
Journal of medicinal chemistry, 56(23), 9517-9529 (2013-11-07)
Fimbrolides from marine algae have shown promising activity against quorum sensing (QS), a chief regulatory and communication system in bacteria controlling biofilm formation and virulence factor. Nitric oxide (NO) at sublethal concentration has also been reported to induce dispersal of
Tezcan Guney et al.
Organic letters, 15(3), 613-615 (2013-01-18)
The total synthesis of paracaseolide A, a valuable cell-cycle progression inhibitor, was accomplished in 8 steps from known compounds, with 6.6% overall yield. The synthetic strategy creates strong potential for diversification.
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