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Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
10 steps
Depiction
Dead-End Product
OKKJLVBELUTLKV-UHFFFAOYSA-N
Methanol
CO
Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
4 steps
Depiction
Dead-End Product
BDAGIHXWWSANSR-UHFFFAOYSA-N
Formic Acid
OC=O
Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
4 steps
Depiction
Dead-End Product
BVKZGUZCCUSVTD-UHFFFAOYSA-N
Carbonic Acid
C(=O)(O)O
Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
4 steps
Depiction
Dead-End Product
MUBZPKHOEPUJKR-UHFFFAOYSA-N
Oxalic Acid
C(=O)(C(O)=O)O
Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
10 steps
Depiction
Dead-End Product
CKFGINPQOCXMAZ-UHFFFAOYSA-N
Methanediol
C(O)O
Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
10 steps
Depiction
Dead-End Product
VNWKTOKETHGBQD-UHFFFAOYSA-N
Methane
C
Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
17 steps
Depiction
Dead-End Product
LJDZFAPLPVPTBD-UHFFFAOYSA-M
CID 22568690
C([N+](=O)[O-])([O-])=O
Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
4 steps
Depiction
Dead-End Product
LYGJENNIWJXYER-UHFFFAOYSA-N
Nitromethane
C[N+](=O)[O-]
Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
3 steps
Depiction
Dead-End Product
ADCROEZEFWMOOY-UHFFFAOYSA-N
Methanamine, N-methylene-, N-oxide
[N+](=C)(C)[O-]
Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
3 steps
Depiction
Dead-End Product
BAACUWOAFOQZRV-UUANSAFJSA-N
C(=C(C(C=C(S(=O)(=O)O)C(O)=O)=CC(=O)O)C(=O)O)C(O)=O

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Depiction
Upstream Precursor
LAZUEFIDENFJML-UHFFFAOYSA-O
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C(=C4C=CC(=CC4=C3O)N…
Depth 1
Depiction
Product
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
Depiction
Upstream Precursor
AMPTTZJVKNUUJF-UHFFFAOYSA-O
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C(=C4C=CC(=CC4=C3O)N…
Depth 2
Depiction
Product
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
Depiction
Upstream Precursor
OXOHFBIDJCBEKB-UHFFFAOYSA-O
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
Depth 1
Depiction
Product
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…

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Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
Depth 1
Depiction
Downstream Successor
ROSDSFDQCJNGOL-UHFFFAOYSA-O
Dimethylaminium
C[NH2+]C
Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
Depth 2
Depiction
Downstream Successor
BAVYZALUXZFZLV-UHFFFAOYSA-N
Methylamine
NC
Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
Depth 3
Depiction
Downstream Successor
ALRHLSYJTWAHJZ-UHFFFAOYSA-N
3-Hydroxypropionic acid
C(CCO)(=O)O
Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
Depth 2
Depiction
Downstream Successor
VMESOKCXSYNAKD-UHFFFAOYSA-N
Dimethylhydroxylamine
N(C)(C)O
Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
Depth 2
Depiction
Downstream Successor
AKXKFZDCRYJKTF-UHFFFAOYSA-N
Reuterin
C(CC=O)O
Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
Depth 2
Depiction
Downstream Successor
GSZKLTJTSQMAOD-UHFFFAOYSA-N
3-(Dimethylamino)propanal
C(CCN(C)C)=O
Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
Depth 3
Depiction
Downstream Successor
IUNMPGNGSSIWFP-UHFFFAOYSA-O
3-(Dimethylamino)propylazanium
NCCC[NH+](C)C
Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
Depth 1
Depiction
Downstream Successor
PYSGFFTXMUWEOT-UHFFFAOYSA-N
3-(Dimethylamino)-1-propanol
OCCCN(C)C
Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
Depth 3
Depiction
Downstream Successor
WUGQZFFCHPXWKQ-UHFFFAOYSA-N
3-Amino-1-propanol
C(CO)CN
Depiction
Precursor
MAWDNFSFHJMRII-UHFFFAOYSA-O
3-[[4-[[1-[3-(Dimethylamino)propyl]-2-hydroxy-4-methyl-6-oxo-1-pyridin-3-ylpyridin-1-ium-3-yl]diazenyl]phenyl]diazenyl]-4-hydroxy-6-[(2-hydroxy-4,5-dimethyl-6-oxo-1-pyridin-3-yl-3-pyridinyl)diazenyl]naphthalene-2-sulfonic acid
CC1=CC(=O)[N+](C(=O)C1=NN=C2C=CC(=NNC3=C(C=C4C=CC(=CC4=C3O)N=…
Depth 2
Depiction
Downstream Successor
GNOONSKBBSOTDH-UHFFFAOYSA-N
C(=Cc1ccc(cc1C(=O)O)N)(S(=O)(=O)O)C(O)=O

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