Cholesterol biosynthesis and metabolism CE(18:0)

SourceIDPathway
PathWhizPW002551 ThumbThumb?image type=greyscaleThumb?image type=simple

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		Thumb
YMDB00095Dimethylallylpyrophosphate
358-72-5		({hydroxy[(3-methylbut-2-en-1-yl)oxy]phosphoryl}oxy)phosphonic acidC5H12O7P2
246.0921		Thumb
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		Thumb
YMDB00181Mevalonic acid-5P
73566-35-5		(3R)-3-hydroxy-3-methyl-5-(phosphonooxy)pentanoic acidC6H13O7P
228.137		Thumb
YMDB00198S-Adenosylhomocysteine
979-92-0		(2S)-2-amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acidC14H20N6O5S
384.411		Thumb
YMDB00200Isopentenyl pyrophosphate
358-71-4		({hydroxy[(3-methylbut-3-en-1-yl)oxy]phosphoryl}oxy)phosphonic acidC5H12O7P2
246.0921		Thumb
YMDB00219Pyrophosphate
14000-31-8		(phosphonooxy)phosphonic acidH4O7P2
177.9751		Thumb
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		Thumb
YMDB00262Lanosterin
79-63-0		(2S,5S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-olC30H50O
426.7174		Thumb
YMDB00266Geranyl-PP
763-10-0		[({[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acidC10H20O7P2
314.2091		Thumb
YMDB002684,4-Dimethylcholesta-8,14,24-trienol
64284-64-6		(2S,5S,7R,14R,15R)-2,6,6,15-tetramethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),11-dien-5-olC29H46O
410.6749		Thumb
YMDB002904,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol
7448-02-4		(2S,5S,7R,11R,15R)-2,6,6,15-tetramethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-olC29H48O
412.6908		Thumb
YMDB00297S-Adenosylmethionine
29908-03-0		[(3S)-3-amino-3-carboxypropyl]({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl})methylsulfaniumC15H23N6O5S
399.445		Thumb
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		Thumb
YMDB00313Cholesterol
57-88-5		(1S,2R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-olC27H46O
386.6535		Thumb
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		Thumb
YMDB00385Formic acid
64-18-6		formic acidCH2O2
46.0254		Thumb
YMDB004035-Diphosphomevalonic acid
4872-34-8		(3R)-3-hydroxy-5-{[hydroxy(phosphonooxy)phosphoryl]oxy}-3-methylpentanoic acidC6H14O10P2
308.1169		Thumb
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		Thumb
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		Thumb
YMDB00438S-Adenosyl-L-methionine
29908-03-0		[(3S)-3-amino-3-carboxypropyl]({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl})methylsulfaniumC15H23N6O5S
399.445		Thumb
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		Thumb
YMDB00540episterol
474-68-0		(1R,2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-olC28H46O
398.6642		Thumb
YMDB00543ergosterol
57-87-4		(1S,2R,5S,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-olC28H44O
396.6484		Thumb
YMDB0054524-methylidene-5alpha-cholest-8-en-3beta-ol
516-86-9		(2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-olC28H46O
398.6642		Thumb
YMDB00548zymosterol
7488-99-5		(2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-olC27H44O
384.6377		Thumb
YMDB00606ergosta-5,7,22,24(28)-tetraen-3beta-ol(1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R,3E)-6-methyl-5-methylidenehept-3-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-5-olC28H42O
394.6325		Thumb
YMDB00608zymosterol intermediate 2
128-33-6		(2S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-oneC27H42O
382.6218		Thumb
YMDB006093-dehydro-4-methylzymosterol(2S,7S,11R,14R,15R)-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-oneC28H44O
396.6484		Thumb
YMDB006114alpha-methylzymosterol(2S,5S,6S,7S,11R,14R,15R)-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-olC28H46O
398.6642		Thumb
YMDB00612zymosterol intermediate 1a(2S,5S,7S,11R,14R,15R)-6-(hydroxymethyl)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-olC28H46O2
414.6636		Thumb
YMDB00613zymosterol intermediate 1b(2S,5S,7S,11R,14R,15R)-5-hydroxy-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-ene-6-carbaldehydeC28H44O2
412.6478		Thumb
YMDB00670geranyl diphosphate
763-10-0		[({[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acidC10H20O7P2
314.2091		Thumb
YMDB00707(R)-Mevalonic acid
150-97-0		3,5-dihydroxy-3-methylpentanoic acidC6H12O4
148.1571		Thumb
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		Thumb
YMDB00727(S)-2,3-epoxysqualene
9029-62-3		(3S)-2,2-dimethyl-3-[(3Z,7E,11Z,15E)-3,7,12,16,20-pentamethylhenicosa-3,7,11,15,19-pentaen-1-yl]oxiraneC30H50O
426.7174		Thumb
YMDB00769squalene
111-02-4		(6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaeneC30H50
410.718		Thumb
YMDB00862hydron
12408-02-5		hydronH
1.00794		Thumb
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		Thumb
YMDB00890water
7732-18-5		waterH2O
18.0153		Thumb
YMDB00900oxygen
7782-44-7		dioxygenO2
31.9988		Thumb
YMDB00907phosphate
14265-44-2		phosphoric acidO4P
94.9714		Thumb
YMDB00912Carbon dioxide
124-38-9		methanedioneCO2
44.0095		Thumb
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		Thumb
YMDB01162PA(16:0/16:1(9Z))[(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-(hexadecanoyloxy)propoxy]phosphonic acidThumb
YMDB014897,8-Didehydrodesmosterol
1715-86-2		(1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-olC27H42O
382.6218		Thumb
YMDB16151Desmosterol(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-olC27H44O
384.6377		Thumb
YMDB16186Stearidonoyl CoA{[(2R,3R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-{[2-({2-[(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoylsulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acidC39H62N7O17P3S
1025.933		Thumb
YMDB161913-Keto-4-methylzymosterol(2S,15R)-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-oneC28H44O
396.6484		Thumb
YMDB16199CE(18:0)(2R,5S,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl octadecanoateC45H80O2
653.1155		Thumb
YMDB16246PentanepentaneC5H12
72.1488		Thumb
YMDB16255ferricytochrome c5-hydroxy-1,6,6,11,15-pentamethyl-14-[(5E)-6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-17-oneC42H68O13
780.993		Thumb
YMDB163154α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol(2S,5S,7R,11R,14R,15R)-6-(hydroxymethyl)-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-olC29H48O2
428.701		Thumb
YMDB163164α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol(2S,5S,7R,11R,14R,15R)-5-hydroxy-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-ene-6-carbaldehydeC29H46O2
426.685		Thumb
YMDB163174β-methyl-4α-carboxy-cholesta-8,24-dien-3β-ol(2S,5S,7R,11R,14R,15R)-5-hydroxy-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-ene-6-carboxylateC29H45O3
441.677		Thumb
YMDB163184α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol(2S,5S,6R,7S,11R,14R,15R)-6-(hydroxymethyl)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-olC28H46O2
414.674		Thumb
YMDB163194α-formyl-5α-cholesta-8,24-dien-3β-ol(2S,5S,6S,7S,11R,14R,15R)-5-hydroxy-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-ene-6-carbaldehydeC28H44O2
412.658		Thumb
YMDB163204α-carboxy-5α-cholesta-8,24-dien-3β-ol(2S,5S,6S,7S,11R,14R,15R)-5-hydroxy-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-ene-6-carboxylateC28H43O3
427.65		Thumb
YMDB163215,7,24(28)-Ergostatrienol(2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-5-olC28H44O
396.6484		Thumb

Pathway Proteins

Uniprot ID Gene Name
Locus 		Name Type Metabolites
P10614ERG11
YHR007C		Lanosterol 14-alpha demethylaseEnzyme
Q12452ERG27
YLR100W		3-keto-steroid reductaseEnzyme
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
P27796POT1
YIL160C		3-ketoacyl-CoA thiolase, peroxisomalEnzyme
P07277ERG12
YMR208W		Mevalonate kinaseEnzyme
P08524ERG20
YJL167W		Farnesyl pyrophosphate synthaseEnzyme
P15496IDI1
YPL117C		Isopentenyl-diphosphate Delta-isomeraseEnzyme
P24521ERG8
YMR220W		Phosphomevalonate kinaseEnzyme
P32377MVD1
YNR043W		Diphosphomevalonate decarboxylaseEnzyme
P32476ERG1
YGR175C		Squalene monooxygenaseEnzyme
P53199ERG26
YGL001C		Sterol-4-alpha-carboxylate 3-dehydrogenase, decarboxylatingEnzyme
P53045ERG25
YGR060W		C-4 methylsterol oxidaseEnzyme
P25087ERG6
YML008C		Sterol 24-C-methyltransferaseEnzyme
P29704ERG9
YHR190W		Squalene synthaseEnzyme
P38604ERG7
YHR072W		Lanosterol synthaseEnzyme
P32462ERG24
YNL280C		Delta(14)-sterol reductaseEnzyme
P32353ERG3
YLR056W		C-5 sterol desaturaseEnzyme
P32352ERG2
YMR202W		C-8 sterol isomeraseEnzyme
P54781ERG5
Cytochrome P450 61