Common NameTrans-zeatin
DescriptionZeatin belongs to the class of organic compounds known as 6-alkylaminopurines. 6-Alkylaminopurines are compounds that contain an alkylamine group attached at the 6-position of a purine. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. Zeatin is a cytokinin (plant growth hormone) derived from the purine adenine, which occurs in the form of a cis- and a trans-isomer and conjugates. Zeatin was first discovered in immature corn kernels from the genus Zea. Zeatin has also been detected, but not quantified in several different foods, such as figs, rowanberries, red raspberries, garlic, and tree ferns. Zeatin has also been shown to promote the resistance of tobacco against the bacterial pathogen Pseudomonas syringae, in which trans-zeatin has a more prominent effect than cis-zeatin. Zeatin has several anti-ageing effects on human skin fibroblasts. It promotes the growth of lateral buds and, when sprayed on meristems, stimulates cell division to produce bushier plants. Zeatin and its derivatives occur in many plant extracts and are the active ingredient in coconut milk, which causes plant growth.
Structure
Molecular FormulaC10H13N5O
Average Mass219.24310
Monoisotopic Mass219.11201
IUPAC Name(2E)-2-methyl-4-[(7H-purin-6-yl)amino]but-2-en-1-ol
Traditional Name(2e)-2-methyl-4-(7h-purin-6-ylamino)but-2-en-1-ol
CAS Registry Number1637-39-4
SMILESC/C(=C\CNc1ncnc2[nH]cnc12)CO
InChI IdentifierInChI=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)/b7-2+
InChI KeyUZKQTCBAMSWPJD-FARCUNLSSA-N
CHEBI IDCHEBI:16522
HMDB IDHMDB0012204
StateSolid
Water Solubility2.75e-01 g/l
logP0.46
logS-2.90
pKa (Strongest Acidic)10.21
pKa (Strongest Basic)5.18
Hydrogen Acceptor Count5
Hydrogen Donor Count3
Polar Surface Area86.72 Ų
Rotatable Bond Count4
Physiological Charge0
Formal Charge0
Refractivity64.61 m³·mol⁻¹
Polarizability22.93

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