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(E)-2-methyl-4-(7H-purin-6-ylamino)but-2-en-1-ol

trans-Zeatin

CAS: 1637-39-4

Molecular Formula: C10H13N5O

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(E)-2-methyl-4-(7H-purin-6-ylamino)but-2-en-1-ol - Names and Identifiers

Name trans-Zeatin
Synonyms (E)-Zeatin
trans-Zeatin
(e)-2-buten-1-o
ZEATIN, CRYSTALLIZED
2-methyl-4-(7H-purin-6-ylamino)but-2-en-1-ol
2-Buten-1-ol,2-methyl-4-(purin-6-ylamino)-,(E)-
(E)-2-methyl-4-(7H-purin-6-ylamino)but-2-en-1-ol
(E)-2-Methyl-4-(1H-purin-6-ylamino)-2-buten-1-ol
2E)-2-Methyl-4-(1H-purin-6-ylamino)but-2-en-1-ol
trans-6-(4-Hydroxy-3-methylbut-2-enylamino)purine
(2E)-2-Methyl-4-(1H-purin-6-ylamino)-2-buten-1-ol
(2E)-2-methyl-4-(7H-purin-6-ylamino)but-2-en-1-ol
(2E)-2-METHYL-4-(1H PURIN-6-YLAMINO)-2-BUTEN-1-OL
(2E)-2-methyl-4-(9H-purin-6-ylamino)but-2-en-1-ol
2-Buten-1-ol, 2-methyl-4-(1H-purin-6-ylamino)-, (2E)-
TRANS-6-(4-HYDROXY-3-METHYLBUT-2-ENYLAMINO)PURINE(ZEATIN)
TRANS-ZEATIN [TRANS-6-(4-HYDROXY-3-METHYLBUT-2-ENYLAMINO)PURINE]
CAS 1637-39-4
EINECS 605-343-5
InChI InChI=1/C10H13N5O/c1-7(4-16)2-3-11-9-8-10(13-5-12-8)15-6-14-9/h2,5-6,16H,3-4H2,1H3,(H2,11,12,13,14,15)/b7-2+

(E)-2-methyl-4-(7H-purin-6-ylamino)but-2-en-1-ol - Physico-chemical Properties

Molecular FormulaC10H13N5O
Molar Mass219.24
Density1.40±0.1 g/cm3(Predicted)
Melting Point207 °C
Boling Point395.0±52.0 °C(Predicted)
Flash Point306.9°C
Solubility Soluble in DMSO
Vapor Presure1.78E-14mmHg at 25°C
AppearanceWhite to light yellow crystal powder
Coloroff-white to yellow
Merck14,10117
BRN616241
pKa14.77±0.10(Predicted)
Storage Condition-20°C
Refractive Index1.719
MDLMFCD00213654
Physical and Chemical PropertiesMelting Point: 210
In vitro study trans-Zeatin is a plant cytokinin, which plays an important role in cell growth, differentiation, and division. trans-Zeatin (20, 40 or 80 μM) inhibits UV-induced MEK/ERK activation, upregulates AQP3 in a time- and dose-dependent manner, and attenuates UV induced loss of AQP3 in keratinocytes (HaCaT cells). UV-induced AQP3 downregulation is blocked by MEK/ERK inhibitors. Trans-Zeatin (80 μM) attenuates UV-induced downregulation of wound healing and water permeability in HaCaT cells.

(E)-2-methyl-4-(7H-purin-6-ylamino)but-2-en-1-ol - Risk and Safety

Hazard SymbolsXi - Irritant
Irritant
Safety DescriptionS22 - Do not breathe dust.
S24/25 - Avoid contact with skin and eyes.
WGK Germany3
RTECSEM9506000
FLUKA BRAND F CODES8-10-23
HS Code29335990

(E)-2-methyl-4-(7H-purin-6-ylamino)but-2-en-1-ol - Reference

Reference
Show more
1. [IF=4.411] Jian-Hui Ye et al."Effects of Light Intensity and Spectral Composition on the Transcriptome Profiles of Leaves in Shade Grown Tea Plants (Camellia sinensis L.) and Regulatory Network of Flavonoid Biosynthesis."Molecules. 2021 Jan;26(19):5836

(E)-2-methyl-4-(7H-purin-6-ylamino)but-2-en-1-ol - Reference Information

EPA chemical information Information provided by: ofmpub.epa.gov (external link)
biological activity Trans-Zeatina ((E)-Zeatin) is one of the members of plant growth hormone, which belongs to cytokinin and can regulate cell division, development and nutrition processing. Trans-Zeatina ((E)-Zeatin) inhibited UVB-induced MMP-1 expression, c-Jun activation and ERK,JNK phosphorylation and p38 MAP kinases (MAPKs) in a dose-dependent manner.
TargetValue
use 1. promote callus germination (must be combined with auxin) at a concentration of 1ppm. 2. Promote fruit setting, zeatin 100ppm GA3 500ppm NAA20ppm, spray fruit 10, 25, 40 days after flowering. 3. Leaf vegetables, sprayed at 20ppm, can delay yellowing of leaves. In addition, the treatment of some crop seeds can promote germination; seedling treatment can promote growth.
scientific research, experiment, intermediate
1. promote callus germination (must be combined with auxin), concentration of 1mg/L. 2. Promote fruit setting, zeatin 1001mg/L GA3 5001mg/L NAA201mg/L, 10 after flowering; 25; Spray fruit for 40 days. 3. Leaf vegetables, sprayed at 20 mg/L, can delay yellowing of leaves. In addition, the treatment of some crop seeds can promote germination; seedling treatment can promote growth.
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
Last Update:2024-04-09 21:11:58
(E)-2-methyl-4-(7H-purin-6-ylamino)but-2-en-1-ol
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(E)-2-methyl-4-(7H-purin-6-ylamino)but-2-en-1-ol
silanea-19
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