KEGG   PATHWAY: rn00996
Entry
rn00996                     Pathway                                
Name
Biosynthesis of various alkaloids
  Including
Cucurbitacin biosynthesis, Solanine and tomatine biosynthesis, Ephedrine biosynthesis, Capsaicin biosynthesis, Acridone alkaloid biosynthesis
Class
Metabolism; Biosynthesis of other secondary metabolites
Pathway map
rn00996  Biosynthesis of various alkaloids
rn00996

Reaction
R00984  S-adenosyl-L-methionine:anthranilate N-methyltransferase
R01426   
R03614  (-)-ephedrine:NAD+ 2-oxidoreductase
R05772  feruloyl-CoA hydro-lyase/vanillin-lyase (acetyl-CoA-forming)
R05773  feruloyl-CoA hydro-lyase/vanillin-lyase (acetyl-CoA-forming)
R07250  malonyl-CoA:N-methylanthraniloyl-CoA malonyltransferase (cyclizing)
R07416  N-methylanthranilate:CoA ligase (AMP-forming)
R08376   
R08377   
R08464   
R08465  S-adenosyl-L-methionine:D-cathine N-methyltransferase
R08466   
R08467  S-adenosyl-L-methionine:norephedrine N-methyltransferase
R08470   
R08471   
R08472   
R08473   
R08474   
R08475   
R08476   
R08477   
R08478   
R08487   
R08488   
R08489   
R08490   
R08491   
R08492  cinchoninone:NADPH oxidoreductase
R08496   
R08498   
R08507   
R08508   
R08535   
R08561  cinchoninone:NADPH oxidoreductase (epimerizing)
R08838  benzoate,NADPH:oxygen oxidoreductase (2-hydroxylating)
R09088   
R09089   
R09090   
R09688  (S)-2,3-epoxysqualene mutase (cyclizing, cucurbitadienol-forming)
R12007  cucurbitadienol,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (11-oxocucurbitadienol forming)
R12622  L-alanine:vanillin aminotransferase
R12626  (6E)-8-methylnon-6-enoyl-CoA:vanillylamine 8-methylnon-6-enoyltranferase
R12628   
R12831   
R12832   
R12833   
R12834   
R12835   
R12836   
R12837   
R12840   
R12841   
R12845   
R12846   
R12847   
R12848   
R12849   
R12850   
R13324  ferulate acetate-lyase (vanillin-forming)
Compound
C00024  Acetyl-CoA
C00074  Phosphoenolpyruvate
C00078  L-Tryptophan
C00079  L-Phenylalanine
C00083  Malonyl-CoA
C00108  Anthranilate
C00180  Benzoate
C00187  Cholesterol
C00223  p-Coumaroyl-CoA
C00251  Chorismate
C00254  Prephenate
C00323  Caffeoyl-CoA
C00406  Feruloyl-CoA
C00423  trans-Cinnamate
C00493  Shikimate
C00630  2-Methylpropanoyl-CoA
C00751  Squalene
C00755  4-Hydroxy-3-methoxy-benzaldehyde
C00805  Salicylate
C01054  (S)-2,3-Epoxysqualene
C01197  Caffeate
C01494  Ferulate
C01575  Ephedrine
C01897  Camptothecin
C02765  (+)-(1S,2S)-Pseudoephedrine
C03005  N-Methylanthranilate
C03470  3-alpha(S)-Strictosidine
C04351  (R)-2-Methylimino-1-phenylpropan-1-ol
C06332  N-Acetylanthranilate
C06528  Cinchonine
C06543  Solanidine
C06866  Capsaicin
C07303  4-Hydroxy-3-methoxyphenyl-beta-hydroxypropanoyl-CoA
C08300  D-Cathine
C08301  Cathinone
C08624  Euphol
C08627  Hopane-29-acetate
C08748  Azadirachtin A
C08794  Cucurbitacin B
C08795  Cucurbitacin C
C08796  Cucurbitacin D
C08797  Cucurbitacin E
C08800  Cucurbitacin I
C10632  Acronycine
C10660  Dictamnine
C10722  Melicopicine
C10733  Peganine
C10738  Rutacridone
C10740  Skimmianine
C10820  Solanine
C10826  Tomatidine
C10827  Tomatine
C11379  Cinchonidine
C12092  N-Methylanthraniloyl-CoA
C12093  1,3-Dihydroxy-N-methylacridone
C16666  Vanillylamine
C16716  4-Hydroxy-2-quinolone
C16719  (-)-Norephedrine
C16721  Platydesmine
C16723  Pumiloside
C16724  Strictosamide
C16725  Deoxypumiloside
C16726  Cinchoninone
C16727  Cinchonamine
C16735  Corynantheal
C17268  Pyruvophenone
C18202  8-Methyl-6-nonenoic acid
C19819  Cucurbitadienol
C21841  11-Oxocucurbitadienol
C22289  (6E)-8-Methylnon-6-enoyl-CoA
C22433  19-Hydroxycucurbitadienol
C22434  19,25-Dihydroxycucurbitadienol
C22435  Deacetylcucurbitacin C
C22436  11-Carbonyl-20beta-hydroxycucurbitadienol
C22437  11-Carbonyl-2beta,20beta-dihydroxycucurbitadienol
C22446  22-Hydroxycholesterol
C22447  22,26-Dihydroxycholesterol
C22448  16alpha,22,26-Trihydroxycholesterol
Reference
PMID:27892922
  Authors
Zhou Y, Ma Y, Zeng J, Duan L, Xue X, Wang H, Lin T, Liu Z, Zeng K, Zhong Y, Zhang S, Hu Q, Liu M, Zhang H, Reed J, Moses T, Liu X, Huang P, Qing Z, Liu X, Tu P, Kuang H, Zhang Z, Osbourn A, Ro DK, Shang Y, Huang S.
  Title
Convergence and divergence of bitterness biosynthesis and regulation in Cucurbitaceae.
  Journal
Nat Plants 2:16183 (2016)
DOI:10.1038/nplants.2016.183
Reference
PMID:28754839
  Authors
Nakayasu M, Umemoto N, Ohyama K, Fujimoto Y, Lee HJ, Watanabe B, Muranaka T, Saito K, Sugimoto Y, Mizutani M.
  Title
A Dioxygenase Catalyzes Steroid 16alpha-Hydroxylation in Steroidal Glycoalkaloid  Biosynthesis.
  Journal
Plant Physiol 175:120-133 (2017)
DOI:10.1104/pp.17.00501
Reference
PMID:19553373
  Authors
Mazourek M, Pujar A, Borovsky Y, Paran I, Mueller L, Jahn MM
  Title
A dynamic interface for capsaicinoid systems biology.
  Journal
Plant Physiol 150:1806-21 (2009)
DOI:10.1104/pp.109.136549
Reference
PMID:10217426
  Authors
Lukacin R, Springob K, Urbanke C, Ernwein C, Schroder G, Schroder J, Matern U.
  Title
Native acridone synthases I and II from Ruta graveolens L. form homodimers
  Journal
FEBS Lett 448:135-40 (1999)
DOI:10.1016/S0014-5793(99)00355-5
Reference
PMID:16874388
  Authors
O'Connor SE, Maresh JJ.
  Title
Chemistry and biology of monoterpene indole alkaloid biosynthesis.
  Journal
Nat Prod Rep 23:532-47 (2006)
DOI:10.1039/b512615k
Related
pathway
rn00010  Glycolysis / Gluconeogenesis
rn00100  Steroid biosynthesis
rn00400  Phenylalanine, tyrosine and tryptophan biosynthesis
rn00901  Indole alkaloid biosynthesis
rn00940  Phenylpropanoid biosynthesis
KO pathway
ko00996   
LinkDB

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