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Wikipedia

Harmalol

Harmalol is a bioactive beta-carboline and a member of the harmala alkaloids.[2][3]

Harmalol
Names
Preferred IUPAC name
1-Methyl-4,9-dihydro-3H-pyrido[4,3-b]indol-7-ol
Other names
1-Methyl-4,9-dihydro-3H-β-carbolin-7-ol
Identifiers
  • 525-57-5 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 11262879
ECHA InfoCard 100.007.616
EC Number
  • 208-375-4
  • 5353656
UNII
  • 2NQN80556Q Y
  • DTXSID90975692 DTXSID50894870, DTXSID90975692
  • InChI=1S/C12H12N2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12/h2-3,6,14-15H,4-5H2,1H3
    Key: RHVPEFQDYMMNSY-UHFFFAOYSA-N
  • OC1=CC=C(C(CCN=C3C)=C3N2)C2=C1
Properties
C12H12N2O
Molar mass 200.241 g·mol−1
Appearance Red solid
Melting point 100 to 105 °C (212 to 221 °F; 373 to 378 K) (trihydrate)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Legal status edit

Australia edit

Harmala alkaloids are considered Schedule 9 prohibited substances under the Poisons Standard (October 2015).[4] A Schedule 9 substance is a substance which may be abused or misused, the manufacture, possession, sale or use of which should be prohibited by law except when required for medical or scientific research, or for analytical, teaching or training purposes with approval of Commonwealth and/or State or Territory Health Authorities.[4]

See also edit

References edit

  1. ^ Thieme Chemistry (Hrsg.): RÖMPP Online – Version 3.37. Georg Thieme Verlag KG, Stuttgart, 27. September 2013.
  2. ^ Sarkar S, Bhadra K (2014). "Binding of alkaloid harmalol to DNA: photophysical and calorimetric approach". J Photochem Photobiol B. 130: 272–80. doi:10.1016/j.jphotobiol.2013.11.021. PMID 24368411.
  3. ^ El Gendy MA, Soshilov AA, Denison MS, El-Kadi AO (2012). "Harmaline and harmalol inhibit the carcinogen-activating enzyme CYP1A1 via transcriptional and posttranslational mechanisms". Food Chem Toxicol. 50 (2): 353–62. doi:10.1016/j.fct.2011.10.052. PMC 3281145. PMID 22037238.
  4. ^ a b Poisons Standard October 2015 https://www.comlaw.gov.au/Details/F2015L01534


harmalol, bioactive, beta, carboline, member, harmala, alkaloids, names, preferred, iupac, name, methyl, dihydro, pyrido, indol, other, names, methyl, dihydro, carbolin, identifiers, number, model, jsmol, interactive, image, chemspider, 11262879, echa, infocar. Harmalol is a bioactive beta carboline and a member of the harmala alkaloids 2 3 Harmalol Names Preferred IUPAC name 1 Methyl 4 9 dihydro 3H pyrido 4 3 b indol 7 ol Other names 1 Methyl 4 9 dihydro 3H b carbolin 7 ol Identifiers CAS Number 525 57 5 Y 3D model JSmol Interactive image ChemSpider 11262879 ECHA InfoCard 100 007 616 EC Number 208 375 4 PubChem CID 5353656 UNII 2NQN80556Q Y CompTox Dashboard EPA DTXSID90975692 DTXSID50894870 DTXSID90975692 InChI InChI 1S C12H12N2O c1 7 12 10 4 5 13 7 9 3 2 8 15 6 11 9 14 12 h2 3 6 14 15H 4 5H2 1H3Key RHVPEFQDYMMNSY UHFFFAOYSA N SMILES OC1 CC C C CCN C3C C3N2 C2 C1 Properties Chemical formula C 12H 12N 2O Molar mass 200 241 g mol 1 Appearance Red solid Melting point 100 to 105 C 212 to 221 F 373 to 378 K trihydrate 1 Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references Contents 1 Legal status 1 1 Australia 2 See also 3 ReferencesLegal status editAustralia edit Harmala alkaloids are considered Schedule 9 prohibited substances under the Poisons Standard October 2015 4 A Schedule 9 substance is a substance which may be abused or misused the manufacture possession sale or use of which should be prohibited by law except when required for medical or scientific research or for analytical teaching or training purposes with approval of Commonwealth and or State or Territory Health Authorities 4 See also edit9 Me Bc DMTReferences edit Thieme Chemistry Hrsg ROMPP Online Version 3 37 Georg Thieme Verlag KG Stuttgart 27 September 2013 Sarkar S Bhadra K 2014 Binding of alkaloid harmalol to DNA photophysical and calorimetric approach J Photochem Photobiol B 130 272 80 doi 10 1016 j jphotobiol 2013 11 021 PMID 24368411 El Gendy MA Soshilov AA Denison MS El Kadi AO 2012 Harmaline and harmalol inhibit the carcinogen activating enzyme CYP1A1 via transcriptional and posttranslational mechanisms Food Chem Toxicol 50 2 353 62 doi 10 1016 j fct 2011 10 052 PMC 3281145 PMID 22037238 a b Poisons Standard October 2015 https www comlaw gov au Details F2015L01534 nbsp This article about an alkaloid is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Harmalol amp oldid 1134041596, wikipedia, wiki, book, books, library,

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