ENTRY C00255 Compound NAME Riboflavin; Lactoflavin; 7,8-Dimethyl-10-ribitylisoalloxazine; Vitamin B2 FORMULA C17H20N4O6 EXACT_MASS 376.1383 MOL_WEIGHT 376.36 REMARK Same as: D00050 REACTION R00066 R00548 R00549 R00550 R01732 R01734 R05707 R08574 R09750 PATHWAY map00740 Riboflavin metabolism map01100 Metabolic pathways map01110 Biosynthesis of secondary metabolites map01240 Biosynthesis of cofactors map02010 ABC transporters map04977 Vitamin digestion and absorption MODULE M00125 Riboflavin biosynthesis, plants and bacteria, GTP => riboflavin/FMN/FAD M00911 Riboflavin biosynthesis, fungi, GTP => riboflavin/FMN/FAD ENZYME 1.5.1.30 1.5.1.36 1.5.1.41 2.5.1.9 2.7.1.26 2.7.1.42 2.7.1.161 3.1.3.2 3.1.3.102 3.5.99.1 BRITE Compounds with biological roles [BR:br08001] Vitamins and cofactors Vitamins Water-soluble vitamins C00255 Riboflavin (Vitamin B2) Anatomical Therapeutic Chemical (ATC) classification [BR:br08303(D00050)] A ALIMENTARY TRACT AND METABOLISM A11 VITAMINS A11H OTHER PLAIN VITAMIN PREPARATIONS A11HA Other plain vitamin preparations A11HA04 Riboflavin (vit B2) D00050 Riboflavin (JP18/USP/INN) S SENSORY ORGANS S01 OPHTHALMOLOGICALS S01X OTHER OPHTHALMOLOGICALS S01XA Other ophthalmologicals S01XA26 Riboflavin D00050 Riboflavin (JP18/USP/INN) Classification of Japanese OTC drugs [BR:br08313(D00050)] Nourishing tonics and health supplements 36 Vitamin B2 based drugs D00050 Riboflavin (JP18/USP/INN) 40 Vitamin B2B6 based drugs D00050 Riboflavin (JP18/USP/INN) 43 Vitamin containing supplements D00050 Riboflavin (JP18/USP/INN) Risk category of Japanese OTC drugs [BR:br08312(D00050)] Third-class OTC drugs Inorganic and organic chemicals Riboflavin D00050 Riboflavin (JP18/USP/INN) Drugs listed in the Japanese Pharmacopoeia [BR:br08311(D00050)] Chemicals D00050 Riboflavin D00050 Riboflavin powder DBLINKS CAS: 83-88-5 PubChem: 3554 ChEBI: 17015 KNApSAcK: C00001552 PDB-CCD: RBF NIKKAJI: J3.876H ATOM 27 1 C8y C 17.4343 -19.3244 2 C8y C 17.4343 -17.9239 3 C8x C 16.2439 -17.2236 4 C8y C 14.9834 -17.9239 5 C8y C 14.9834 -19.3244 6 C8x C 16.2439 -20.0247 7 N5x N 18.6472 -20.0247 8 C8y C 19.8602 -19.3244 9 C8y C 19.8602 -17.9239 10 N4y N 18.6472 -17.2236 11 C8y C 21.0731 -20.0247 12 N4x N 22.2859 -19.3244 13 C8y C 22.2859 -17.9239 14 N5x N 21.0731 -17.2236 15 C1b C 18.6472 -15.8233 16 C1c C 17.4175 -15.1131 17 C1c C 17.4177 -13.7223 18 O1a O 16.2130 -15.8085 19 O1a O 18.6432 -13.0150 20 C1c C 16.2174 -13.0290 21 O1a O 15.0274 -13.7159 22 C1b C 16.2175 -11.6216 23 O1a O 15.0244 -10.9327 24 C1a C 13.7763 -17.2136 25 C1a C 13.7763 -20.0347 26 O5x O 21.0731 -21.4253 27 O5x O 23.4840 -17.2321 BOND 29 1 1 2 2 2 2 3 1 3 3 4 2 4 4 5 1 5 5 6 2 6 1 6 1 7 1 7 1 8 7 8 2 9 8 9 1 10 9 10 1 11 2 10 1 12 8 11 1 13 11 12 1 14 12 13 1 15 13 14 1 16 9 14 2 17 10 15 1 18 15 16 1 19 16 17 1 20 16 18 1 #Down 21 17 19 1 #Up 22 17 20 1 23 20 21 1 #Down 24 20 22 1 25 22 23 1 26 4 24 1 27 5 25 1 28 11 26 2 29 13 27 2 /// ENTRY C19078 Compound NAME tRNA with a 3' cytidine FORMULA C14H21N3O11PR(C5H8O6PR)n REACTION R09383 R09384 ENZYME 2.7.7.72 DBLINKS PubChem: 124489750 ChEBI: 82203 ATOM 43 1 C1y C 20.0900 -18.8300 2 C1y C 21.4900 -18.8300 3 C1y C 21.9100 -17.5000 4 C1y C 20.7900 -16.6600 5 O2x O 19.6700 -17.5000 6 O2b O 22.4700 -19.8100 7 C1b C 18.9000 -19.5300 8 R R 20.0900 -15.4700 9 C1y C 29.4000 -19.1100 10 C1y C 30.8000 -19.1100 11 C1y C 31.2200 -17.7800 12 C1y C 30.1000 -16.9400 13 O2x O 28.9800 -17.7800 14 O2b O 31.5700 -19.9500 15 C1b C 28.2100 -19.8100 16 O2b O 26.8100 -19.8100 17 P1b P 25.4100 -19.8100 18 O1c O 25.4100 -21.2100 19 O1c O 25.4100 -18.4100 20 C1y C 38.0800 -19.2500 21 C1y C 39.4800 -19.2500 22 C1y C 39.9000 -17.9200 23 C1y C 38.7800 -17.0800 24 O2x O 37.6600 -17.9200 25 O1a O 40.4600 -20.2300 26 C1b C 36.8900 -19.9500 27 N4y N 38.0800 -15.8900 28 O2b O 35.4900 -19.9500 29 P1b P 34.0900 -19.9500 30 O1c O 34.0900 -21.3500 31 O1c O 34.0900 -18.5500 32 O1a O 22.8999 -16.5101 33 O1a O 31.9999 -16.6501 34 O1a O 40.8899 -16.9301 35 R R 29.4000 -15.7276 36 C8y C 38.7701 -14.6719 37 N5x N 38.0603 -13.4652 38 C8y C 36.6603 -13.4066 39 C8x C 35.9702 -14.6947 40 C8x C 36.6800 -15.9014 41 O5x O 40.1794 -14.7303 42 N1a N 35.9857 -12.2243 43 O1a O 18.9000 -20.9300 BOND 46 1 1 2 1 2 2 3 1 3 3 4 1 4 4 5 1 5 1 5 1 6 2 6 1 #Down 7 1 7 1 #Up 8 4 8 1 #Up 9 9 10 1 10 10 11 1 11 11 12 1 12 12 13 1 13 9 13 1 14 10 14 1 #Down 15 9 15 1 #Up 16 15 16 1 17 16 17 1 18 17 18 2 19 17 19 1 20 17 6 1 21 20 21 1 22 21 22 1 23 22 23 1 24 23 24 1 25 20 24 1 26 21 25 1 #Down 27 20 26 1 #Up 28 23 27 1 #Up 29 26 28 1 30 28 29 1 31 29 30 2 32 29 31 1 33 29 14 1 34 3 32 1 #Down 35 11 33 1 #Down 36 22 34 1 #Down 37 12 35 1 #Up 38 27 36 1 39 36 37 1 40 37 38 2 41 38 39 1 42 39 40 2 43 27 40 1 44 36 41 2 45 38 42 1 46 7 43 1 BRACKET 1 24.7800 -22.6100 24.7800 -15.3300 1 32.9000 -15.2600 32.9000 -22.6100 1 n ORIGINAL 1 9 10 11 12 13 14 15 16 17 18 19 33 35 REPEAT 1 /// ENTRY C18258 Compound NAME Pyrene-1,8-dione; 1,8-Pyrenequinone FORMULA C16H8O2 EXACT_MASS 232.0524 MOL_WEIGHT 232.23 REACTION R09176 PATHWAY map00624 Polycyclic aromatic hydrocarbon degradation map01120 Microbial metabolism in diverse environments DBLINKS CAS: 2304-85-0 PubChem: 103061440 ChEBI: 81609 ATOM 18 1 C5x C 23.5902 -19.3202 2 C2x C 23.5902 -20.7202 3 C2x C 24.8027 -21.4202 4 C8y C 26.0152 -20.7202 5 C8y C 26.0152 -19.3202 6 C8y C 24.8027 -18.6202 7 C8y C 27.2276 -18.6202 8 C8y C 27.2276 -17.2202 9 C8x C 26.0152 -16.5202 10 C8x C 24.8027 -17.2202 11 C8x C 27.2276 -21.4202 12 C8x C 28.4400 -20.7202 13 C8y C 28.4400 -19.3202 14 C2x C 29.6525 -18.6202 15 C2x C 29.6525 -17.2202 16 C5x C 28.4400 -16.5202 17 O5x O 28.4399 -15.1202 18 O5x O 22.3775 -18.6200 BOND 21 1 1 2 1 2 2 3 2 3 3 4 1 4 4 5 1 5 5 6 1 6 1 6 1 7 5 7 2 8 7 8 1 9 8 9 2 10 9 10 1 11 6 10 2 12 4 11 2 13 11 12 1 14 12 13 2 15 7 13 1 16 13 14 1 17 14 15 2 18 15 16 1 19 8 16 1 20 16 17 2 21 1 18 2 /// ENTRY C18259 Compound NAME 1-Methoxypyrene FORMULA C17H12O EXACT_MASS 232.0888 MOL_WEIGHT 232.28 REACTION R09177 R09178 PATHWAY map00624 Polycyclic aromatic hydrocarbon degradation map01120 Microbial metabolism in diverse environments ENZYME 1.14.-.- 2.1.1.- DBLINKS CAS: 34246-96-3 PubChem: 103061441 ChEBI: 81610 ATOM 18 1 C8x C 23.5900 -19.3200 2 C8x C 23.5900 -20.7200 3 C8x C 24.8024 -21.4200 4 C8y C 26.0149 -20.7200 5 C8y C 26.0149 -19.3200 6 C8y C 24.8024 -18.6200 7 C8y C 27.2273 -18.6200 8 C8y C 27.2273 -17.2200 9 C8x C 26.0149 -16.5200 10 C8x C 24.8024 -17.2200 11 C8x C 27.2273 -21.4200 12 C8x C 28.4397 -20.7200 13 C8y C 28.4397 -19.3200 14 C8x C 29.6522 -18.6200 15 C8x C 29.6522 -17.2200 16 C8y C 28.4397 -16.5200 17 O2a O 28.4396 -15.1201 18 C1a C 29.6373 -14.4285 BOND 21 1 1 2 2 2 2 3 1 3 3 4 2 4 4 5 1 5 5 6 1 6 1 6 1 7 5 7 2 8 7 8 1 9 8 9 2 10 9 10 1 11 6 10 2 12 4 11 1 13 11 12 2 14 12 13 1 15 7 13 1 16 13 14 2 17 14 15 1 18 15 16 2 19 8 16 1 20 16 17 1 21 17 18 1 /// ENTRY C18250 Compound NAME 4,5-Dihydroxypyrene FORMULA C16H10O2 EXACT_MASS 234.0681 MOL_WEIGHT 234.25 REACTION R09162 R09163 R09219 R09239 PATHWAY map00624 Polycyclic aromatic hydrocarbon degradation map01120 Microbial metabolism in diverse environments ENZYME 1.3.1.29 1.6.5.- 1.13.11.- DBLINKS PubChem: 103061432 ChEBI: 81601 ATOM 18 1 C8x C 23.6037 -18.6312 2 C8x C 23.6037 -20.0320 3 C8x C 24.8168 -20.7324 4 C8y C 26.0300 -20.0320 5 C8y C 26.0300 -18.6312 6 C8y C 24.8168 -17.9308 7 C8y C 27.2431 -17.9308 8 C8y C 27.2431 -16.5300 9 C8x C 26.0300 -15.8296 10 C8x C 24.8168 -16.5300 11 C8y C 27.2431 -20.7324 12 C8y C 28.4562 -20.0320 13 C8y C 28.4562 -18.6312 14 C8x C 29.6694 -17.9308 15 C8x C 29.6694 -16.5300 16 C8x C 28.4562 -15.8296 17 O1a O 27.2431 -22.1333 18 O1a O 29.6545 -20.7239 BOND 21 1 1 2 2 2 2 3 1 3 3 4 2 4 4 5 1 5 5 6 1 6 1 6 1 7 5 7 2 8 7 8 1 9 8 9 2 10 9 10 1 11 6 10 2 12 4 11 1 13 11 12 2 14 12 13 1 15 7 13 1 16 13 14 2 17 14 15 1 18 15 16 2 19 8 16 1 20 11 17 1 21 12 18 1 /// ENTRY C18251 Compound NAME Pyrene-4,5-dione; 4,5-Pyrenequinone FORMULA C16H8O2 EXACT_MASS 232.0524 MOL_WEIGHT 232.23 REACTION R09218 R09219 R09239 PATHWAY map00624 Polycyclic aromatic hydrocarbon degradation map01120 Microbial metabolism in diverse environments ENZYME 1.6.5.- 1.6.-.- DBLINKS CAS: 6217-22-7 PubChem: 103061433 ChEBI: 81602 ATOM 18 1 C8x C 23.6038 -18.6312 2 C8x C 23.6038 -20.0321 3 C8x C 24.8169 -20.7325 4 C8y C 26.0301 -20.0321 5 C8y C 26.0301 -18.6312 6 C8y C 24.8169 -17.9308 7 C8y C 27.2432 -17.9308 8 C8y C 27.2432 -16.5300 9 C8x C 26.0301 -15.8296 10 C8x C 24.8169 -16.5300 11 C5x C 27.2432 -20.7325 12 C5x C 28.4563 -20.0321 13 C8y C 28.4563 -18.6312 14 C8x C 29.6695 -17.9308 15 C8x C 29.6695 -16.5300 16 C8x C 28.4563 -15.8296 17 O5x O 27.2432 -22.1334 18 O5x O 29.6546 -20.7240 BOND 21 1 1 2 2 2 2 3 1 3 3 4 2 4 4 5 1 5 5 6 1 6 1 6 1 7 5 7 2 8 7 8 1 9 8 9 2 10 9 10 1 11 6 10 2 12 4 11 1 13 11 12 1 14 12 13 1 15 7 13 1 16 13 14 2 17 14 15 1 18 15 16 2 19 8 16 1 20 11 17 2 21 12 18 2 /// ENTRY C18252 Compound NAME Phenanthrene-4,5-dicarboxylate FORMULA C16H10O4 EXACT_MASS 266.0579 MOL_WEIGHT 266.25 REACTION R09163 R09164 R09218 PATHWAY map00624 Polycyclic aromatic hydrocarbon degradation map01120 Microbial metabolism in diverse environments ENZYME 1.6.-.- 1.13.11.- 4.1.1.- DBLINKS CAS: 5462-82-8 PubChem: 103061434 ChEBI: 81603 ATOM 20 1 C8x C 23.6036 -18.6311 2 C8x C 23.6036 -20.0319 3 C8x C 24.8167 -20.7323 4 C8y C 26.0299 -20.0319 5 C8y C 26.0299 -18.6311 6 C8y C 24.8167 -17.9307 7 C8y C 27.2430 -17.9307 8 C8y C 27.2430 -16.5299 9 C8x C 26.0299 -15.8295 10 C8x C 24.8167 -16.5299 11 C8y C 28.4561 -18.6311 12 C8x C 29.6693 -17.9307 13 C8x C 29.6693 -16.5299 14 C8x C 28.4561 -15.8295 15 C6a C 28.4660 -19.8310 16 C6a C 26.0299 -21.4319 17 O6a O 24.8302 -22.1245 18 O6a O 27.2446 -22.1333 19 O6a O 29.6930 -20.5261 20 O6a O 27.4263 -20.5249 BOND 22 1 1 2 2 2 2 3 1 3 3 4 2 4 4 5 1 5 5 6 1 6 1 6 1 7 5 7 2 8 7 8 1 9 8 9 2 10 9 10 1 11 6 10 2 12 7 11 1 13 11 12 2 14 12 13 1 15 13 14 2 16 8 14 1 17 11 15 1 18 4 16 1 19 16 17 2 20 16 18 1 21 15 19 2 22 15 20 1 /// ENTRY C18253 Compound NAME Phenanthrene-4-carboxylate; 4-Phenanthroic acid FORMULA C15H10O2 EXACT_MASS 222.0681 MOL_WEIGHT 222.24 REACTION R09164 R09165 PATHWAY map00624 Polycyclic aromatic hydrocarbon degradation map01120 Microbial metabolism in diverse environments ENZYME 1.14.12.- 4.1.1.- DBLINKS CAS: 42156-92-3 PubChem: 103061435 ChEBI: 81604 ATOM 17 1 C8x C 23.5163 -18.6284 2 C8x C 23.5163 -20.0448 3 C8x C 24.7429 -20.7530 4 C8x C 25.9696 -20.0448 5 C8y C 25.9696 -18.6284 6 C8y C 24.7429 -17.9202 7 C8y C 27.1962 -17.9202 8 C8y C 27.1962 -16.5038 9 C8x C 25.9696 -15.7956 10 C8x C 24.7429 -16.5038 11 C8y C 28.4228 -18.6284 12 C8x C 29.6495 -17.9202 13 C8x C 29.6495 -16.5038 14 C8x C 28.4228 -15.7956 15 C6a C 28.4328 -19.8417 16 O6a O 29.6734 -20.5445 17 O6a O 27.3815 -20.5433 BOND 19 1 1 2 2 2 2 3 1 3 3 4 2 4 4 5 1 5 5 6 1 6 1 6 1 7 5 7 2 8 7 8 1 9 8 9 2 10 9 10 1 11 6 10 2 12 7 11 1 13 11 12 2 14 12 13 1 15 13 14 2 16 8 14 1 17 11 15 1 18 15 16 2 19 15 17 1 /// ENTRY C18254 Compound NAME Pyrene-4,5-oxide; Pyrene-4,5-epoxide FORMULA C16H10O EXACT_MASS 218.0732 MOL_WEIGHT 218.25 REACTION R09167 R09168 PATHWAY map00624 Polycyclic aromatic hydrocarbon degradation map01120 Microbial metabolism in diverse environments ENZYME 1.14.-.- 3.3.2.- DBLINKS CAS: 37496-00-7 PubChem: 103061436 ChEBI: 81605 ATOM 17 1 C8x C 23.6037 -18.6312 2 C8x C 23.6037 -20.0320 3 C8x C 24.8168 -20.7324 4 C8y C 26.0300 -20.0320 5 C8y C 26.0300 -18.6312 6 C8y C 24.8168 -17.9308 7 C8y C 27.2431 -17.9308 8 C8y C 27.2431 -16.5300 9 C8x C 26.0300 -15.8296 10 C8x C 24.8168 -16.5300 11 C1y C 27.2431 -20.7324 12 C1y C 28.4562 -20.0320 13 C8y C 28.4562 -18.6312 14 C8x C 29.6694 -17.9308 15 C8x C 29.6694 -16.5300 16 C8x C 28.4562 -15.8296 17 O2x O 28.4555 -21.4324 BOND 21 1 1 2 2 2 2 3 1 3 3 4 2 4 4 5 1 5 5 6 1 6 1 6 1 7 5 7 2 8 7 8 1 9 8 9 2 10 9 10 1 11 6 10 2 12 4 11 1 13 11 12 1 14 12 13 1 15 7 13 1 16 13 14 2 17 14 15 1 18 15 16 2 19 8 16 1 20 11 17 1 21 12 17 1 /// ENTRY C00099 Compound NAME beta-Alanine; 3-Aminopropionic acid; 3-Aminopropanoate FORMULA C3H7NO2 EXACT_MASS 89.0477 MOL_WEIGHT 89.09 REMARK Same as: D07561 REACTION R00489 R00904 R00905 R00906 R00907 R00908 R00909 R00910 R00911 R00912 R00913 R00914 R00915 R00916 R00917 R01164 R01166 R02473 R02474 R02741 R03286 R03288 R03935 R09379 R09648 R10821 PATHWAY map00240 Pyrimidine metabolism map00410 beta-Alanine metabolism map00640 Propanoate metabolism map00770 Pantothenate and CoA biosynthesis map01100 Metabolic pathways map01110 Biosynthesis of secondary metabolites map01240 Biosynthesis of cofactors map04080 Neuroactive ligand-receptor interaction map04974 Protein digestion and absorption MODULE M00046 Pyrimidine degradation, uracil => beta-alanine, thymine => 3-aminoisobutanoate M00119 Pantothenate biosynthesis, valine/L-aspartate => pantothenate M00913 Pantothenate biosynthesis, 2-oxoisovalerate/spermine => pantothenate ENZYME 1.2.1.3 1.2.1.5 1.2.1.19 1.5.1.26 2.6.1.18 2.6.1.19 2.6.1.55 2.6.1.120 2.8.3.- 3.4.13.4 3.4.13.5 3.4.13.18 3.4.13.20 3.5.1.6 3.5.1.21 3.5.1.22 3.5.1.100 3.5.3.17 4.1.1.11 4.1.1.15 6.3.2.1 6.3.2.11 6.3.2.23 6.3.2.36 6.3.2.44 BRITE Compounds with biological roles [BR:br08001] Peptides Amino acids Other amino acids C00099 beta-Alanine Amines Biogenic amines C00099 beta-Alanine DBLINKS CAS: 107-95-9 PubChem: 3399 ChEBI: 16958 KNApSAcK: C00001333 PDB-CCD: BAL NIKKAJI: J4.070C ATOM 6 1 C1b C 25.6778 -16.8919 2 C6a C 24.4732 -16.1936 3 C1b C 26.8940 -16.1936 4 O6a O 23.2571 -16.8978 5 O6a O 24.4732 -14.7912 6 N1a N 28.1045 -16.8919 BOND 5 1 1 2 1 2 1 3 1 3 2 4 1 4 2 5 2 5 3 6 1 ///