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6025-81-6 molecular structure
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(2E)-2-methyl-4-[(9H-purin-6-yl)amino]but-2-en-1-ol

ChemBase ID: 103578
Molecular Formular: C10H13N5O
Molecular Mass: 219.24312
Monoisotopic Mass: 219.11201006
SMILES and InChIs

SMILES:
C/C(=C\CNc1ncnc2c1[nH]cn2)/CO
Canonical SMILES:
OC/C(=C/CNc1ncnc2c1[nH]cn2)/C
InChI:
InChI=1S/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)
InChIKey:
UZKQTCBAMSWPJD-UHFFFAOYSA-N

Cite this record

CBID:103578 http://www.chembase.cn/molecule-103578.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2E)-2-methyl-4-[(9H-purin-6-yl)amino]but-2-en-1-ol
(2E)-2-methyl-4-[(7H-purin-6-yl)amino]but-2-en-1-ol
2-methyl-4-[(9H-purin-6-yl)amino]but-2-en-1-ol
2-methyl-4-[(7H-purin-6-yl)amino]but-2-en-1-ol
IUPAC Traditional name
trans-zeatin
zeatin
Synonyms
6-(4-Hydroxy-3-methylbut-2-enylamino)purine
trans-Zeatin hydrochloride
Zeatin
N6-(4-Hydroxy-3-methyl-2-buten-1-yl)adenine
trans-Zeatin
(2E)-2-Methyl-4-(9H-purin-6-ylamino)-2-buten-1-ol
6-(4-Hydroxy-3-methyl-trans-2-butenylamino)purine
N6-(4-Hydroxy-3-methyl-trans-2-butenyl)adenine
ZT
ZTA
Zeatin
(E)-Zeatin
Zeatine
trans-Zeatin
6-[(E)-4-Hydroxy-3-methyl-2-butenylamino] purine
N6-(4-Hydroxy-3-methyl-2-buten-1-yl)adenine
6-[4-Hydroxy-3-methylbut-2-enylamino]purine
ZEATIN
6-(4-羟基-3-甲基丁-2-烯基氨基)嘌呤
N6-(4-羟基-3-甲基-2-丁烯-1-基)腺嘌呤
反-玉米素 盐酸盐
反-玉米素
CAS Number
6025-81-6
32771-64-5
1637-39-4
13114-27-7
MDL Number
MFCD00213654
Beilstein Number
616241
PubChem SID
24902158
24902170
24890259
162090867
24902177
PubChem CID
449093

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 9.867978  H Acceptors
H Donor LogD (pH = 5.5) -0.2835231 
LogD (pH = 7.4) -0.15424982  Log P -0.14883372 
Molar Refractivity 62.9856 cm3 Polarizability 22.93417 Å3
Polar Surface Area 86.72 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
H2O: soluble expand Show data source
Apperance
off-white to yellow powder expand Show data source
Melting Point
208-215°C expand Show data source
Storage Condition
0°C expand Show data source
2-8°C expand Show data source
RTECS
EM9506000 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
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German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
>99.8% expand Show data source
≥97% expand Show data source
≥98.0% (HPLC) expand Show data source
97% expand Show data source
Certificate of Analysis
Download expand Show data source
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Suitability
plant cell culture tested expand Show data source
Quality
crystallized expand Show data source
Empirical Formula (Hill Notation)
C10H13N5O expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals - 02153854 external link
(6-[(E)-4-Hydroxy-3-methyl-2-butenylamino] purine) Synthetic trans-isomer White, crystalline needles Purity: >99.8% by HPLC Highly potent growth hormone in plants. Stimulates cell division.
MP Biomedicals - 02152271 external link
cis-isomer
Off-white to yellow powder
May contain up to 10% trans-isomer.
Sigma Aldrich - Z0164 external link
Other Notes
Mixed isomersApprox. 80% trans; balance primarily cis.
Application
Zeatin is a coconut milk-derived plant hormone (cytokinin) that promotes growth of lateral buds, stimulates cell division(Lateral Dominance), callus initiation and seed germination. Zeatin is used with Murashige and Skoog and other media, zeatin promotes multiple shoot generation from internodes and high frequency thick spread roots.
Sigma Aldrich - Z0876 external link
Biochem/physiol Actions
trans-Zeatin-riboside is a plant cytokinin
Sigma Aldrich - Z2753 external link
包装
5 mg in glass bottle
Sigma Aldrich - 96088 external link
Biochem/physiol Actions
trans-Zeatin-riboside is a plant cytokinin
Toronto Research Chemicals - Z273000 external link
Zeatin, purified from Zea mays, is a member of the cytokinin group of plant growth factors, the activity of which is attributed to its more stable trans form. Trans-Zeatin inhibits UVB-induced matrix metalloproteinase-1 expression via MAP kinase signaling

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Murashige, T., et al.: Physiol. Plant, 15, 473 (1962)
  • • Brenneisen, P., et al.: J. Biol. Chem., 273, 5279 (1962)
  • • Choi, M., et al.: J. Dermatol. Sci., 46, 127 (1962)
  • • Bae, J., et al.: Food Chem. Toxicol., 46, 1298 (1962)
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PATENTS

PATENTS

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INTERNET

INTERNET

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