Terpenoid backbone biosynthesis

SourceIDPathway
PathWhizPW002485 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG00900 Map00900

Pathway Metabolites

YMDB ID Name
CAS Number
IUPAC Name Formula
Weight
Structure
YMDB00045Coenzyme A
85-61-0
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acidC21H36N7O16P3S
767.534
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YMDB00095Dimethylallylpyrophosphate
358-72-5
({hydroxy[(3-methylbut-2-en-1-yl)oxy]phosphoryl}oxy)phosphonic acidC5H12O7P2
246.0921
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YMDB00109Adenosine triphosphate
56-65-5
({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acidC10H16N5O13P3
507.181
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YMDB00115D-Glyceraldehyde 3-phosphate
142-10-9
(2-hydroxy-3-oxopropoxy)phosphonic acidC3H7O6P
170.0578
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YMDB00175Pyruvic acid
127-17-3
2-oxopropanoic acidC3H4O3
88.0621
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YMDB00181Mevalonic acid-5P
73566-35-5
(3R)-3-hydroxy-3-methyl-5-(phosphonooxy)pentanoic acidC6H13O7P
228.137
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YMDB00200Isopentenyl pyrophosphate
358-71-4
({hydroxy[(3-methylbut-3-en-1-yl)oxy]phosphoryl}oxy)phosphonic acidC5H12O7P2
246.0921
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YMDB00219Pyrophosphate
14000-31-8
(phosphonooxy)phosphonic acidH4O7P2
177.9751
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YMDB00222di-trans,poly-cis-undecaprenyl diphosphate
31867-59-1
{[hydroxy({[(2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,38,42-undecaen-1-yl]oxy})phosphoryl]oxy}phosphonic acidC55H92O7P2
927.2623
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YMDB00229Farnesyl pyrophosphate
13058-04-3
{[hydroxy({[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy})phosphoryl]oxy}phosphonic acidC15H28O7P2
382.3261
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YMDB00266Geranyl-PP
763-10-0
[({[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acidC10H20O7P2
314.2091
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YMDB00312Acetyl-CoA
72-89-9
{[(2R,3S,4R,5R)-2-({[({[(3R)-3-[(2-{[2-(acetylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-5-(6-amino-9H-purin-9-yl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acidC23H38N7O17P3S
809.571
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YMDB003252-trans,6-trans-farnesyl diphosphate
13058-04-3
{[hydroxy({[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy})phosphoryl]oxy}phosphonic acidC15H28O7P2
382.3261
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YMDB003592-trans,6-trans,10-trans-geranylgeranyl diphosphate
6699-20-3
{[hydroxy({[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy})phosphoryl]oxy}phosphonic acidC20H36O7P2
450.4432
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YMDB004035-Diphosphomevalonic acid
4872-34-8
(3R)-3-hydroxy-5-{[hydroxy(phosphonooxy)phosphoryl]oxy}-3-methylpentanoic acidC6H14O10P2
308.1169
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YMDB00426NADPH
53-57-6
{[(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-[({[({[(2R,3S,4R,5R)-5-(3-carbamoyl-1,4-dihydropyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acidC21H30N7O17P3
745.4209
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YMDB00427NADP
53-59-8
1-[(2R,3R,4S,5R)-5-[({[({[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxy-4-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1lambda5-pyridin-1-yliumC21H29N7O17P3
744.4129
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YMDB00529acetoacetyl-CoA
1420-36-6
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-{[2-({2-[(3-oxobutanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acidC25H40N7O18P3S
851.607
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YMDB00614nonaprenyl diphosphate{[hydroxy({[(2Z,6Z,10Z,14Z,18Z,22Z,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl]oxy})phosphoryl]oxy}phosphonic acidC45H76O7P2
791.0283
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YMDB00631geranylgeranyl diphosphate
6699-20-3
{[hydroxy({[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy})phosphoryl]oxy}phosphonic acidC20H36O7P2
450.4432
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YMDB00633hexaprenyl diphosphate[({[(2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acidC30H52O7P2
586.6772
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YMDB00634heptaprenyl diphosphate[({[(2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23,27-heptamethyloctacosa-2,6,10,14,18,22,26-heptaen-1-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acidC35H60O7P2
654.7942
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YMDB00635octaprenyl diphosphate{[hydroxy({[(2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl]oxy})phosphoryl]oxy}phosphonic acidC40H68O7P2
722.9112
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YMDB00670geranyl diphosphate
763-10-0
[({[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acidC10H20O7P2
314.2091
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YMDB00707(R)-Mevalonic acid
150-97-0
3,5-dihydroxy-3-methylpentanoic acidC6H12O4
148.1571
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YMDB007083-Hydroxy-3-methylglutaryl-CoA
1553-55-5
5-[(2-{3-[(2R)-3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-3-hydroxy-3-methyl-5-oxopentanoic acidC27H44N7O20P3S
911.659
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YMDB00832all-trans-nonaprenyl diphosphate{[hydroxy({[(2Z,6Z,10Z,14Z,18Z,22Z,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl]oxy})phosphoryl]oxy}phosphonic acidC45H76O7P2
791.0283
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YMDB00839all-trans-Hexaprenyl diphosphate[({[(2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acidC30H52O7P2
586.6772
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YMDB00872(S)-3-hydroxy-3-methylglutaryl-CoA
1553-55-5
(3S)-5-[(2-{3-[(2R)-3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-3-hydroxy-3-methyl-5-oxopentanoic acidC27H44N7O20P3S
911.659
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YMDB00890water
7732-18-5
waterH2O
18.0153
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YMDB00907phosphate
14265-44-2
phosphoric acidO4P
94.9714
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YMDB00912Carbon dioxide
124-38-9
methanedioneCO2
44.0095
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YMDB00914ADP
58-64-0
[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acidC10H15N5O10P2
427.2011
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YMDB00927Dolichyl diphosphate
37247-98-6
{[hydroxy({[(6E,10E,14E,18E,22Z,26E,30E,34E,38E,42E,46E,50E,54E,58Z,62E,66E,70E,74E)-3,7,11,15,19,23,27,31,35,39,43,47,51,55,59,63,67,71,75,79-icosamethyloctaconta-6,10,14,18,22,26,30,34,38,42,46,50,54,58,62,66,70,74,78-nonadecaen-1-yl]oxy})phosphoryl]oxy}phosphonic acidC100H166O7P2
1542.3314
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YMDB01039(R)-Mevalonate
150-97-0
C6H11O4
147.1491
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YMDB01053pyruvate
127-17-3
C3H3O3
87.0541
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YMDB01520Magnesium
7439-95-4
magnesium(2+) ionMg
24.305
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YMDB16322di-trans, poly-cis-polyprenyl diphosphate (C80)[(3,7,11,15,19,23,27,31,35,39,43,47,51,55,59,63-hexadecamethyltetrahexaconta-2,6,10,14,18,22,26,30,34,38,42,46,50,54,58,62-hexadecaen-1-yl phosphonato)oxy]phosphonateC80H129O7P2
1264.854
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Pathway Proteins

Uniprot ID Gene Name
Locus
Name Type Metabolites
P41338ERG10
YPL028W
Acetyl-CoA acetyltransferaseEnzyme
P12683HMG1
YML075C
3-hydroxy-3-methylglutaryl-coenzyme A reductase 1Enzyme
P12684HMG2
YLR450W
3-hydroxy-3-methylglutaryl-coenzyme A reductase 2Enzyme
P54839ERG13
YML126C
Hydroxymethylglutaryl-CoA synthaseEnzyme
P07277ERG12
YMR208W
Mevalonate kinaseEnzyme
P08524ERG20
YJL167W
Farnesyl pyrophosphate synthaseEnzyme
Q12051BTS1
YPL069C
Geranylgeranyl pyrophosphate synthaseEnzyme
P15496IDI1
YPL117C
Isopentenyl-diphosphate Delta-isomeraseEnzyme
P24521ERG8
YMR220W
Phosphomevalonate kinaseEnzyme
P32377MVD1
YNR043W
Diphosphomevalonate decarboxylaseEnzyme
Q12063NUS1
YDL193W
Probable undecaprenyl pyrophosphate synthaseEnzyme
P18900COQ1
YBR003W
Hexaprenyl pyrophosphate synthase, mitochondrialEnzyme
Q03175SRT1
YMR101C
Putative dehydrodolichyl diphosphate synthaseEnzyme
P35196RER2
YBR002C
Dehydrodolichyl diphosphate synthaseEnzyme