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제아틴

Zeatin

HCID 449093
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
1637-39-4
표준 SMILES
C/C(=C\CNc1ncnc2nc[nH]c12)CO
InChIKey
UZKQTCBAMSWPJD-FARCUNLSSA-N
분자식
C10H13N5O
평균 분자량
219.24 g/mol
단동위원소 질량
219.11201006

개요

Zeatin is a 6-isopentenylaminopurine. It has a role as a cytokinin.

이름 및 식별자

우선 이름
Zeatin
IUPAC
(E)-2-methyl-4-(7H-purin-6-ylamino)but-2-en-1-ol
현지명
제아틴
영어명
trans-Zeatin
분자식
C10H13N5O
분자량
219.24

이름 및 동의어

trans-Zeatin1637-39-4Zeatin(E)-ZeatinZeatine(E)-2-methyl-4-(7H-purin-6-ylamino)but-2-en-1-ol(E)-2-methyl-4-(1H-purin-6-ylamino)-2-buten-1-olN6-(4-Hydroxyisopentenyl)adenine2-Buten-1-ol, 2-methyl-4-(1H-purin-6-ylamino)-, (2E)-7I6OOJ9GR62-Buten-1-ol, 2-methyl-4-(1H-purin-6-ylamino)-, (E)-DTXSID9040631
이름 더 보기
제아틴rans-zeatinZeatin (7CI)(e)-2-buten-1-otrans-ZEATIN (Z)Trans-Zeatin HCltrans-ZEATIN (tZ)TRANS ISOMER-ZEATIN
(E)-2-Methyl-4-(1H-purin-6-ylamino)but-2-en-1-ol(E)-2-methyl-4-(purin-6-ylamino)-2-buten-1-ol(2E)-2-methyl-4-(1H-purin-6-ylamino)-2-buten-1-olCHEBI:15333CHEBI:165222-BUTEN-1-OL, 2-METHYL-4-(PURIN-6-YLAMINO)-, (E)-(2E)-2-methyl-4-((7H-purin-6-yl)amino)but-2-en-1-ol(2E)-2-methyl-4-[(7H-purin-6-yl)amino]but-2-en-1-ol

데이터베이스 식별자

CAS
1637-39-4
PubChem CID
449093
DTXSID
DTXSID9040631

물성

구조 계산 물성

XLogP
0.7
극성 표면적
86.7 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
5
회전 가능 결합 수
4
무거운 원자 수
16
형식 전하
0
복잡도
258

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15
Color/FormCrystals from water
Melting Point207-208 °C
Physical DescriptionSolid

물리화학적 성질

녹는점
207 °C · 207 °C
끓는 점
395 · 395.0±52.0 °C(Predicted)
밀도
1.4 · 1.40±0.1 g/cm3(Predicted)
저장 조건
-20 °C · -20°C
용해도
2 O: · H2O: 용해성
물리적 상태
가루
산도 계수 (pKa)
14.77 · 14.77±0.10(Predicted)
색상
황백색에서 노란색까지
Merck
14 · 14,10117
BRN
616241 · 616241
주요 응용
농업
화장품 원료 기능
피부 컨디셔닝
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)/b7-2+

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 4건

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

유해성 정보

Regulatory Informationtrans-Zeatin: Does not have an individual approval but may be used under an appropriate group standard
Special Reports · 1건

USEPA/Office of Pesticide Programs; Reregistration Eligibility Decision Document - Cytokinin p.v EPA 738-R-95-025 (December 1995). Available from the Database Query page at http://www.epa.gov/pesticides/reregistration/status.htm as of February 9, 2009.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

안전 및 보호

Disposal Methods · 1건

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

독성 정보

Interactions · 1건

... Zeatin mitigated cognitive deficits and showed AChE inhibition in scopolamine (Scop)-induced mice following 21 days of zeatin treatment. After administration of Scop for 30 min, each mouse performed Y-maze and step-down latency tasks as a check on immediate against cognitive function. The results showed that zeatin administration attenuated Scop-induced memory damage and decreased AChE activity in the mice...

화학 및 산업

약리 정보

Mechanism of Action · 1건

Kinetin stimulated phosphorylation of protein in floated Chinese-cabbage leaf discs, but inhibited protein phosphorylation in nuclei+chloroplast extracts from Chinese-cabbage or tobacco leaves. Kinetin also inhibited protein phosphorylation in isolated tobacco nuclei or nuclei from carrot secondary-phloem tissue. Purified Chinese-cabbage leaf ribosomes exhibited protein kinase activity which was inhibited by kinetin and zeatin. The ribosome-associated kinase responded to kinetin and zeatin differently from that associated with nuclei+chloroplast preparations. Protein phosphorylation in vitro was not affected by adenosine 3':5'-cyclic monophosphate, indol-3-ylacetic acid or gibberellic acid. It was only inhibited by N(9)-unsubstituted purines, among which the known cytokinins were the most effective inhibitors. The results are discussed in relation to possible similarities between the effects of cytokinins in plant tissues and the effects of adenosine 3':5'-cyclic monophosphate in animal tissues. Both compounds appear to modify the activity of protein kinases and both affect many different cellular processes.

MeSH Pharmacological ClassificationAny of the hormones produced naturally in plants and active in controlling growth and other functions. There are three primary classes: auxins, cytokinins, and gibberellins.

용도 및 제조

UsesInhibition of mitochondrial function...
General Manufacturing Information · 2건

Naturally occurring plant growth hormone; cytokinin originally isolated from sweet corn kernels, Zea mays L. Gramineae.

Cytokinin is a group of plant regulators that promote cell division, leaf expansion and retard leaf aging. Cytokinin is comprised of four naturally occurring cytokinins (derived from aqueous extract of seaweed meal) -- zeatin [6-(4-hydroxy-3-methylbut-trans-2-enylamino)-purine], N6-methylaminopurine, N6-dimethylaminopurine, N6-isopentenylaminopurine, and synthetic cytokinin -- kinetin [6-(furfurylamino)purine]. Cytokinins (i.e. naturally occurring) in aqueous extracts of seaweed meal, are derived from the following algae: Laminaria digitata, Laminaria hyperborea, Fucus serratus and Ascophyllum nodosum.

관련 반응

0건
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화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
ChEMBL
CHEMBL525239
ChEBI
CHEBI:15333
UNII
7I6OOJ9GR6
EC Number
605-343-5
Nikkaji
J3.243.127E、J7.540J
InChIKey
UZKQTCBAMSWPJD-FARCUNLSSA-N
SMILES
C(O)/C(/C)=C/CNC1=C2C(=NC=N1)NC=N2
EPA
Zeatin (1637-39-4)

화학적 성질

white to light yellow crystal powder

Natural Pollution SourcesNaturally occurring plant growth hormone; cytokinin originally isolated from sweet corn kernels, Zea mays L. Gramineae.
Antidote and Emergency Treatment · 3건

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/

/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/

/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

Non-Human Toxicity Values · 2건

LD50 Rat oral >5 g/kg /from table/ /Cytokinin/

LD50 Rabbit dermal >2 g/kg /from table/ /Cytokinin/

안전 데이터

wgk
3
rtecs
EM9506000
HS 번호
29335990
hazard_code
Xi
safety_code
22-24/25
F 고인화성물질
8-10-23
스토리지 클래스
11 - Combustible Solids
유해 물질 데이터
1637-39-4(Hazardous Substances Data)
응용 분야 · 2건

개요trans-Zeatin is a cytokinin plant growth regulator with antioxidant and neuroprotective activities. It binds to the cytokinin receptor Arabidopsis histidine kinase 3 (AHK3) with a KD value of 1.3 nM. trans-Zeatin increases chlorophyll levels in etiolated Cucumus sativus cotyledons in a concentration-dependent manner. It increases callus growth and shoot formation in N. tabacum calluses when used at concentrations of 5 and 50 μM. trans-Zeatin (25-100 μM) reduces production of reactive oxygen species (ROS) induced by amyloid β (25-35) (Aβ25-35) in PC12 cells. It reduces scopolamine-induced spontaneous alternations in the Y-maze, indicating enhanced spatial memory, in mice when administered at doses of 1.5, 3, and 4.5 mg/kg per day.

일반 설명trans-Zeatin contains a hydroxylated isoprenoid side chain.

상·하류 제품 정보

상류 원료

2-Buten-1-ol, 4-amino-2-methyl-6-Chloropurine에틸알코올1H-Isoindole-1,3(2H)-dione, 2-[(2E)-4-(acetyloxy)-3-methyl-2-buten-1-yl]-트리에틸아민

공급사100 곳

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추가 설명 · 2건

정의Increased levels of cytokinins such as trans-zeatin, which are considered highly active, induced resistance against mainly (hemi)biotrophic pathogens in different plant species. In contrast, cis-zeatin is commonly regarded as a cytokinin exhibiting low or no activity [1].

정의ChEBI: The trans-isomer of zeatin.