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Triptamin Садржај Triptamini u biljkama Derivati triptamina Reference Literatura Spoljašnje veze Мени за навигацију61-54-1Interactive image100.000.4641251150verifikuj„PubChem as a public resource for drug discovery.”2097051910.1016/j.drudis.2010.10.003уреди10.1016/S1574-1400(08)00012-110.1016/0301-0082(82)90023-5„ScienceDirect - Toxicology : Conversion of trichloroethylene to chloral using occupationally relevant levels”Chemistry of Plant HormonesMI Accumulation of Tryptamine in Barley Leaves Irradiated with UV light, Hisashi Mayagawa, Hiroshi Toda, Tetsu Tsurushima, Tamio Ueno, Jiko Shishiyama, Pesticide Research Institute, Faculty of Agriculture, Kyoto University, Kyoto 606-01, Japan, Bioscience, Biotechnology, Biochemistry, 58(9), 1723-1724, 1994ууу

ТриптаминиХетероциклична једињења азотаХетероциклична једињења (2 прстена)


alkaloidindolnitriptofanneurotransmiterahalucinogenabiosintezehormonaakacijapesticidserotoninneurotransmitermelatoningljivamapsilocibinsumatriptanmigrenuLSD










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Triptamin




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Triptamin

Tryptamine structure.png

Tryptamine-3d-sticks.png
Nazivi

IUPAC naziv
2-(1H-indol-3-yl)ethanamine

Identifikacija

CAS broj



  • 61-54-1 НеН


3D model (Jmol)


  • Interactive image


ECHA InfoCard

100.000.464

IUPHAR/BPS


  • 125



PubChem[1][2]CID


  • 1150



Svojstva

Hemijska formula


C10H12N2

Molarna masa
160.216

Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje materijala (na 25 °C [77 °F], 100 kPa).


ДаY verifikuj (šta je ДаYНеН ?)

Reference infokutije


Triptamin je monoaminski alkaloid pronađen u biljkama i životinjama. Njegova struktura sadrži indolni prstena, a prirodno se sintetizuje iz aminokiseline triptofan po čemu je dobio ime triptamin. Triptamin je u tragovima pronađen u mozgu sisara i smatra se da ima ulogu neurotransmitera.[3] Triptamin je takođe polazna osnova za grupu jedinjenja sa nazivom triptamini. U grupi triptamina se nalaze i razna biološki aktivna jedinjenja poput neurotransmitera ili halucinogena.


Koncentracija triptamina u mozgu pacova iznosi otprilike 3.5 pmol/g.[4]




Садржај





  • 1 Triptamini u biljkama


  • 2 Derivati triptamina


  • 3 Reference


  • 4 Literatura


  • 5 Spoljašnje veze




Triptamini u biljkama


Mnoge, ili skoro sve biljke, imaju malu količinu triptamina koji učestvuje u procesu biosinteze biljnog hormona indol-3-sirćetne kiseline (heteroauksin).[5] Veće koncentracije se mogu naći u biljkama vrste akacija. Triptamin u biljci deluje kao prirodni pesticid.[6]



Derivati triptamina




Opšta struktura supstituisanih triptamina


Najpoznatiji triptamini su serotonin, važan neurotransmiter, i melatonin. Triptaminski alkaloidi su pronađeni u gljivama, biljkama i životinjama. Čovek ih često koristi zbog njihovih psihoaktivnih delovanja. Neki od takvih primera je i psilocibin iz gljiva, i DMT nekih biljaka. Poznati su i mnogi sintetički triptamini kao što je sumatriptan, lek za migrenu.


Neki triptamini mogu biti i delovi kompleksnijih jedinjenja kao što su: LSD i Ibogain





























































Prirodni triptamini
(vidi još Popis prirodnih triptamina)
Kratko ime
R4R5R6RN1RN2Puno ime
DMTHHHCH3CH3
N,N-dimetiltriptamin
NMTHHHHCH3
N-metiltriptamin
PsilocinOHHHCH3 CH34-hidroksi-N,N-dimetiltriptamin
Serotonin HOHHHH5-hidroksitriptamin
BufoteninHOHHCH3CH35-hidroksi-N,N-dimetiltriptamin
MelatoninHOCH3HO=CH-CH3H5-metoksi-N-acetiltriptamin
5-MeO-DMTHOCH3HCH3CH35-metoksi-N,N-dimetiltriptamin





























































































Sintetički triptamini
Kratko ime
RαR4R5RN1RN2Puno ime

AET

CH2CH3
H
H
H
H
α-etiltriptamin

AMT

CH3
H
H
H
H
α-metiltriptamin

DET
H
H
H
CH2CH3CH2CH3
N,N-dietiltriptamin

DiPT
H
H
H

CH(CH3)2
CH(CH3)2
N,N-diizopropiltriptamin

DPT
H
H
H

CH2CH2CH3
CH2CH2CH3
N,N-dipropiltriptamin

5-MeO-AMT
CH3H

OCH3
H
H
5-metoksi-α-metiltriptamin

4-HO-DET
H
OH
H
CH2CH3CH2CH34-hidroksi-N,N-dietiltriptamin

4-HO-DIPT
H
OH
H
CH(CH3)2CH(CH3)24-hidroksi-N,N-diizopropiltriptamin

5-MeO-DIPT
H
H
OCH3CH(CH3)2CH(CH3)25-metoksi-N,N-diizopropiltriptamin

4-HO-MiPT
H
OH
H
CH(CH3)2CH34-hidroksi-N-izopropil-N-metiltriptamin

Sumatriptan
H
H
SO2NHCH3CH3CH35-metilaminosulfonil-N,N-dimetiltriptamin
5-DATHOCH3HO=CH-CH3O=CH-CH35-metoksi-N,N-diacetiltriptamin


Reference




  1. ^ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today. 15 (23-24): 1052—7. PMID 20970519. doi:10.1016/j.drudis.2010.10.003.  уреди


  2. ^ Evan E. Bolton; Yanli Wang; Paul A. Thiessen; Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry. 4: 217—241. doi:10.1016/S1574-1400(08)00012-1. 


  3. ^ Jones R.S. (1982). „Tryptamine: a neuromodulator or neurotransmitter in mammalian brain?”. Progress in neurobiology. 19 (1–2): 117–139. doi:10.1016/0301-0082(82)90023-5. 


  4. ^ „ScienceDirect - Toxicology : Conversion of trichloroethylene to chloral using occupationally relevant levels”. 


  5. ^ Takahashi, Dean Nobutaka. Chemistry of Plant Hormones. CRC Press. 


  6. ^ MI Accumulation of Tryptamine in Barley Leaves Irradiated with UV light, Hisashi Mayagawa, Hiroshi Toda, Tetsu Tsurushima, Tamio Ueno, Jiko Shishiyama, Pesticide Research Institute, Faculty of Agriculture, Kyoto University, Kyoto 606-01, Japan, Bioscience, Biotechnology, Biochemistry, 58(9), 1723-1724, 1994[мртва веза]



Literatura



Spoljašnje veze













Преузето из „https://sr.wikipedia.org/w/index.php?title=Triptamin&oldid=20763915”










Мени за навигацију



























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