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PATULIN

Product Name
PATULIN
CAS No.
149-29-1
Chemical Name
PATULIN
Synonyms
PAT;mycoin;Terinin;CLAVACIN;clavatin;expansin;patuline;expansine;penicidin;clairformin
CBNumber
CB5780754
Molecular Formula
C7H6O4
Formula Weight
154.12
MOL File
149-29-1.mol
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PATULIN Property

Melting point:
108-111 °C
alpha 
D21 -6.2° (chloroform)
Boiling point:
197.46°C (rough estimate)
Density 
1.1993 (rough estimate)
refractive index 
1.4300 (estimate)
Flash point:
2℃
storage temp. 
−20°C
solubility 
ethyl acetate: soluble50mg/mL
form 
Crystals or Crystalline Powder
pka
11.69±0.20(Predicted)
color 
White
Merck 
13,7125
BRN 
149675
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
CAS DataBase Reference
149-29-1(CAS DataBase Reference)
IARC
3 (Vol. 40, Sup 7) 1987
EPA Substance Registry System
Patulin (149-29-1)
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Safety

Hazard Codes 
T,Xn,C,F
Risk Statements 
25-38-48/20/22-40-22-34-11-36-20/21/22-67-36/38-20-63
Safety Statements 
45-36/37-36/37/39-26-16
RIDADR 
UN 3462 6.1/PG 2
WGK Germany 
3
RTECS 
LV2625000
HazardClass 
6.1(a)
PackingGroup 
I
HS Code 
29419090
Hazardous Substances Data
149-29-1(Hazardous Substances Data)
Toxicity
LD50 s.c. in mice: 10-15 mg/kg (Kinosita, Shikata)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H300Fatal if swallowed

H315Causes skin irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
CRM46914
Product name
Patulin solution
Purity
certifiedreferencematerial,100?μg/mLinchloroform,ampuleof1?mL
Packaging
1mL
Price
$134
Updated
2024/03/01
Sigma-Aldrich
Product number
34127
Product name
Patulin solution
Purity
100μg/mL in acetonitrile, analytical standard
Packaging
2ml
Price
$683
Updated
2024/03/01
Sigma-Aldrich
Product number
32759
Product name
Patulin
Purity
reference material
Packaging
5mg
Price
$806
Updated
2022/05/15
Cayman Chemical
Product number
11346
Product name
Patulin
Purity
≥98%
Packaging
5mg
Price
$72
Updated
2024/03/01
Cayman Chemical
Product number
11346
Product name
Patulin
Purity
≥98%
Packaging
10mg
Price
$135
Updated
2024/03/01
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PATULIN Chemical Properties,Usage,Production

Description

Spergillus and Penicillium species. Patulin is also an animal carcinogen, inhibits K1-uptake into erythrocytes, and inhibits various forms of Na1/K1-ATPase.

Chemical Properties

white crystals or fine crystalline powder

Uses

An inhibitor of protein prenylation

Uses

Patulin (PAT), a mycotoxin produced by certain species of Penicillium, Aspergillus, and Byssochlamys, is mainly found in ripe apple and apple products.

Definition

ChEBI: A furopyran and lactone that is 2H-pyran-3(6H)-ylidene)acetic acid which is syubstituted by hydroxy groups at positions 2 and 4 and in which the hydroxy group at position 4 has condensed with the carboxy group to give he corresponding bicyclic lactone. A mycotoxin produced by several species of Aspergillus and Penicillium, it has antibiotic properties but has been shown to be carcinogenic and mutagenic.

Purification Methods

Crystallise patulin from *C6H6, Et2O, EtOH or chloroform. It sublimes at 90o/high vacuum [Bergel et al. J Chem Soc 415 1944]. [Beilstein 18 III/IV 1184, 18/3 V 5.] (Highly TOXIC).

References

1) Jin et al. (2016), p53 activation contributes to patulin-induced nephrotoxicity via modulation of reactive oxygen species generation; Sci. Rep., 6 24455 2) Zouaoui et al. (2016), Cytotoxic effects induced by patulin, sterigmatocystin and beauvericin on CHO-K1 cells; Food Chem. Toxicol., 89 92 3) Boussabbeh et al. (2016), Tissue oxidative stress induced by patulin and protective effect of crocin; Neurotoxicology, 53 343 4) Pillay et al. (2015), Patulin triggers NRF2-meditated survival mechanisms in kidney cells; Toxicon, 99 1 5) Boussabbeh et al. (2015), Patulin induces apoptosis through ROS-mediated endoplasmic reticulum stress pathway; Toxicol. Sci., 144 328

PATULIN Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from PATULIN manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
PATULIN 149-29-1
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27

149-29-1, PATULINRelated Search:

CIS-2-PENTEN-1-OL VINYL FORMATE Vinyl acetate Allyl ether Ethyl propenyl ether 2-Methylene-1,3-propanediol 2,5-Dihydrofuran Ethyl vinyl ether Isopropenyl acetate 4-METHYL-2(5H)-FURANONE Vinyl crotonate 2(5H)-Furanone VINYL ACRYLATE 5-methylenefuran-2(5H)-one 2-Ethoxypropene 3-Methyl-2-buten-1-ol 3,3-Dimethylacrylic acid ALLYL VINYL ETHER

  • (2,4-dihydroxy-2h-pyran-3(6h)-ylidene)aceticacid-3,4-lactone
  • 2,4-dihydroxy-2h-pyran-delta-3(6h),alpha-aceticacid-3,4-lactone
  • N-HEXADECANOYLTRYPTAMINE
  • PALMITIC ACID TRYPTAMIDE
  • PATULIN
  • PATULIN, PENICILLIUM EXPANSUM
  • PAT
  • N-[2-(3-INDOLYL)ETHYL]HEXADECANAMIDE
  • HEXADECANOIC ACID TRYPTAMIDE
  • CLAVACIN
  • 4H-Furo3,2-cpyran-2(6H)-one, 4-hydroxy-
  • 4-HYDROXY-4H-FURO[3,2-C]PYRAN-2(6H)-ONE
  • 4,6-dihydro-4-hydroxy-2H-furo[3,2-c]pyran-2-one
  • Patulin,99%
  • Patulin4-Hydroxy-4H-furo[3,2-c]pyran-2(6H)-one
  • Patulin ,98%
  • PATULINPURE
  • 4-HYDROXY-FURO(3,2-C)PYRAN-2-ONE
  • Clavacin, Claviformin, Mycoin C3
  • Patulin from Penicillium expansum
  • 4-Hydroxy-4H-furo[3,2-c]pyran-2(6H)-one, PAT
  • 2-c)pyran-2(6h)-one,4-hydroxy-4h-furo(
  • 2h-pyran-delta(sup3(6h),alpha)-aceticacid,2,4-dihydroxy-,3,4-lactone
  • 3-c)pyran-2(6h)-one,4-hydroxy-4h-furo(
  • aceticacid,(2,4-dihydroxy-2h-pyran-3(6h)-ylidene)-,3,4-lactone
  • clairformin
  • clavatin
  • claviform
  • claviformin
  • expansin
  • expansine
  • gigantin
  • leucopin
  • mycoin
  • mycoinc
  • mycoinc3
  • mycoinec3
  • mycosin
  • patuline
  • penatin
  • penicidin
  • tercinin
  • NSC 32951
  • NSC 8120
  • Terinin
  • Patulin solution, 99%, reference material
  • Standard Solution Patulin
  • Patulin Solution (100μg/ml Acetonitrile Solution)
  • PatulinSolution,100mg/L,1ml
  • Patulin 100ug/ml in ACN
  • Patulin Solution in Acetonitrile, 100μg/mL
  • Patulin Solution in Acetonitrile, 10μg/mL
  • PATULIN USP/EP/BP
  • Patulin-Patulin
  • 4-Hydroxy-4,6-dihydro-2H-furo[3,2-c]pyran-2-one
  • Patuline in Acetonitrile
  • Patulin 10.0 μg/ml Acetonitrile
  • 149-29-1