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Steroid biosynthesis

SourceIDPathway
PathWhizPW002482 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG00100 Map00100

Pathway Metabolites

YMDB ID Name
CAS Number
IUPAC Name Formula
Weight
Structure
YMDB00015Delta 8,14 -Sterol
74635-33-9
(2S,5S,6S,7S,14R,15R)-2,6,15-trimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),11-dien-5-olC29H46O
410.6749
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YMDB00041Heme
14875-96-8
C34H32FeN4O4
616.487
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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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YMDB00180Obtusifoliol
16910-32-0
11-(hydroxymethyl)-2,6,6,15-tetramethyl-14-(6-methylhept-5-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-olC30H50O2
442.7168
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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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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
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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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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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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[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-olC30H50O
426.7174
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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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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[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),11-dien-5-olC29H46O
410.6749
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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[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-olC29H48O
412.6908
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YMDB00296FAD
146-14-5
[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy})phosphinic acidC27H33N9O15P2
785.5497
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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
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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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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
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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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YMDB00385Formic acid
64-18-6
formic acidCH2O2
46.0254
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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-1λ⁵-pyridin-1-yliumC21H29N7O17P3
744.4129
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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
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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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YMDB00540episterol
474-68-0
(1R,2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-olC28H46O
398.6642
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YMDB00543ergosterol
57-87-4
(1S,2R,5S,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-5-olC28H44O
396.6484
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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[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-olC28H46O
398.6642
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YMDB00547lanosterol
79-63-0
C30H50O
426.7174
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YMDB00548zymosterol
7488-99-5
(2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-olC27H44O
384.6377
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YMDB00597FADH2
1910-41-4
[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-1H,2H,3H,4H,5H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy})phosphinic acidC27H35N9O15P2
787.5656
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YMDB006034,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol
64284-64-6
C29H46O
410.6749
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YMDB0060414-demethyllanosterol
59865-13-3
(2S,5S,7R,11R,14R,15R)-2,6,6,15-tetramethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-olC29H48O
412.6908
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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
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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
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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
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YMDB006114alpha-methylzymosterol(2S,5S,6S,7S,11R,14R,15R)-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-olC28H46O
398.6642
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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
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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
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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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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
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YMDB00769squalene
111-02-4
(6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaeneC30H50
410.718
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YMDB0084224,25-dihydrolanosterol
79-62-9
(2S,5S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-olC30H52O
428.7333
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YMDB00843presqualene diphosphate
29849-75-0
[({[(1S,2S,3S)-2-[(3E)-4,8-dimethylnona-3,7-dien-1-yl]-2-methyl-3-[(1E,5E)-2,6,10-trimethylundeca-1,5,9-trien-1-yl]cyclopropyl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acidC30H52O7P2
586.6772
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YMDB00862hydron
12408-02-5
hydronH
1.00794
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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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YMDB00900oxygen
7782-44-7
oxidanoneO2
31.9988
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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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YMDB00987Protoheme IX
14875-96-8
3-[(12Z)-20-(2-carboxyethyl)-10,15-diethenyl-5,9,14,19-tetramethyl-21,23,24,25-tetraaza-22-ferrahexacyclo[9.9.3.1³,⁶.1¹³,¹⁶.0⁸,²³.0¹⁸,²¹]pentacosa-1,3(25),4,6,8,10,12,14,16(24),17,19-undecaen-4-yl]propanoic acidC34H32FeN4O4
616.487
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YMDB014884alpha-Methylfecosterol
17757-07-2
(2S,5S,6S,7S,11R,14R,15R)-2,6,15-trimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-olC29H48O
412.6908
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YMDB014897,8-Didehydrodesmosterol
1715-86-2
2,15-dimethyl-14-(6-methylhept-5-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-5-olC27H42O
382.6218
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YMDB01520Magnesium
7439-95-4
magnesium(2+) ionMg
24.305
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YMDB161913-Keto-4-methylzymosterol(2S,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
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YMDB16246PentanepentaneC5H12
72.1488
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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
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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
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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
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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
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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
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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
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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
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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
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Pathway Proteins

Uniprot ID Gene Name
Locus
Name Type Metabolites
P10614ERG11
YHR007C
Lanosterol 14-alpha demethylaseEnzyme
Q12452ERG27
YLR100W
3-keto-steroid reductaseEnzyme
P54839ERG13
YML126C
Hydroxymethylglutaryl-CoA synthaseEnzyme
P27796POT1
YIL160C
3-ketoacyl-CoA thiolase, peroxisomalEnzyme
P53629ARE2
YNR019W
Sterol O-acyltransferase 2Enzyme
P25628ARE1
YCR048W
Sterol O-acyltransferase 1Enzyme
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
P25340ERG4
YGL012W
Delta(24(24(1)))-sterol reductaseEnzyme
P32353ERG3
YLR056W
C-5 sterol desaturaseEnzyme
P32352ERG2
YMR202W
C-8 sterol isomeraseEnzyme
P34163TGL1
YKL140W
Sterol esterase TGL1Enzyme
Q07804YEH1
YLL012W
Sterol esterase 1Enzyme
Q07950YEH2
YLR020C
Sterol esterase 2Enzyme
P54781ERG5
Cytochrome P450 61