CHEBI ONTOLOGY - ANNOTATIONS
The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/ . The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/ ). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term: lanostane
Accession: CHEBI:20265
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Definition: A triterpene that has formula C30H54.
Synonyms: related_synonym: (5alpha)-4,4,14-trimethylcholestane; 4,4,14-trimethylcholestane; Formula=C30H54; InChI=1S/C30H54/c1-21(2)11-9-12-22(3)23-15-19-30(8)25-13-14-26-27(4,5)17-10-18-28(26,6)24(25)16-20-29(23,30)7/h21-26H,9-20H2,1-8H3/t22-,23-,24+,25-,26+,28-,29-,30+/m1/s1; InChIKey=ZQIOPEXWVBIZAV-ZKYCIREVSA-N; SMILES=[H][C@@]1(CC[C@@]2(C)[C@]3([H])CC[C@@]4([H])C(C)(C)CCC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C; [5S-[5alpha,8beta,9alpha,10beta,13beta,14alpha,17beta(S*)]]-17-(1,5-dimethylhexyl)hexadecahydro-4,4,10,13,14-pentamethyl-1H-cyclopenta[a]phenanthrene
xref: Beilstein:3137145; CAS:474-20-4
G
Msmo1
methylsterol monooxygenase 1
decreases abundance
ISO
MSMO1 protein results in decreased abundance of 4,4-dimethyl-5-alpha-cholesta-(8,24)-dien-3-beta-ol
CTD
PMID:23125191
NCBI chr16:24,980,680...24,997,927
Ensembl chr16:24,980,697...24,998,016
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Cyp51
cytochrome P450, family 51
decreases abundance
ISO
CYP51A1 mRNA results in decreased abundance of lanostenol
CTD
PMID:23125191
NCBI chr 4:30,036,956...30,055,410
Ensembl chr 4:30,036,865...30,055,410
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Hmgcr
3-hydroxy-3-methylglutaryl-CoA reductase
decreases activity
ISO
lanostenol results in decreased activity of HMGCR protein
CTD
PMID:18024962
NCBI chr 2:27,997,523...28,018,983
Ensembl chr 2:27,997,525...28,019,703
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Hmgcr
3-hydroxy-3-methylglutaryl-CoA reductase
decreases activity
ISO
lanosten-3-ol-32-al results in decreased activity of HMGCR protein
CTD
PMID:12617470
NCBI chr 2:27,997,523...28,018,983
Ensembl chr 2:27,997,525...28,019,703
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Acta2
actin alpha 2, smooth muscle
multiple interactions
ISO
cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in increased expression of ACTA2 mRNA]
CTD
PMID:29250925
NCBI chr 1:231,746,527...231,759,307
Ensembl chr 1:231,746,548...231,759,554
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Adipoq
adiponectin, C1Q and collagen domain containing
decreases expression
ISO
cucurbitacin B results in decreased expression of ADIPOQ mRNA
CTD
PMID:24316209
NCBI chr11:77,721,912...77,735,644
Ensembl chr11:77,721,912...77,735,564
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Bax
BCL2 associated X, apoptosis regulator
multiple interactions
ISO
cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in decreased expression of BAX mRNA]
CTD
PMID:29250925
NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
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Bcl2
BCL2, apoptosis regulator
multiple interactions
ISO
cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in increased expression of BCL2 mRNA]
CTD
PMID:29250925
NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743 Ensembl chr13:22,684,989...22,853,743
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Cat
catalase
multiple interactions
ISO
cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in decreased activity of CAT protein]
CTD
PMID:29250925
NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
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Ccl2
C-C motif chemokine ligand 2
multiple interactions
ISO
cucurbitacin B inhibits the reaction [Gefitinib results in increased expression of CCL2 mRNA]
CTD
PMID:33248157
NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
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Ccnd1
cyclin D1
decreases expression
ISO
cucurbitacin B results in decreased expression of CCND1
CTD
PMID:24316209
NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
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Cd36
CD36 molecule
decreases expression
ISO
cucurbitacin B results in decreased expression of CD36 mRNA
CTD
PMID:24316209
NCBI chr 4:17,317,343...17,410,084
Ensembl chr 4:17,354,466...17,513,903
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Cebpa
CCAAT/enhancer binding protein alpha
decreases expression multiple interactions
ISO
cucurbitacin B results in decreased expression of CEBPA mRNA STAT3 protein affects the reaction [cucurbitacin B results in decreased expression of CEBPA mRNA]
CTD
PMID:24316209
NCBI chr 1:87,759,631...87,762,303
Ensembl chr 1:87,759,433...87,762,412
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Cebpd
CCAAT/enhancer binding protein delta
decreases expression
ISO
cucurbitacin B results in decreased expression of CEBPD
CTD
PMID:24316209
NCBI chr11:84,764,670...84,765,808
Ensembl chr11:84,764,565...84,765,829
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Col1a1
collagen type I alpha 1 chain
multiple interactions
ISO
cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in increased expression of COL1A1 mRNA]
CTD
PMID:29250925
NCBI chr10:79,883,622...79,900,625
Ensembl chr10:79,883,622...79,900,624
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Fabp4
fatty acid binding protein 4
decreases expression
ISO
cucurbitacin B results in decreased expression of FABP4 mRNA
CTD
PMID:24316209
NCBI chr 2:91,580,858...91,585,578
Ensembl chr 2:91,580,885...91,585,578
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Il1b
interleukin 1 beta
multiple interactions
ISO
cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in increased expression of IL1B protein]
CTD
PMID:29250925
NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
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Klf5
Kruppel-like factor 5
increases expression
ISO
cucurbitacin B results in increased expression of KLF5
CTD
PMID:24316209
NCBI chr15:76,060,320...76,079,445
Ensembl chr15:76,064,258...76,079,445
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Mmp2
matrix metallopeptidase 2
multiple interactions
ISO
cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in decreased expression of MMP2 mRNA]
CTD
PMID:29250925
NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870
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Pparg
peroxisome proliferator-activated receptor gamma
multiple interactions decreases expression
ISO
STAT3 protein affects the reaction [cucurbitacin B results in decreased expression of PPARG mRNA]
CTD
PMID:24316209
NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468
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Stat3
signal transducer and activator of transcription 3
multiple interactions affects response to substance
ISO
[WP1066 results in decreased activity of STAT3 protein] which results in decreased susceptibility to cucurbitacin B; cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in increased phosphorylation of STAT3 protein]; cucurbitacin B results in decreased phosphorylation of and results in decreased activity of STAT3 protein; STAT3 protein affects the reaction [cucurbitacin B results in decreased expression of CEBPA mRNA]; STAT3 protein affects the reaction [cucurbitacin B results in decreased expression of PPARG mRNA] STAT3 protein affects the susceptibility to cucurbitacin B
CTD
PMID:24316209 PMID:29250925
NCBI chr10:85,811,206...85,863,057
Ensembl chr10:85,811,218...85,863,057
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Tgfb1
transforming growth factor, beta 1
multiple interactions
ISO
cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in increased expression of TGFB1 mRNA]
CTD
PMID:29250925
NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
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Tnf
tumor necrosis factor
multiple interactions
ISO
cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in increased expression of TNF protein]
CTD
PMID:29250925
NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
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Cat
catalase
multiple interactions
ISO
cycloartenol inhibits the reaction [Benzoyl Peroxide results in decreased activity of CAT protein]
CTD
PMID:12804013
NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
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Cryz
crystallin zeta
multiple interactions
ISO
cycloartenol inhibits the reaction [Benzoyl Peroxide results in decreased activity of CRYZ protein]
CTD
PMID:12804013
NCBI chr 2:243,552,037...243,580,369
Ensembl chr 2:243,552,119...243,579,758
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G6pd
glucose-6-phosphate dehydrogenase
multiple interactions
ISO
cycloartenol inhibits the reaction [Benzoyl Peroxide results in decreased activity of G6PD protein]
CTD
PMID:12804013
NCBI chr X:152,201,081...152,220,863
Ensembl chr X:152,201,098...152,220,801
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Gsr
glutathione-disulfide reductase
multiple interactions
ISO
cycloartenol inhibits the reaction [Benzoyl Peroxide results in decreased activity of GSR protein]
CTD
PMID:12804013
NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661
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Odc1
ornithine decarboxylase 1
multiple interactions
ISO
cycloartenol inhibits the reaction [Benzoyl Peroxide results in increased activity of ODC1 protein]
CTD
PMID:12804013
NCBI chr 6:40,329,831...40,336,444
Ensembl chr 6:40,329,964...40,336,440
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Xdh
xanthine dehydrogenase
multiple interactions
ISO
cycloartenol inhibits the reaction [Benzoyl Peroxide results in increased activity of XDH protein]
CTD
PMID:12804013
NCBI chr 6:21,530,463...21,592,172
Ensembl chr 6:21,530,113...21,592,268
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Ar
androgen receptor
multiple interactions
ISO
ganoderol B binds to and results in decreased activity of AR protein; ganoderol B inhibits the reaction [Dihydrotestosterone binds to AR protein]
CTD
PMID:17499997
NCBI chr X:63,104,771...63,273,934
Ensembl chr X:63,104,771...63,273,925
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Srd5a1
steroid 5 alpha-reductase 1
decreases activity
EXP
ganoderol B results in decreased activity of SRD5A1 protein
CTD
PMID:17499997
NCBI chr 1:33,686,069...33,720,468
Ensembl chr 1:33,686,391...33,720,461
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Hmgcr
3-hydroxy-3-methylglutaryl-CoA reductase
decreases activity
ISO
32-hydroxy-24,25-dihydrolanosterol results in decreased activity of HMGCR protein
CTD
PMID:12617470
NCBI chr 2:27,997,523...28,018,983
Ensembl chr 2:27,997,525...28,019,703
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Cyp27a1
cytochrome P450, family 27, subfamily a, polypeptide 1
increases metabolic processing
ISO
CYP27A1 protein results in increased metabolism of Lanosterol
CTD
PMID:14622972
NCBI chr 9:76,264,655...76,294,551
Ensembl chr 9:76,264,860...76,294,551
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Cyp51
cytochrome P450, family 51
multiple interactions
EXP ISO
[Ketoconazole results in increased activity of CYP51 protein] which results in increased abundance of Lanosterol CYP51A1 gene inhibits the reaction [Fluconazole results in decreased metabolism of and results in increased abundance of Lanosterol]; CYP51A1 gene inhibits the reaction [Itraconazole results in decreased metabolism of and results in increased abundance of Lanosterol]; CYP51A1 gene inhibits the reaction [Ketoconazole results in decreased metabolism of and results in increased abundance of Lanosterol]; CYP51A1 gene inhibits the reaction [Voriconazole results in decreased metabolism of and results in increased abundance of Lanosterol]
CTD
PMID:12617470 PMID:18694951
NCBI chr 4:30,036,956...30,055,410
Ensembl chr 4:30,036,865...30,055,410
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Ephx1
epoxide hydrolase 1
multiple interactions
ISO
Lanosterol analog inhibits the reaction [EPHX1 protein results in increased metabolism of cholesterol alpha-oxide]
CTD
PMID:2043152
NCBI chr13:92,714,315...92,744,124
Ensembl chr13:92,714,315...92,790,235
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Ephx2
epoxide hydrolase 2
multiple interactions
ISO
Lanosterol analog inhibits the reaction [EPHX2 protein results in increased metabolism of stilbene oxide analog]
CTD
PMID:2043152
NCBI chr15:40,289,901...40,327,632
Ensembl chr15:40,289,902...40,327,615
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Marchf6
membrane associated ring-CH-type finger 6
increases stability
ISO
Lanosterol results in increased stability of MARCHF6 protein
CTD
PMID:30545937
NCBI chr 2:82,455,686...82,532,917
Ensembl chr 2:82,455,689...82,532,910
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all
Path 1
CHEBI ontology
20072
chemical entity
20071
atom
20071
nonmetal atom
19959
carbon atom
19887
organic molecular entity
19887
organic fundamental parent
18667
natural product fundamental parent
14681
terpenoid fundamental parent
3748
lanostane
33
(24R)-24-methylcycloart-25-en-3beta-ol
0
25-hydroxy-3-epidehydrotumulosic acid
0
3beta-hydroxy-9beta-9,19-cyclolanost-24-en-28-oate
0
3beta-hydroxylanost-8-en-32-al
1
4alpha-hydroxymethyl-4beta-methylzymosterol
0
4beta-methylzymosterol-4-carbaldehyde
0
9beta-9,19-cyclolanost-24-ene-3beta,28-diol +
0
colossolactone V
0
colossolactone VIII
0
cucurbitacin B +
19
cucurbitacin D
0
cycloartane +
0
cycloartenol +
6
dehydroeburiconic acid
0
fomitopinic acid A
0
fomitoside E
0
fomitoside F
0
ganoderol B
2
ganoderone A
0
ganoderone C
0
ganolucidic acid D
0
holothurin A3 acid
0
holothurin A4 acid
0
lanost-8-ene-3beta,30-diol
1
lanosta-9(11),24-dien-3-one
0
lanostane derivative +
0
lanosterol +
7
lucialdehyde B
0
lucialdehyde C
0
mollisoside A
0
neothyonidioside
0
parkeol
0
sclerodol B
0
stichloroside C1
0
suberosol
0
tsugarioside C
0
Path 2
CHEBI ontology
20072
subatomic particle
20071
composite particle
20071
hadron
20071
baryon
20071
nucleon
20071
atomic nucleus
20071
atom
20071
main group element atom
19971
main group molecular entity
19971
s-block molecular entity
19765
hydrogen molecular entity
19756
hydrides
19120
organic hydride
18667
organic fundamental parent
18667
hydrocarbon
18396
terpene
13656
triterpene
758
lanostane
33
(24R)-24-methylcycloart-25-en-3beta-ol
0
25-hydroxy-3-epidehydrotumulosic acid
0
3beta-hydroxy-9beta-9,19-cyclolanost-24-en-28-oate
0
3beta-hydroxylanost-8-en-32-al
1
4alpha-hydroxymethyl-4beta-methylzymosterol
0
4beta-methylzymosterol-4-carbaldehyde
0
9beta-9,19-cyclolanost-24-ene-3beta,28-diol +
0
colossolactone V
0
colossolactone VIII
0
cucurbitacin B +
19
cucurbitacin D
0
cycloartane +
0
cycloartenol +
6
dehydroeburiconic acid
0
fomitopinic acid A
0
fomitoside E
0
fomitoside F
0
ganoderol B
2
ganoderone A
0
ganoderone C
0
ganolucidic acid D
0
holothurin A3 acid
0
holothurin A4 acid
0
lanost-8-ene-3beta,30-diol
1
lanosta-9(11),24-dien-3-one
0
lanostane derivative +
0
lanosterol +
7
lucialdehyde B
0
lucialdehyde C
0
mollisoside A
0
neothyonidioside
0
parkeol
0
sclerodol B
0
stichloroside C1
0
suberosol
0
tsugarioside C
0