prenylquinone (CHEBI:26255)
Definition: A quinone substituted by a polyprenyl-derived side-chain. Prenylquinones occur in all living cells. Due to their amphiphilic character, they are mainly located in biological membranes where they function as electron and proton carriers in the photosynthetic and respiratory electron transport chains. Some prenylquinones also perform more specialised roles sucy as antioxidants and enzyme cofactors. Prenylquinones are classified according to ring structure: the main classes are menaquinones, phylloquinones, ubiquinones and plastoquinones.
Example SMILES structures:
C1(=C(C(C=2C(=CC=CC2C1=O)C)=O)C)C/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)\C)\C
C1(=O)C(C)=C(C(=O)C2=CC=CC=C12)C/C=C(\C)/CCCC(C)CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C
C1(=O)C(C)=C(C(=O)C2=CC=CC=C12)C/C=C(\C)/CCCC(C)CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(/CC/C=C(/CC/C=C(/CO)\C)\C)\C
O(C=1C(=O)C(C\C=C(\CC\C=C(\CC\C=C(\CCC=C(C)C)/C)/C)/C)=C(C(=O)C1OC)C)C
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC12OC1(C)C(=O)C1=C(C=CC=C1)C2=O
S(OC\C(=C\CC\C(=C\CC/C(=C/CC/C(=C/CC\C(=C\CC\C(=C\CC\C(=C\CCC(CCC/C(=C/CC1=C(C(=O)C=2C(C1=O)=CC=CC2)C)/C)C)\C)\C)\C)/C)/C)\C)\C)(O)(=O)=O
O=C1C(CCCCCCCCCCC)=CC(=O)C(O)=C1O
O=C1C(C\C=C(\CC\C=C(\CC\C=C(\CC\C=C(\CC\C=C(\CC/C=C(\CC/C=C(/CCC=C(C)C)\C)/C)/C)/C)/C)/C)/C)=CC(=O)C(=C1C)C
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC1=C(C)C(=O)C2=C(C=CC=C2)C1=O
OC1=C(C[C@@]2([C@@]3([C@](CC[C@H]2C)(C(CCC3)=C)C)[H])C)C(=O)C(OC)=CC1=O
COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O
COC1=C(O)C(=O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1=O
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC1(O)C(C)C(=O)c2ccccc2C1=O
O(C=1C(=O)C(C\C=C(\CC\C=C(\CC\C=C(\CC\C=C(\CC\C=C(\CC\C=C(\CC\C=C(\CC/C=C(/CCC=C(C)C)\C)/C)/C)/C)/C)/C)/C)/C)=C(C(=O)C1)C)C
O(C=1C(=O)C([C@@H](C2=CC=C(O)C=C2)C=C)=CC(=O)C1OC)C
O(C=1C(=O)C(=C(O)C(=O)C1OC)C(=O)/C=C/C2=CC=CC=C2)C
O(C=1C(=O)C([C@@H](C2=CC=CC=C2)C=C)=CC(=O)C1OC)C
Cl[C@@]12[C@](OC([C@H](Cl)C1)(C)C)(C/C=C(/CCC=C(C)C)\C)C(=O)C3=C(C2=O)C(O)=CC(O)=C3
Br[C@H]1C(O[C@@]2([C@](Cl)(C1)C(=O)C3=C(C2=O)C=C(O)C=C3O)CC=C(CCC=C(C)C)C)(C)C
O(C=1C(=O)C(=C(CC=C(C)C)C(=O)C1OC)CC=C(C)C)C=2C(=C(O)C=C(O)C2)C(OC)=O
OC1=C([C@]2([C@@H](CCC(=C2)C)C(C)=C)[H])C(=O)C=C(C1=O)CCCCC
O=C1C(O)=C(C(=O)C(=C1C=2C3=C(C=CC=C3)NC2C(C=C)(C)C)O)C=4C5=C(C(=CC=C5)CC=C(C)C)NC4
O=C1C(O)=C(C(=O)C=C1CO)C[C@H]2C(=C)CC[C@@H]3[C@@]2(CC[C@H](C3(C)C)O)C
O=C1C(OC)=C(C(=O)C(=C1C=2C3=C(C=CC=C3)NC2C(C=C)(C)C)OC)C=4C5=C(C(=CC=C5)CC=C(C)C)NC4
O=C1C=C(C(=O)C[C@]1(O)C[C@H]2C(=C)CC[C@@H]3[C@@]2(CCC[C@]3(CO)C)C)CO
O=C1C(OC)=C(OC)C(=O)C=C1[C@H](C(=O)C)C
Cl[C@@]12C(=O)C3=C(O)C=C(O)C=C3C([C@@]1(OC(C)(C)[C@@H](C2)Cl)CC=C(CCC=C(CO)C)C)=O
O=C1C(OC)=CC(=O)C=C1C/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)\C)\C)\C)\C)\C
O=C1C(OC)=C(O)C(=O)C(=C1CCOC(=O)C)C
O=C1C(OC)=C(C(=O)C(=C1C=2C3=C(C=CC=C3)NC2C(C=C)(C)C)O)C=4C5=C(C=CC=C5)NC4
O=C1C(OC)=CC(=O)C(=C1C)[C@]2(OC=C(C2=O)C)C
O=C1C2=C(O)C=C(O)C=C2C(=O)[C@]3([C@@]1(O3)CC=C(C)C)C/C=C(/CC/C=C(/C(=O)O)\C)\C
O=C1C(OC)=C(OC)C(=O)C(=C1C/C=C(/CC/C=C(/C[C@H](O)C=C(C)C)\C)\C)C
O=C1C(O)=CC(=O)C(=C1C[C@H]2C(=C)CC[C@@H]3[C@@]2(CCCC3(C)C)C)O
O=C1C(OC)=C(C(=O)C(=C1C=2C3=C(C=CC=C3)NC2C(C=C)(C)C)OC)C=4C5=C(C(=CC=C5)C[C@@H](O)C(=C)C)NC4
ClC([C@@H](O)CC1=C2NC=C(C2=CC=C1)C3=C(OC)C(=O)C(C=4C5=C(C=CC=C5)NC4C(C=C)(C)C)=C(C3=O)OC)(C)C
O=C1C(OC)=C(C(=O)C(=C1C=2C3=C(C=CC=C3)NC2C(C=C)(C)C)OC)C=4C5=C(C(=CC=C5)C[C@H](OC)C(O)(C)C)NC4
O=C1C2=C(O)C(=C(O)C=C2C(=O)C3(C1(O3)CC=C(C)C)C/C=C(/CCC=C(C)C)\C)C
Cl[C@@]12C(=O)C3=C(O)C(=C(O)C=C3C([C@@]1(OC(C)(C)[C@@H](C2)Cl)C/C=C(/CCC=C(C)C)\C)=O)C
O=C1C(OC)=C(O)C(=O)C(=C1CC2=C(O)C(C(=O)C)=CC=C2O)C
O=C1C=C(C(=O)C[C@]1(O)CC=C(CCC=C(CCC(=O)O)C)C)C
Cl[C@@]12C(=O)C3=C(O)C=C(O)C=C3C([C@@]1(OC(C)(C)[C@@H](C2)Cl)CC=C(CCC=C(C=O)C)C)=O
O=C1C=C(C(=O)CC1(O)C[C@H]2C(=C)CC[C@@H]3[C@@]2(CCCC3(C)C)C)CO
O=C1C(OC)=C(OC)C(=O)C=C1C(C(O)C)C
O=C1C(O)=C(C(=O)C(=C1C=2C3=C(C=CC=C3)NC2C(C=C)(C)C)O)C=4C5=C(C=CC=C5)NC4C(C=C)(C)C
O=C1C(OC)=C(OC)C(=O)C(=C1CC=C(CCCC(=O)C)C)C
O=C1C=C(C(=O)C[C@]1(O)C[C@H]2C(=C)CC[C@@H]3[C@@]2(CCCC3(C)C)C)CO
O=C1C(O)=C(C(=O)C=C1CO)C[C@H]2C(=C)CC[C@@H]3[C@@]2(CCC(C3(C)C)=O)C
Cl[C@]1(C(=O)C2=C(O)C=C(O)C=C2C([C@@]1(O)C/C=C(/CCC=C(C)C)\C)=O)CC=C(C)C
O=C1C=C(C(=O)C[C@@]1(O)C[C@H]2C(=C)CC[C@@H]3[C@@]2(CCC[C@]3(CO)C)C)CO
S(C=1C(=O)C(OC)=C(OC)C(C1CC(=O)OC)=O)C
Br[C@H]1C(O[C@]2(C(=O)C=3C=C(O)C(=C(C3C([C@]2(C1)Cl)=O)O)C)C/C=C(/CCC=C(C)C)\C)(C)C
Cl[C@@H]1C=C2C(=O)C3=C(O)C=C(O)C=C3C([C@]2(CC=C(CCC=C(C)C)C)OC1(C)C)=O
O=C1C(O)=C(C(=O)C=C1CO)C[C@H]2C(=C)CC[C@@H]3[C@@]2(CCC[C@@]3(CO)C)C
O=C1C(=CC(=O)C=C1C)C/C=C(/CC=2O[C@@]3(OC(C)(C)[C@@H](C3)OC)[C@]4(CCC[C@]4(C2)C)C)\C
O=C1C=C(C(=O)C[C@]1(O)C)/C=C/C(O)(C)C
O=C1C(O)=C(OC)C(=O)C(=C1O)C
O=C1C=C(C(=O)C[C@@]1(O)C[C@H]2C(=C)CC[C@@H]3[C@@]2(CC[C@H](C3(C)C)O)C)COC(=O)C[C@@H](O)C
ClC1=C(C(=C(O)C=C1C)C(=O)OC)CC=2C(=O)C(OC)=CC(C2)=O
O(C1=C(C\C=C(\CCC=C(C)C)/C)C(=O)C(=C(OC(=O)C(C)C)C1=O)CC=C(C)C)C(=O)C(C)C
C1=C(C(C(=CC1=O)OC)=O)C/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)\C)\C)\C
C(C\C(=C\CC\C(=C\CC\C(=C\CC\C(=C\CC=1C(C(=C([O-])C(C1C)=O)OC)=O)\C)\C)\C)\C)/C=C(/CCC=C(C)C)\C
C1(=C(C(C(=C(C1=O)OC)[O-])=O)C)C/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)\C)\C)\C
C1(=C(C(C(=C(C1=O)OC)[O-])=O)C)C/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)\C)\C)\C)\C
C1(C(=C(C(C(=C1OC)[O-])=O)C)C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)=O
O(C=1C(=O)C(C\C=C(\CC\C=C(\CC\C=C(\CC\C=C(\CC\C=C(\CC\C=C(\CCC=C(C)C)/C)/C)/C)/C)/C)/C)=C(C(=O)C1)C)C
COC1=C(O)C(=O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1=O
COC1=CC(=O)C=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1=O
COC1=C(OC)C(=O)C(C)=CC1=O
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=CC(=O)C(C)=C(C)C1=O
COC1=CC(=O)C=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1=O
COC1=CC(=O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1=O
COC1=CC(=O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1=O
COC1=C(O)C(=O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1=O
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC1=CC(=O)c2ccccc2C1=O
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(C)C(=O)c2ccccc2C1=O
C1(=O)C(C)=C(C(=O)C2=CC=CC=C12)C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(C)C(=O)c2ccccc2C1=O
COC1=C(OC)C(=O)C(CC=C(C)C)=C(C)C1=O
COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O
COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O
COC1=C(OC)C(=O)C(C\C=C(/C)CCC=C(C)C)=C(C)C1=O
COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O
C1(C(=C(C(C(=C1OC)O)=O)C)C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)=O
COC1=CC(=O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1=O
COC1=CC(=O)C=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1=O
COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O
COC1=C([O-])C(=O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1=O
COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O
CC(C)=CCC1=CC(=O)C(=CC1=O)C(C)(C)C=C
[H][C@@]12CCCC(=C)[C@@]1(C)CC[C@H](C)[C@@]2(C)CC1=C(O)C(=O)C=C(OC)C1=O
[H][C@@]12CCCC(=C)[C@]1(C)CC[C@H](C)[C@@]2(C)CC1=C(O)C(=O)C=C(OC)C1=O
[H][C@@]12CCCC(=C)[C@@]1(C)CC[C@H](C)[C@@]2(C)CC1=C(O)C(=O)C=C(NCC(O)=O)C1=O
CC(CO)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC1=C(C)C(=O)c2ccccc2C1=O
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(C)C(=O)c2ccccc2C1=O
C\C(CO)=C/CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(C)C(=O)c2ccccc2C1=O
CC(C)=CCC1=CC(=O)C(C)=C(C)C1=O