Tulipalin A

Modify Date: 2024-01-02 19:14:54

Tulipalin A Structure
Tulipalin A structure
Common Name Tulipalin A
CAS Number 547-65-9 Molecular Weight 98.100
Density 1.1±0.1 g/cm3 Boiling Point 204.4±0.0 °C at 760 mmHg
Molecular Formula C5H6O2 Melting Point N/A
MSDS Chinese USA Flash Point 37.2±0.0 °C
Symbol GHS02 GHS07
GHS02, GHS07
Signal Word Warning

 Use of Tulipalin A


Tulipalin A (α-Methylene butyrolactone) is a toxic glycoside isolated from the tulip bulbs. Tulipalin A is a causative allergen that induces Allergic contact dermatitides[1]. Tulipalin A (α-Methylene butyrolactone) at low dose affects the functionality of immune cells, such as Jurkat T cells[2].

 Names

Name α-methylene γ-butyrolactone
Synonym More Synonyms

 Tulipalin A Biological Activity

Description Tulipalin A (α-Methylene butyrolactone) is a toxic glycoside isolated from the tulip bulbs. Tulipalin A is a causative allergen that induces Allergic contact dermatitides[1]. Tulipalin A (α-Methylene butyrolactone) at low dose affects the functionality of immune cells, such as Jurkat T cells[2].
References

[1]. Zwicker P, et al.A proteomic approach for the identification of immunotoxic properties of Tulipalin A.Proteomics. 2016 Dec;16(23):2997-3008.

[2]. McCluskey J, et al. Tulipalin A induced phytotoxicity.Int J Crit Illn Inj Sci. 2014 Apr;4(2):181-3.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 204.4±0.0 °C at 760 mmHg
Molecular Formula C5H6O2
Molecular Weight 98.100
Flash Point 37.2±0.0 °C
Exact Mass 98.036781
PSA 26.30000
LogP -0.06
Vapour Pressure 0.3±0.4 mmHg at 25°C
Index of Refraction 1.452
Storage condition 2-8°C

 Safety Information

Symbol GHS02 GHS07
GHS02, GHS07
Signal Word Warning
Hazard Statements H226-H317-H412
Precautionary Statements P210-P280-P370 + P378
Personal Protective Equipment Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter
Hazard Codes Xn
Risk Phrases R42/43:May cause sensitization by inhalation and skin contact .
Safety Phrases S23-S36/37
RIDADR 1993
WGK Germany 3
Packaging Group III
Hazard Class 3.2
HS Code 2932209090

 Synthetic Route

 Customs

HS Code 2932209090
Summary 2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles28

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Construction of spiro-fused 2-oxindole/α-methylene- γ-butyrolactone systems with extremely high enantioselectivity via indium-catalyzed amide allylation of N-methyl isatin.

Org. Lett. 15(24) , 6182-5, (2013)

A remarkably effective method allowing an extremely high enantioselective synthesis of the spiro-fused 2-oxindole/α-methylene-γ-butyrolactones is described. The key strategy lies in the use of indium-...

Highly stereoselective synthesis of (Z)- and (E)-chloro-substituted-α-methylene-γ-butyrolactone by possibly controlling cis- and trans-chloropalladation.

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A palladium-catalyzed selective synthesis of cis- or trans-chloro-substituted-α-methylene-γ-butyrolactones from single substrate (propiolic acid) has been realized by controlling cis- or trans-chlorop...

 Synonyms

3-Methylenedihydrofuran-2(3H)-one
2(3H)-Furanone, dihydro-3-methylene-
3-methylideneoxolan-2-one
MFCD00005407
EINECS 208-931-6
alpha-methylene gamma-butyrolactone
2-Methylenebutyrolactone
3-Methylenedihydro-2(3H)-furanone
α-Methylene-γ-butyrolactone