ONTOLOGY REPORT - ANNOTATIONS
Term: (+)-alpha-tocopherol
Accession: CHEBI:18145
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Definition: An alpha-tocopherol that has R,R,R configuration. The naturally occurring stereoisomer of alpha-tocopherol, it is found particularly in sunflower and olive oils.
Synonyms: related_synonym: (2R)-2,5,7,8-TETRAMETHYL-2-[(4R,8R)-4,8,12-TRIMETHYLTRIDECYL]CHROMAN-6-OL; (2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol; (2R,4'R,8'R)-alpha-tocopherol; (R,R,R)-alpha-tocopherol; 5,7,8-trimethyltocol; Formula=C29H50O2; InChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1; InChIKey=GVJHHUAWPYXKBD-IEOSBIPESA-N; SMILES=CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCc2c(C)c(O)c(C)c(C)c2O1; Vitamin E; d-alpha-tocopherol
alt_id: CHEBI:10336; CHEBI:12343; CHEBI:46509
xref: Beilstein:5300493 "Beilstein"; Beilstein:94012 "Beilstein"; CAS:59-02-9 "ChemIDplus"; CAS:59-02-9 "KEGG COMPOUND"; DrugBank:DB00163; Drug_Central:4280 "DrugCentral"; HMDB:HMDB0001893; KEGG:C02477; KNApSAcK:C00007366; LIPID_MAPS_instance:LMPR02020000 "LIPID MAPS"; LIPID_MAPS_instance:LMPR02020001 "LIPID MAPS"
xref_mesh: MESH:D024502
xref: PDBeChem:VIV; PMID:11427352 "Europe PMC"; Reaxys:94012 "Reaxys"
cyclic_relationship: is_enantiomer_of CHEBI:46430
G
Abcb1a
ATP binding cassette subfamily B member 1A
4
22,339,829
22,517,642
RGD:6480464
G
Acat1
acetyl-CoA acetyltransferase 1
8
58,166,990
58,195,884
RGD:6480464
G
Ache
acetylcholinesterase
12
22,472,358
22,477,052
RGD:6480464
G
Acvrl1
activin A receptor like type 1
7
142,769,942
142,787,336
RGD:6480464
G
Agt
angiotensinogen
19
57,321,594
57,333,460
RGD:6480464
G
Akr1b1
aldo-keto reductase family 1 member B
4
61,706,866
61,720,959
RGD:6480464
G
Akt1
AKT serine/threonine kinase 1
6
137,218,398
137,239,970
RGD:6480464
G
Alad
aminolevulinate dehydratase
5
78,368,867
78,379,206
RGD:6480464
G
Alas1
5'-aminolevulinate synthase 1
8
114,927,704
114,941,038
RGD:6480464
G
Alb
albumin
14
19,176,275
19,191,793
RGD:6480464
G
Apex2
apurinic/apyrimidinic endodeoxyribonuclease 2
X
23,146,085
23,166,676
RGD:6480464
G
Apoa1
apolipoprotein A1
8
50,525,091
50,526,875
RGD:6480464
G
Apob
apolipoprotein B
6
33,176,826
33,216,381
RGD:6480464
G
App
amyloid beta precursor protein
11
24,425,013
24,641,872
RGD:6480464
G
Atf2
activating transcription factor 2
3
60,721,137
60,795,951
RGD:6480464
G
Bace1
beta-secretase 1
8
50,140,092
50,162,388
RGD:6480464
G
Bad
BCL2-associated agonist of cell death
1
222,198,516
222,207,459
RGD:6480464
G
Bax
BCL2 associated X, apoptosis regulator
1
101,451,801
101,457,207
RGD:6480464
G
Bche
butyrylcholinesterase
2
171,104,476
171,196,186
RGD:6480464
G
Bcl2
BCL2, apoptosis regulator
13
26,605,426
26,769,374
RGD:6480464
G
Bcl2l1
Bcl2-like 1
3
148,259,594
148,314,191
RGD:6480464
G
Canx
calnexin
10
35,800,942
35,833,939
RGD:6480464
G
Casp3
caspase 3
16
48,845,011
48,863,249
RGD:6480464
G
Casp7
caspase 7
1
277,190,557
277,242,779
RGD:6480464
G
Casp8
caspase 8
9
65,614,142
65,662,624
RGD:6480464
G
Casp9
caspase 9
5
160,356,211
160,373,774
RGD:6480464
G
Cat
catalase
3
93,379,872
93,412,058
RGD:6480464
G
Cav1
caveolin 1
4
44,597,123
44,630,206
RGD:6480464
G
Ccl2
C-C motif chemokine ligand 2
10
69,412,065
69,413,863
RGD:6480464
G
Ccnd1
cyclin D1
1
218,090,750
218,100,447
RGD:6480464
G
Ccnd2
cyclin D2
4
159,674,885
159,697,207
RGD:6480464
G
Cd36
CD36 molecule
4
14,150,309
14,191,498
RGD:6480464
G
Cdkn1a
cyclin-dependent kinase inhibitor 1A
20
6,348,422
6,358,864
RGD:6480464
G
Cftr
CF transmembrane conductance regulator
4
42,693,263
42,860,679
RGD:6480464
G
Chat
choline O-acetyltransferase
16
8,576,858
8,686,131
RGD:6480464
G
Cldn2
claudin 2
X
111,122,552
111,133,188
RGD:6480464
G
Cpt1a
carnitine palmitoyltransferase 1A
1
218,568,157
218,629,679
RGD:6480464
G
Crabp2
cellular retinoic acid binding protein 2
2
187,322,416
187,326,794
RGD:6480464
G
Crp
C-reactive protein
13
91,080,448
91,081,358
RGD:6480464
G
Cryaa
crystallin, alpha A
20
10,438,444
10,442,189
RGD:6480464
G
Ctsd
cathepsin D
1
215,541,570
215,553,446
RGD:6480464
G
Cxcl1
C-X-C motif chemokine ligand 1
14
18,743,678
18,745,457
RGD:6480464
G
Cxcl2
C-X-C motif chemokine ligand 2
14
18,731,346
18,733,391
RGD:6480464
G
Cyp1a1
cytochrome P450, family 1, subfamily a, polypeptide 1
8
62,472,087
62,478,122
RGD:6480464
G
Cyp1a2
cytochrome P450, family 1, subfamily a, polypeptide 2
8
62,451,360
62,458,244
RGD:6480464
G
Cyp2b1
cytochrome P450, family 2, subfamily b, polypeptide 1
7
99,142,431
99,183,540
RGD:6480464
G
Cyp2b3
cytochrome P450, family 2, subfamily b, polypeptide 3
1
83,163,103
83,236,615
RGD:6480464
G
Cyp2c79
cytochrome P450, family 2, subfamily c, polypeptide 79
1
147,236,480
147,307,988
RGD:6480464
G
Cyp2e1
cytochrome P450, family 2, subfamily e, polypeptide 1
1
213,511,892
213,522,195
RGD:6480464
G
Cyp3a2
cytochrome P450, family 3, subfamily a, polypeptide 2
12
11,641,500
11,677,818
RGD:6480464
G
Cyp3a9
cytochrome P450, family 3, subfamily a, polypeptide 9
12
19,074,288
19,114,491
RGD:6480464
G
Ddit3
DNA-damage inducible transcript 3
7
70,578,564
70,585,074
RGD:6480464
G
Diablo
diablo, IAP-binding mitochondrial protein
12
38,490,230
38,503,344
RGD:6480464
G
Eif2a
eukaryotic translation initiation factor 2A
2
148,722,343
148,755,781
RGD:6480464
G
Esr1
estrogen receptor 1
1
41,192,029
41,594,799
RGD:6480464
G
Esr2
estrogen receptor 2
6
99,163,953
99,214,711
RGD:6480464
G
Faslg
Fas ligand
13
79,696,811
79,717,581
RGD:6480464
G
Fbl
fibrillarin
1
85,103,519
85,112,619
RGD:6480464
G
Fmo1
flavin containing dimethylaniline monoxygenase 1
13
80,712,885
80,745,095
RGD:6480464
G
Fn1
fibronectin 1
9
78,900,111
78,969,018
RGD:6480464
G
Fyn
FYN proto-oncogene, Src family tyrosine kinase
20
44,436,354
44,630,316
RGD:6480464
G
Gadd45a
growth arrest and DNA-damage-inducible, alpha
4
97,782,512
97,784,814
RGD:6480464
G
Gclc
glutamate-cysteine ligase, catalytic subunit
8
85,059,051
85,097,471
RGD:6480464
G
Gclm
glutamate cysteine ligase, modifier subunit
2
225,827,504
225,847,876
RGD:6480464
G
Gfap
glial fibrillary acidic protein
10
90,990,762
90,999,435
RGD:6480464
G
Gnai2
G protein subunit alpha i2
8
116,370,730
116,391,337
RGD:6480464
G
Gnai3
G protein subunit alpha i3
2
210,896,779
210,934,733
RGD:6480464
G
Gpt
glutamic--pyruvic transaminase
7
117,759,083
117,761,932
RGD:6480464
G
Gpx4
glutathione peroxidase 4
7
12,516,357
12,519,154
RGD:6480464
G
Gsr
glutathione-disulfide reductase
16
62,197,617
62,239,987
RGD:6480464
G
Gstm1
glutathione S-transferase mu 1
2
210,803,869
210,809,461
RGD:6480464
G
Gstt1
glutathione S-transferase theta 1
20
13,799,102
13,816,527
RGD:6480464
G
Gusb
glucuronidase, beta
12
30,202,066
30,215,583
RGD:6480464
G
Hal
histidine ammonia lyase
7
34,326,087
34,356,413
RGD:6480464
G
Hmgcr
3-hydroxy-3-methylglutaryl-CoA reductase
2
27,480,224
27,500,654
RGD:6480464
G
Hmox1
heme oxygenase 1
19
14,508,634
14,515,455
RGD:6480464
G
Hp
haptoglobin
19
42,096,255
42,100,805
RGD:6480464
G
Hspa1b
heat shock protein family A (Hsp70) member 1B
20
4,877,638
4,880,112
RGD:6480464
G
Icam1
intercellular adhesion molecule 1
8
22,035,287
22,047,049
RGD:6480464
G
Ifng
interferon gamma
7
61,337,383
61,341,419
RGD:6480464
G
Igfbp5
insulin-like growth factor binding protein 5
9
80,154,230
80,166,813
RGD:6480464
G
Il10
interleukin 10
13
47,738,933
47,743,392
RGD:6480464
G
Il1a
interleukin 1 alpha
3
121,824,712
121,836,122
RGD:6480464
G
Il1b
interleukin 1 beta
3
121,876,256
121,882,637
RGD:6480464
G
Il6
interleukin 6
4
3,043,231
3,047,807
RGD:6480464
G
Jun
Jun proto-oncogene, AP-1 transcription factor subunit
5
114,011,184
114,014,277
RGD:6480464
G
Kcnh2
potassium voltage-gated channel subfamily H member 2
4
7,355,066
7,387,282
RGD:6480464
G
Lcat
lecithin cholesterol acyltransferase
19
37,913,333
37,916,799
RGD:6480464
G
Lck
LCK proto-oncogene, Src family tyrosine kinase
5
147,750,976
147,779,627
RGD:6480464
G
Ldha
lactate dehydrogenase A
1
102,900,288
102,909,713
RGD:6480464
G
Ldhb
lactate dehydrogenase B
4
176,701,980
176,719,999
RGD:6480464
G
Lyn
LYN proto-oncogene, Src family tyrosine kinase
5
16,526,058
16,642,648
RGD:6480464
G
Mapk1
mitogen activated protein kinase 1
11
88,203,863
88,273,301
RGD:6480464
G
Mapk14
mitogen activated protein kinase 14
20
5,933,290
5,995,137
RGD:6480464
G
Mapk3
mitogen activated protein kinase 3
1
198,192,773
198,198,975
RGD:6480464
G
Mapk8
mitogen-activated protein kinase 8
16
9,620,854
9,709,342
RGD:6480464
G
Mapk9
mitogen-activated protein kinase 9
10
35,333,859
35,374,364
RGD:6480464
G
Mb
myoglobin
7
118,101,633
118,108,864
RGD:6480464
G
Mbp
myelin basic protein
18
79,326,738
79,437,310
RGD:6480464
G
Mgat3
beta-1,4-mannosyl-glycoprotein 4-beta-N-acetylglucosaminyltransferase
7
121,394,541
121,436,935
RGD:6480464
G
Mki67
marker of proliferation Ki-67
1
207,993,895
208,020,454
RGD:6480464
G
Mpo
myeloperoxidase
10
75,087,892
75,098,260
RGD:6480464
G
Muc5ac
mucin 5AC, oligomeric mucus/gel-forming
1
214,725,482
214,756,653
RGD:6480464
G
Myc
MYC proto-oncogene, bHLH transcription factor
7
102,586,313
102,591,240
RGD:6480464
G
Nefh
neurofilament heavy
14
85,181,572
85,191,557
RGD:6480464
G
Nfe2l2
nuclear factor, erythroid 2-like 2
3
62,497,568
62,525,146
RGD:6480464
G
Nfkb1
nuclear factor kappa B subunit 1
2
240,773,520
240,890,053
RGD:6480464
G
Nfkbia
NFKB inhibitor alpha
6
76,267,227
76,270,457
RGD:6480464
G
Nos2
nitric oxide synthase 2
10
66,188,290
66,221,621
RGD:6480464
G
Nos3
nitric oxide synthase 3
4
7,321,908
7,342,404
RGD:6480464
G
Nqo1
NAD(P)H quinone dehydrogenase 1
19
38,422,210
38,437,103
RGD:6480464
G
Nr1i2
nuclear receptor subfamily 1, group I, member 2
11
65,022,100
65,058,546
RGD:6480464
G
Ogdh
oxoglutarate dehydrogenase
14
86,414,924
86,481,903
RGD:6480464
G
Orm1
orosomucoid 1
5
79,179,668
79,182,820
RGD:6480464
G
Park7
Parkinsonism associated deglycase
5
167,982,438
168,004,724
RGD:6480464
G
Parp1
poly (ADP-ribose) polymerase 1
13
98,857,255
98,889,444
RGD:6480464
G
Pawr
pro-apoptotic WT1 regulator
7
51,273,764
51,353,700
RGD:6480464
G
Pax3
paired box 3
9
84,004,004
84,101,226
RGD:6480464
G
Pck1
phosphoenolpyruvate carboxykinase 1
3
171,213,936
171,219,885
RGD:6480464
G
Pcna
proliferating cell nuclear antigen
3
124,880,698
124,884,570
RGD:6480464
G
Pdgfrb
platelet derived growth factor receptor beta
18
56,364,586
56,406,381
RGD:6480464
G
Pgk1
phosphoglycerate kinase 1
X
77,263,399
77,279,373
RGD:6480464
G
Plg
plasminogen
1
48,521,828
48,563,895
RGD:6480464
G
Pltp
phospholipid transfer protein
3
161,304,469
161,322,289
RGD:6480464
G
Ppara
peroxisome proliferator activated receptor alpha
7
126,618,872
126,687,282
RGD:6480464
G
Pparg
peroxisome proliferator-activated receptor gamma
4
147,274,055
147,399,383
RGD:6480464
G
Ppia
peptidylprolyl isomerase A
14
86,673,775
86,677,443
RGD:6480464
G
Psmc6
proteasome 26S subunit, ATPase 6
15
19,667,453
19,688,916
RGD:6480464
G
Ptgs2
prostaglandin-endoperoxide synthase 2
13
67,351,230
67,356,920
RGD:6480464
G
Rela
RELA proto-oncogene, NF-kB subunit
1
220,992,770
221,003,249
RGD:6480464
G
Rps6
ribosomal protein S6
5
105,197,821
105,200,681
RGD:6480464
G
Rxra
retinoid X receptor alpha
3
6,272,560
6,295,354
RGD:6480464
G
Sele
selectin E
13
82,355,234
82,365,323
RGD:6480464
G
Slc7a11
solute carrier family 7 member 11
2
139,453,774
139,528,479
RGD:6480464
G
Smad4
SMAD family member 4
18
69,626,682
69,657,373
RGD:6480464
G
Snca
synuclein alpha
4
90,782,412
90,883,236
RGD:6480464
G
Sod1
superoxide dismutase 1
11
30,363,282
30,368,858
RGD:6480464
G
Sod2
superoxide dismutase 2
1
47,914,757
47,921,587
RGD:6480464
G
Srsf2
serine and arginine rich splicing factor 2
10
105,792,779
105,795,986
RGD:6480464
G
Stat3
signal transducer and activator of transcription 3
10
88,790,401
88,842,263
RGD:6480464
G
Tert
telomerase reverse transcriptase
1
32,250,876
32,275,330
RGD:6480464
G
Tgfa
transforming growth factor alpha
4
117,961,877
118,045,923
RGD:6480464
G
Tgfb1
transforming growth factor, beta 1
1
82,480,875
82,497,196
RGD:6480464
G
Th
tyrosine hydroxylase
1
216,073,034
216,080,287
RGD:6480464
G
Tnf
tumor necrosis factor
20
5,189,382
5,192,000
RGD:6480464
G
Tp53
tumor protein p53
10
56,186,299
56,198,449
RGD:6480464
G
Txn1
thioredoxin 1
5
75,049,735
75,057,731
RGD:6480464
G
Ugt1a1
UDP glucuronosyltransferase family 1 member A1
9
95,295,701
95,302,822
RGD:6480464
G
Vcam1
vascular cell adhesion molecule 1
2
219,071,193
219,090,931
RGD:6480464
G
Xbp1
X-box binding protein 1
14
85,753,736
85,758,820
RGD:6480464
G
Xrcc6
X-ray repair cross complementing 6
7
123,259,881
123,280,613
RGD:6480464
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all