mevalonolactone, 674-26-0

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Name:	4-hydroxy-4-methyloxan-2-one
CAS Number:	674-26-0	3D/inchi
Other(deleted CASRN):	503-48-0
ECHA EINECS - REACH Pre-Reg:	211-615-0
FDA UNII:	1RJ06DC41B
Nikkaji Web:	J38.600F
Beilstein Number:	080960
MDL:	MFCD00006648
XlogP3:	-0.30 (est)
Molecular Weight:	130.14330000
Formula:	C6 H10 O3
NMR Predictor:	Predict (works with chrome, Edge or firefox)

Category:natural substances and extractives

US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:

Google Scholar:	Search
Google Books:	Search
Google Scholar: with word "volatile"	Search
Google Scholar: with word "flavor"	Search
Google Scholar: with word "odor"	Search
Google Patents:	Search
US Patents:	Search
EU Patents:	Search
Pubchem Patents:	Search
PubMed:	Search
NCBI:	Search

Physical Properties:

Assay:	95.00 to 100.00
Food Chemicals Codex Listed:	No
Flash Point:	> 230.00 °F. TCC ( > 110.00 °C. )
Soluble in:
	water, 1e+006 mg/L @ 25 °C (est)

Organoleptic Properties:

Odor and/or flavor descriptions from others (if found).

Cosmetic Information:

CosIng:	cosmetic data
Cosmetic Uses:	humectants

Suppliers:

Carbosynth

For experimental / research use only.

D,L-Mevalonic acid lactone

Santa Cruz Biotechnology

For experimental / research use only.

DL-Mevalonolactone

Sigma-Aldrich: Sigma

For experimental / research use only.

(±)-Mevalonolactone ∼97% (titration)

sds

Safety Information:

Preferred SDS: View

Hazards identification

Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements

Pictogram

Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in Use Information:

Category:
natural substances and extractives
Recommendation for mevalonolactone usage levels up to:
	not for fragrance use.

Recommendation for mevalonolactone flavor usage levels up to:
	not for flavor use.

Safety References:

EPI System: View

AIDS Citations:Search

Cancer Citations:Search

Toxicology Citations:Search

EPA ACToR:Toxicology Data

EPA Substance Registry Services (SRS):Registry

Laboratory Chemical Safety Summary :10428

National Institute of Allergy and Infectious Diseases:Data

WGK Germany:3

4-hydroxy-4-methyloxan-2-one

Chemidplus:0000674260

References:

	4-hydroxy-4-methyloxan-2-one
NIST Chemistry WebBook:	Search Inchi
Pubchem (cid):	10428
Pubchem (sid):	135052786

Other Information:

(IUPAC):	Atomic Weights of the Elements 2011 (pdf)
Videos:	The Periodic Table of Videos
tgsc:	Atomic Weights use for this web site
(IUPAC):	Periodic Table of the Elements
Golm Metabolome Database:	Search
HMDB (The Human Metabolome Database):	HMDB06024
FooDB:	FDB023804
Export Tariff Code:	2932.29.5050
VCF-Online:	VCF Volatile Compounds in Food
ChemSpider:	View

Potential Blenders and core components note

None Found

Potential Uses:

None Found

Occurrence (nature, food, other):note

found in nature

Synonyms:

4-	hydroxy-4-methyloxan-2-one
	mevalonic acid lactone
DL-	mevalonic acid lactone
	mevalonolactone, (+/-)-
2H-	pyran-2-one, tetrahydro-4-hydroxy-4-methyl-
	tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-one
(1)-	tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-one

Articles:

PubMed:Mevalonate depletion mediates the suppressive impact of geranylgeraniol on murine B16 melanoma cells.

PubMed:Biosynthesis of mono- and sesquiterpenes in strawberry fruits and foliage: 2H labeling studies.

PubMed:Biogenetic studies in Syringa vulgaris L.: synthesis and bioconversion of deuterium-labeled precursors into lilac aldehydes and lilac alcohols.

PubMed:CD43 polarization in unprimed T cells can be dissociated from raft coalescence by inhibition of HMG CoA reductase.

PubMed:New types of antimicrobial compounds produced by Lactobacillus plantarum.

PubMed:A sensitive and selective method for the determination of mevalonic acid in dog plasma by gas chromatography/negative ion chemical ionization-mass spectrometry.

PubMed:Singlet oxygen and peroxyl radicals regulate carotenoid biosynthesis in Phaffia rhodozyma.

Notes:

Mevalonolactone is a substance obtained by the dehydration of mevalonic acid and is rapidly converted back into mevalonic acid in water. Mevaolonic acid exists in equilibrium with mevalolactone, which is formed by internal condensation of mevalonic acid's terminal alcohol and carboxylic acid functional groups. Mevalonic acid is a key intermediate in the biosynthesis of terpenes and steroids. Mevalonolactone is known ot inhibit HMG-CoA reductase activity. [HMDB]

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mevalonolactone 2H-pyran-2-one, tetrahydro-4-hydroxy-4-methyl-

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Articles:

mevalonolactone
2H-pyran-2-one, tetrahydro-4-hydroxy-4-methyl-