1.0
2010-04-08 22:05:22 UTC
2019-11-26 02:57:27 UTC
FDB002434
(R)-alpha-Tocotrienol
Occurs in wheat, barley, rye and palm oil.
Alpha-Tocotrienol is found in the blood plasma and all lipoprotein subfractions.; Compared to tocopherols, alpha- Tocotrienols are poorly studied. Its presence in the blood plasma at nanomolar concentration help to prevent stroke-related neurodegeneration. (PMID: 16771695 ). alpha- Tocotrienol is found to have vitamine E activity.
(2R,3'E,7'E)-alpha-Tocotrienol
(r)-alpha-tocotrienol
a-Tocotrienol
Alpha-tocotrienol
D-alpha-tocotrienol
Delta-alpha-tocotrienol
Tocotrienol, alpha
Z1-Tocopherol
zeta1-tocopherol
α-tocotrienol
ζ1-tocopherol
C29H44O2
424.6585
424.334130652
2,5,7,8-tetramethyl-2-[(3Z,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol
z 1 -tocopherol
1721-51-3
CC(C)=CCC\C(C)=C\CC\C(C)=C/CCC1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2C
InChI=1S/C29H44O2/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/h12,14,16,30H,9-11,13,15,17-19H2,1-8H3/b21-14+,22-16-
RZFHLOLGZPDCHJ-AOOUSOOLSA-N
belongs to the class of organic compounds known as tocotrienols. These are vitamin E derivatives containing an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain attached to the carbon C6 atom of a benzopyran ring system. The differ from tocopherols that contain a saturated trimethyltridecyl chain.
Tocotrienols
Organic compounds
Lipids and lipid-like molecules
Prenol lipids
Quinone and hydroquinone lipids
Aromatic heteropolycyclic compounds
1-benzopyrans
Alkyl aryl ethers
Benzenoids
Diterpenoids
Hydrocarbon derivatives
Oxacyclic compounds
1-benzopyran
Alkyl aryl ether
Aromatic heteropolycyclic compound
Benzenoid
Benzopyran
Chromane
Diterpenoid
Ether
Hydrocarbon derivative
Organic oxygen compound
Organoheterocyclic compound
Organooxygen compound
Oxacycle
Tocotrienol
Solid
logp
7.70
logs
-6.19
solubility
2.72e-04 g/l
melting_point
Mp 30-31°
logp
9.29
pka_strongest_acidic
10.8
pka_strongest_basic
-4.9
iupac
2,5,7,8-tetramethyl-2-[(3Z,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol
average_mass
424.6585
mono_mass
424.334130652
smiles
CC(C)=CCC\C(C)=C\CC\C(C)=C/CCC1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2C
formula
C29H44O2
inchi
InChI=1S/C29H44O2/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/h12,14,16,30H,9-11,13,15,17-19H2,1-8H3/b21-14+,22-16-
inchikey
RZFHLOLGZPDCHJ-AOOUSOOLSA-N
polar_surface_area
29.46
refractivity
137.92
polarizability
53.5
rotatable_bond_count
9
acceptor_count
2
donor_count
1
physiological_charge
0
formal_charge
0
Specdb::MsMs
83568
Specdb::MsMs
83569
Specdb::MsMs
83570
Specdb::MsMs
145194
Specdb::MsMs
145195
Specdb::MsMs
145196
HMDB06327
33270
#<Reference:0x0000555675d976c0>
Agave
Type 1
specific
Agave
39509
0.0
0.0
0.0
mg/100 g
Almond
Type 1
specific
Prunus dulcis
3755
0.035
0.035
0.035
mg/100 g
Almond milk
Type 1
0.0
0.0
0.0
mg/100 g
Amaranth
Type 1
specific
Amaranthus
3564
0.0
0.0
0.0
mg/100 g
Annual wild rice
Type 1
specific
Zizania aquatica
75727
Apple
Type 1
specific
Malus pumila
283210
0.0
0.0
0.0
mg/100 g
Atlantic cod
Type 1
specific
Gadus morhua
8049
0.0
0.0
0.0
mg/100 g
Atlantic halibut
Type 1
specific
Hippoglossus hippoglossus
8267
0.0
0.0
0.0
mg/100 g
Avocado
Type 1
specific
Persea americana
3435
0.02
0.02
0.02
mg/100 g
Banana
Type 1
specific
Musa acuminata
4641
0.045
0.045
0.045
mg/100 g
Barley
Type 1
specific
Hordeum vulgare
4513
Black walnut
Type 1
specific
Juglans nigra
16719
0.0
0.0
0.0
mg/100 g
Blue mussel
Type 1
specific
Mytilus edulis
6550
0.0
0.0
0.0
mg/100 g
Breakfast cereal
Type 2
specific
Broccoli
Type 1
specific
Brassica oleracea var. italica
36774
0.015
0.015
0.015
mg/100 g
Bulgur
Type 2
specific
Butter
Type 2
specific
0.0
0.0
0.0
mg/100 g
Cabbage
Type 1
specific
Brassica oleracea var. capitata
3716
0.04
0.04
0.04
mg/100 g
Canola
Type 2
specific
138011
0.0
0.0
0.0
mg/100 g
Canola oil
Type 2
0.0
0.0
0.0
mg/100 g
Carrot
Type 1
specific
Daucus carota ssp. sativus
79200
0.0
0.0
0.0
mg/100 g
Celery stalks
Type 1
specific
Apium graveolens var. dulce
117781
0.01
0.01
0.01
mg/100 g
Cereals and cereal products
Unknown
generic
Cheddar Cheese
Type 2
Cheddar Cheese
0.0
0.0
0.0
mg/100 g
Cheese
Type 2
specific
0.04
0.04
0.04
mg/100 g
Cherimoya
Type 1
specific
Annona cherimola
49314
0.0
0.0
0.0
mg/100 g
Chicken
Type 1
specific
Gallus gallus
9031
0.0
0.0
0.0
mg/100 g
Cinnamon
Type 1
specific
Cinnamomum
13428
0.0
0.0
0.0
mg/100 g
Clam
Type 1
0.055
0.055
0.055
mg/100 g
Clementine
Type 1
Citrus × clementina
0.0
0.0
0.0
mg/100 g
Cloves
Type 1
specific
Syzygium aromaticum
219868
0.0
0.0
0.0
mg/100 g
Coconut
Type 1
specific
Cocos nucifera
13894
1.46
1.46
1.46
mg/100 g
Coconut oil
Type 2
0.38
0.38
0.38
mg/100 g
Common buckwheat
Type 1
specific
Fagopyrum esculentum
3617
Common wheat
Type 1
specific
Triticum aestivum
4565
Corn
Type 1
specific
Zea mays
4577
Corn oil
Type 2
0.215
0.215
0.215
mg/100 g
Cottage cheese
Type 2
0.0
0.0
0.0
mg/100 g
Cream
Type 2
specific
0.006667
0.02
0.0
mg/100 g
Cucumber
Type 1
specific
Cucumis sativus
3659
0.03
0.03
0.03
mg/100 g
Daikon radish
Type 1
specific
Raphanus sativus var. longipinnatus
41679
0.015
0.015
0.015
mg/100 g
Egg yolk
Type 1
0.075
0.075
0.075
mg/100 g
Feijoa
Type 1
specific
Feijoa sellowiana
260130
0.0
0.0
0.0
mg/100 g
Fig
Type 1
specific
Ficus carica
3494
0.025
0.025
0.025
mg/100 g
Flatfish
Type 1
specific
Pleuronectiformes
8252
0.0
0.0
0.0
mg/100 g
Flaxseed
Type 1
specific
Linum usitatissimum
4006
0.0
0.0
0.0
mg/100 g
Flour
Type 2
specific
Gadiformes
Type 1
specific
Gadiformes
8043
0.0
0.0
0.0
mg/100 g
Gadus (Common cod)
Type 1
specific
Gadus
8048
0.0
0.0
0.0
mg/100 g
Garden onion
Type 1
specific
Allium cepa
4679
0.055
0.055
0.055
mg/100 g
Garden onion (var.)
Type 1
specific
Allium cepa var. cepa
4679
0.055
0.055
0.055
mg/100 g
Garden tomato
Type 1
specific
Solanum lycopersicum
4081
0.0
0.0
0.0
mg/100 g
Garden tomato (var.)
Type 1
specific
Solanum lycopersicum var. lycopersicum
397755
0.0
0.0
0.0
mg/100 g
Grape
Type 1
specific
Vitis
3603
0.0
0.0
0.0
mg/100 g
Grapefruit/Pummelo hybrid
Type 1
specific
Citrus paradisi X Citrus maxima
37656
0.01
0.01
0.01
mg/100 g
Green lentil
Type 1
Lens culinaris
0.0
0.0
0.0
mg/100 g
Green plum
Type 1
0.035
0.035
0.035
mg/100 g
Haddock
Type 1
specific
Melanogrammus aeglefinus
8056
0.0
0.0
0.0
mg/100 g
Hard wheat
Type 1
specific
Triticum durum
4567
Hippoglossus (Common halibut)
Type 1
specific
Hippoglossus
8266
0.0
0.0
0.0
mg/100 g
Iceberg lettuce
Type 1
0.015
0.015
0.015
mg/100 g
Jackfruit
Type 1
specific
Artocarpus heterophyllus
3489
0.05
0.05
0.05
mg/100 g
Jalapeno pepper
Type 1
Capsicum annuum 'Jalapeño'
0.005
0.005
0.005
mg/100 g
Kale
Type 1
specific
Brassica napus var. pabularia
0.0
0.0
0.0
mg/100 g
Kiwi
Type 1
specific
Actinidia chinensis
3625
0.0
0.0
0.0
mg/100 g
Lard
Type 2
specific
0.0
0.0
0.0
mg/100 g
Lemon sole
Type 1
specific
Microstomus kitt
106175
0.0
0.0
0.0
mg/100 g
Lentils
Type 1
generic
Lens culinaris
3864
0.0
0.0
0.0
mg/100 g
Lettuce
Type 1
specific
Lactuca sativa
4236
0.03
0.03
0.03
mg/100 g
Maitake
Type 1
specific
Grifola frondosa
5627
0.0
0.0
0.0
mg/100 g
Mamey sapote
Type 1
specific
Pouteria sapota
233744
0.36
0.36
0.36
mg/100 g
Mandarin orange (Clementine, Tangerine)
Type 1
specific
Citrus reticulata
85571
0.0275
0.055
0.0
mg/100 g
Mango
Type 1
specific
Mangifera indica
29780
0.015
0.015
0.015
mg/100 g
Marine mussel
Type 1
specific
Mytilidae
6547
0.0
0.0
0.0
mg/100 g
Millet
Type 1
specific
Panicum miliaceum
4540
Mozzarella cheese
Type 2
0.0
0.0
0.0
mg/100 g
Nance
Type 1
specific
Byrsonima crassifolia
4270
0.015
0.015
0.015
mg/100 g
Naranjilla
Type 1
specific
Solanum quitoense
227725
0.005
0.005
0.005
mg/100 g
Norway haddock
Type 1
specific
Sebastes viviparus
394708
0.0
0.0
0.0
mg/100 g
Oat
Type 1
specific
Avena sativa
4498
2.21
2.21
2.21
mg/100 g
Okra
Type 1
specific
Abelmoschus esculentus
455045
0.0
0.0
0.0
mg/100 g
Olive
Type 1
specific
Olea europaea
4146
0.0
0.0
0.0
mg/100 g
Orange roughy
Type 1
specific
Hoplostethus atlanticus
96778
0.0
0.0
0.0
mg/100 g
Oriental wheat
Type 1
specific
Triticum turanicum
376534
0.005
0.005
0.005
mg/100 g
Oyster mushroom
Type 1
specific
Pleurotus ostreatus
5322
0.03
0.03
0.03
mg/100 g
Pacific cod
Type 1
specific
Gadus macrocephalus
80720
0.0
0.0
0.0
mg/100 g
Pacific halibut
Type 1
specific
Hippoglossus stenolepis
195615
0.0
0.0
0.0
mg/100 g
Pacific ocean perch
Type 1
specific
Sebastes alutus
72055
0.0
0.0
0.0
mg/100 g
Pacific rockfish
Type 1
specific
Sebastes
34820
0.0
0.0
0.0
mg/100 g
Papaya
Type 1
specific
Carica papaya
3649
0.005
0.005
0.005
mg/100 g
Parmesan cheese
Type 2
0.0
0.0
0.0
mg/100 g
Parsley
Type 1
specific
Petroselinum crispum
4043
0.0
0.0
0.0
mg/100 g
Pepper (Spice)
Type 1
specific
Piper nigrum
13216
0.845
0.845
0.845
mg/100 g
Pine nut
Type 1
specific
Pinus
3337
0.0
0.0
0.0
mg/100 g
Pineapple
Type 1
specific
Ananas comosus
4615
0.02
0.02
0.02
mg/100 g
Pink salmon
Type 1
specific
Oncorhynchus gorbuscha
8017
0.0
0.0
0.0
mg/100 g
Pollock
Type 1
specific
Pollachius
8059
0.0
0.0
0.0
mg/100 g
Quinoa
Type 1
specific
Chenopodium quinoa
63459
0.0
0.0
0.0
mg/100 g
Radish
Type 1
specific
Raphanus sativus
3726
0.015
0.015
0.015
mg/100 g
Red rice
Type 1
specific
Oryza rufipogon
4529
0.06
0.06
0.06
mg/100 g
Rice
Type 1
specific
Oryza sativa
4530
Rose hip
Type 1
specific
Rosa
3764
0.01
0.01
0.01
mg/100 g
Rye
Type 1
specific
Secale cereale
4550
Rye bread
Type 2
specific
0.8
0.8
0.8
mg/100 g
Salted butter
Type 1
0.0
0.0
0.0
mg/100 g
Sheefish
Type 1
specific
Stenodus leucichthys
59296
0.0
0.0
0.0
mg/100 g
Sockeye salmon
Type 1
specific
Oncorhynchus nerka
8023
0.0
0.0
0.0
mg/100 g
Sorghum
Type 1
specific
Sorghum bicolor
4558
Soy bean
Type 1
specific
Glycine max
3847
Soybean oil
Type 2
0.075
0.075
0.075
mg/100 g
Spelt
Type 1
specific
Triticum spelta
58933
0.03
0.03
0.03
mg/100 g
Spinach
Type 1
specific
Spinacia oleracea
3562
0.0
0.0
0.0
mg/100 g
Sunflower oil
Type 2
0.0
0.0
0.0
mg/100 g
Sweet basil
Type 1
specific
Ocimum basilicum
39350
0.0
0.0
0.0
mg/100 g
Sweet potato
Type 1
specific
Ipomoea batatas
4120
0.005
0.005
0.005
mg/100 g
Swiss cheese
Type 2
0.04
0.04
0.04
mg/100 g
Swordfish
Type 1
specific
Xiphias gladius
8245
0.0
0.0
0.0
mg/100 g
Tartary buckwheat
Type 1
specific
Fagopyrum tataricum
62330
Teff
Type 1
specific
Eragrostis tef
110835
0.01
0.01
0.01
mg/100 g
Triticale
Type 1
specific
X Triticosecale rimpaui
True sole
Type 1
specific
Soleidae
30948
0.0
0.0
0.0
mg/100 g
Turkey
Type 1
specific
Meleagris gallopavo
9103
0.0
0.0
0.0
mg/100 g
Turmeric
Type 1
specific
Curcuma longa
136217
0.12
0.12
0.12
mg/100 g
Walnut
Type 1
specific
Juglans
16718
0.0
0.0
0.0
mg/100 g
Wasabi
Type 1
specific
Wasabia japonica
75806
2.27
2.27
2.27
mg/100 g
Water spinach
Type 1
Ipomoea aquatica
0.0
0.0
0.0
mg/100 g
Watermelon
Type 1
specific
Citrullus lanatus
3654
0.015
0.015
0.015
mg/100 g
Wheat
Type 1
specific
Triticum
4564
Wild carrot
Type 1
specific
Daucus carota
4039
0.0
0.0
0.0
mg/100 g
Wild celery
Type 1
specific
Apium graveolens
4045
0.01
0.01
0.01
mg/100 g
Wild rice
Type 1
specific
Zizania
15949
Yellowfin tuna
Type 1
specific
Thunnus albacares
8236
0.0
0.0
0.0
mg/100 g