5-hydroxymethylfurfural

Names

[ CAS No. ]:
67-47-0

[ Name ]:
5-hydroxymethylfurfural

[Synonym ]:
HMF
EINECS 200-654-9
5-(Hydroxymethyl)furan-2-carboxaldehyde
T5OJ BVH E1Q
5-(Hydroxymethyl)-2-furancarboxaldehyde
5-(Hydroxymethyl)furan-2-carbaldehyde
Aes-103
5-(Hydroxymethyl)furfural
5-Hydroxymethylfurfural
2-Furancarboxaldehyde, 5-(hydroxymethyl)-
MFCD00003234
2-furaldehyde, 5-(hydroxymethyl)-

Biological Activity

[Description]:

5-(Hydroxymethyl)furan-2-carbaldehyde, derived from lignocellulosic biomass, inhibits yeast growth and fermentation as stressors.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Fungal

Natural Products >> Acids and Aldehydes

Research Areas >> Others

[Target]

Yeast[1].

[In Vitro]

It is found that furfural and HMF cause the attenuation of bulk translation activity and the assembly of cytoplasmic mRNP granules in Saccharomyces cerevisiae. Notably, a combination of furfural and HMF induce the remarkable repression of translation initiation and SG formation. Furfural and HMF can induce the formation of cytoplasmic mRNP granules, HMF also causes a gradual reduction in the polysome fraction and a concomitant increase in the 80S monosome fraction[1].

[References]

[1]. Iwaki A, et al. Biomass conversion inhibitors furfural and 5-hydroxymethylfurfural induce formation of messenger RNP granules and attenuate translation activity in Saccharomyces cerevisiae. Appl Environ Microbiol. 2013 Mar;79(5):1661-7.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
291.5±30.0 °C at 760 mmHg

[ Melting Point ]:
28-34 °C(lit.)

[ Molecular Formula ]:
C₆H₆O₃

[ Molecular Weight ]:
126.110

[ Flash Point ]:
79.4±0.0 °C

[ Exact Mass ]:
126.031693

[ PSA ]:
50.44000

[ LogP ]:
-0.45

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.563

[ Storage condition ]:
2-8°C

[ Stability ]:
Light Sensitive, Very Hygroscopic

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: LT7031100

CHEMICAL NAME :: 2-Furaldehyde, 5-(hydroxymethyl)-

CAS REGISTRY NUMBER :: 67-47-0

BEILSTEIN REFERENCE NO. :: 0110889

LAST UPDATED :: 199712

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C6-H6-O3

MOLECULAR WEIGHT :: 126.12

WISWESSER LINE NOTATION :: T5OJ BVH E1Q

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 200 mg/kg

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Kidney, Ureter, Bladder - Kidney tumors

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 2 gm/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 227,117,1989

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P280-P304 + P340 + P312-P305 + P351 + P338-P337 + P313

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ RTECS ]:
LT7031100

[ Packaging Group ]:
III

[ HS Code ]:
2932190090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2932190090

[ Summary ]:
2932190090 other compounds containing an unfused furan ring (whether or not hydrogenated) in the structure VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

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