Terpenoid backbone biosynthesis

Source	ID	Pathway
PathWhiz	PW002485
KEGG	00900

Pathway Metabolites

YMDB ID	Name CAS Number	IUPAC Name	Formula Weight
YMDB00045	Coenzyme 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 acid	C₂₁H₃₆N₇O₁₆P₃S 767.534
YMDB00095	Dimethylallylpyrophosphate 358-72-5	({hydroxy[(3-methylbut-2-en-1-yl)oxy]phosphoryl}oxy)phosphonic acid	C₅H₁₂O₇P₂ 246.0921
YMDB00109	Adenosine 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 acid	C₁₀H₁₆N₅O₁₃P₃ 507.181
YMDB00115	D-Glyceraldehyde 3-phosphate 142-10-9	(2-hydroxy-3-oxopropoxy)phosphonic acid	C₃H₇O₆P 170.0578
YMDB00175	Pyruvic acid 127-17-3	2-oxopropanoic acid	C₃H₄O₃ 88.0621
YMDB00181	Mevalonic acid-5P 73566-35-5	(3R)-3-hydroxy-3-methyl-5-(phosphonooxy)pentanoic acid	C₆H₁₃O₇P 228.137
YMDB00200	Isopentenyl pyrophosphate 358-71-4	({hydroxy[(3-methylbut-3-en-1-yl)oxy]phosphoryl}oxy)phosphonic acid	C₅H₁₂O₇P₂ 246.0921
YMDB00219	Pyrophosphate 14000-31-8	(phosphonooxy)phosphonic acid	H₄O₇P₂ 177.9751
YMDB00222	di-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 acid	C₅₅H₉₂O₇P₂ 927.2623
YMDB00229	Farnesyl pyrophosphate 13058-04-3	{[hydroxy({[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy})phosphoryl]oxy}phosphonic acid	C₁₅H₂₈O₇P₂ 382.3261
YMDB00266	Geranyl-PP 763-10-0	[({[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid	C₁₀H₂₀O₇P₂ 314.2091
YMDB00312	Acetyl-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 acid	C₂₃H₃₈N₇O₁₇P₃S 809.571
YMDB00325	2-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 acid	C₁₅H₂₈O₇P₂ 382.3261
YMDB00359	2-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 acid	C₂₀H₃₆O₇P₂ 450.4432
YMDB00403	5-Diphosphomevalonic acid 4872-34-8	(3R)-3-hydroxy-5-{[hydroxy(phosphonooxy)phosphoryl]oxy}-3-methylpentanoic acid	C₆H₁₄O₁₀P₂ 308.1169
YMDB00426	NADPH 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 acid	C₂₁H₃₀N₇O₁₇P₃ 745.4209
YMDB00427	NADP 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-ylium	C₂₁H₂₉N₇O₁₇P₃ 744.4129
YMDB00529	acetoacetyl-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 acid	C₂₅H₄₀N₇O₁₈P₃S 851.607
YMDB00614	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 acid	C₄₅H₇₆O₇P₂ 791.0283
YMDB00631	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 acid	C₂₀H₃₆O₇P₂ 450.4432
YMDB00633	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 acid	C₃₀H₅₂O₇P₂ 586.6772
YMDB00634	heptaprenyl 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 acid	C₃₅H₆₀O₇P₂ 654.7942
YMDB00635	octaprenyl 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 acid	C₄₀H₆₈O₇P₂ 722.9112
YMDB00670	geranyl diphosphate 763-10-0	[({[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid	C₁₀H₂₀O₇P₂ 314.2091
YMDB00707	(R)-Mevalonic acid 150-97-0	3,5-dihydroxy-3-methylpentanoic acid	C₆H₁₂O₄ 148.1571
YMDB00708	3-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 acid	C₂₇H₄₄N₇O₂₀P₃S 911.659
YMDB00832	all-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 acid	C₄₅H₇₆O₇P₂ 791.0283
YMDB00839	all-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 acid	C₃₀H₅₂O₇P₂ 586.6772
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 acid	C₂₇H₄₄N₇O₂₀P₃S 911.659
YMDB00890	water 7732-18-5	water	H₂O 18.0153
YMDB00907	phosphate 14265-44-2	phosphoric acid	O₄P 94.9714
YMDB00912	Carbon dioxide 124-38-9	methanedione	CO₂ 44.0095
YMDB00914	ADP 58-64-0	[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid	C₁₀H₁₅N₅O₁₀P₂ 427.2011
YMDB00927	Dolichyl 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 acid	C₁₀₀H₁₆₆O₇P₂ 1542.3314
YMDB01039	(R)-Mevalonate 150-97-0		C₆H₁₁O₄ 147.1491
YMDB01053	pyruvate 127-17-3		C₃H₃O₃ 87.0541
YMDB01520	Magnesium 7439-95-4	magnesium(2+) ion	Mg 24.305
YMDB16322	di-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]phosphonate	C₈₀H₁₂₉O₇P₂ 1264.854

Pathway Proteins

Uniprot ID	Gene Name Locus	Name	Type	Metabolites
P41338	ERG10 YPL028W	Acetyl-CoA acetyltransferase	Enzyme	Coenzyme A Acetyl-CoA acetoacetyl-CoA
P12683	HMG1 YML075C	3-hydroxy-3-methylglutaryl-coenzyme A reductase 1	Enzyme	Coenzyme A 22b-Hydroxycholesterol NADPH NADP (R)-Mevalonic acid 3-Hydroxy-3-methylglutaryl-CoA hydron (R)-Mevalonate
P12684	HMG2 YLR450W	3-hydroxy-3-methylglutaryl-coenzyme A reductase 2	Enzyme	Coenzyme A 22b-Hydroxycholesterol NADPH NADP (R)-Mevalonic acid 3-Hydroxy-3-methylglutaryl-CoA hydron (R)-Mevalonate
P54839	ERG13 YML126C	Hydroxymethylglutaryl-CoA synthase	Enzyme	Coenzyme A Acetyl-CoA acetoacetyl-CoA 3-Hydroxy-3-methylglutaryl-CoA hydron (S)-3-hydroxy-3-methylglutaryl-CoA water
P07277	ERG12 YMR208W	Mevalonate kinase	Enzyme	CDP Adenosine triphosphate Mevalonic acid-5P Guanosine diphosphate Cytidine triphosphate Uridine 5'-diphosphate 22b-Hydroxycholesterol Uridine triphosphate GTP (R)-Mevalonic acid hydron ADP (R)-Mevalonate
P08524	ERG20 YJL167W	Farnesyl pyrophosphate synthase	Enzyme	Dimethylallylpyrophosphate Isopentenyl pyrophosphate Pyrophosphate Farnesyl pyrophosphate Geranyl-PP 2-trans,6-trans-farnesyl diphosphate geranyl diphosphate
Q12051	BTS1 YPL069C	Geranylgeranyl pyrophosphate synthase	Enzyme	Dimethylallylpyrophosphate Isopentenyl pyrophosphate Pyrophosphate Geranyl-PP 2-trans,6-trans-farnesyl diphosphate 2-trans,6-trans,10-trans-geranylgeranyl diphosphate geranylgeranyl diphosphate
P15496	IDI1 YPL117C	Isopentenyl-diphosphate Delta-isomerase	Enzyme	Dimethylallylpyrophosphate Isopentenyl pyrophosphate
P24521	ERG8 YMR220W	Phosphomevalonate kinase	Enzyme	Adenosine triphosphate Mevalonic acid-5P 5-Diphosphomevalonic acid ADP
P32377	MVD1 YNR043W	Diphosphomevalonate decarboxylase	Enzyme	Adenosine triphosphate Isopentenyl pyrophosphate 5-Diphosphomevalonic acid phosphate Carbon dioxide ADP
Q12063	NUS1 YDL193W	Probable undecaprenyl pyrophosphate synthase	Enzyme	di-trans,poly-cis-Decaprenyl diphosphate Isopentenyl pyrophosphate Pyrophosphate di-trans,poly-cis-undecaprenyl diphosphate Farnesyl pyrophosphate di-trans, poly-cis-polyprenyl diphosphate (C80)
P18900	COQ1 YBR003W	Hexaprenyl pyrophosphate synthase, mitochondrial	Enzyme	Isopentenyl pyrophosphate Pyrophosphate Farnesyl pyrophosphate pentaprenyl diphosphate hexaprenyl diphosphate
Q03175	SRT1 YMR101C	Putative dehydrodolichyl diphosphate synthase	Enzyme	Isopentenyl pyrophosphate Pyrophosphate Farnesyl pyrophosphate nonaprenyl diphosphate geranylgeranyl diphosphate pentaprenyl diphosphate hexaprenyl diphosphate heptaprenyl diphosphate octaprenyl diphosphate decaprenyl diphosphate undecaprenyl diphosphate dodecaprenyl diphosphate tridecaprenyl diphosphate tetradecaprenyl diphosphate pentadecaprenyl diphosphate hexadecaprenyl diphosphate heptadecaprenyl diphosphate octadecaprenyl diphosphate nonadecaprenyl diphosphate icosaprenyl diphosphate
P35196	RER2 YBR002C	Dehydrodolichyl diphosphate synthase	Enzyme	Isopentenyl pyrophosphate Pyrophosphate Farnesyl pyrophosphate nonaprenyl diphosphate geranylgeranyl diphosphate pentaprenyl diphosphate hexaprenyl diphosphate heptaprenyl diphosphate octaprenyl diphosphate decaprenyl diphosphate undecaprenyl diphosphate dodecaprenyl diphosphate tridecaprenyl diphosphate tetradecaprenyl diphosphate pentadecaprenyl diphosphate hexadecaprenyl diphosphate heptadecaprenyl diphosphate octadecaprenyl diphosphate hydron di-trans, poly-cis-polyprenyl diphosphate (C80)