Compound: VITAMIN E
SMILES: O1c2c(c(c(O)c(c2C)C)C)CC[C@]1(CCC[C@@H](CCC[C@@H](CCCC(C)C)C)C)C
InChIKey: GVJHHUAWPYXKBD-IEOSBIPESA-N
Synonyms: VITAMIN E, 5,7,8-Trimethyltocol, Vitamin-E, 1406-18-4, Vitamin e d-alpha, Tocopherol, d-alpha-, J24.260H, INS NO.307A, (2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol, INS-307A, E-307A, NSC-20812, Vitamin E (USP), Vitamin E [USP], Davina, Harris, Jarrow for, DTXSID9051458, E Vitamin, Fort-e-vite, E-caps, (2R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-3,4-dihydrochromen-6-ol, Bio-e-vit, Fort-e-vite plus, Vitamin E Compound, Fort-e-vite 1000, Fort-e-vite super plus, RefChem:56217, tocopheryl acid succinate, D-alpha tocoferil acid succinate, CHEBI:33234, 215-798-8, 606-803-8, ANTHEMIS COTULA POLLEN; CALENDULA OFFICINALIS WHOLE; LAVENDER OIL; ROSEMARY OIL; SUNFLOWER SEED; TOCOPHERYL RETINOATE, alpha-tocopheryl succinate, d-, J24.824J, NSC-173849, Tocopheryl, Tocopheryl acid succinate, d-alpha, alpha-Tocopherol, 59-02-9, D-alpha-Tocopherol, (+)-alpha-Tocopherol, 2074-53-5, Phytogermine, Eprolin, (R,R,R)-alpha-Tocopherol, alpha Tocopherol, Denamone, Viteolin, Esorb, (2R,4'R,8'R)-alpha-Tocopherol, Aquasol E, alpha-Tocopherol, D-, d-a-tocopherol, Tocopherol alpha, alpha-Vitamin E, Viterra E, D-alpha tocopherol, (2R)-2,5,7,8-TETRAMETHYL-2-[(4R,8R)-4,8,12-TRIMETHYLTRIDECYL]CHROMAN-6-OL, Syntopherol, DL-Tocopherol, Vitamin Ea, a-D-Tocopherol, Profecundin, Almefrol, Emipherol, Epsilan, Etamican, Evitaminum, Tokopharm, Vascuals, Etavit, Ilitia, (R)-2,5,7,8-Tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-ol, Tocopherol (R,S), (+)-a-Tocopherol, Eprolin S, Spavit E, Endo E, Waynecomycin, Vitayonon, Evion, (2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol, BPBio1_000362, Vitaplex E, DTXSID0026339, CHEBI:18145, ido-E, N9PR3490H9, Vita E, Lan-E, Med-E, Antisterility vitamin, a-Vitamin E, Vi-E, E307, (2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol, (2R)-3,4-Dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol, 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)-, DTXCID706339, 18920-62-2, Viprimol, alpha-Tokoferol, Vitamin Ealpha, MFCD00072045, MFCD00072051, rel-alpha-Vitamin E, RRR-alpha-tocopherol, Vitamin E alpha, (all-R)-alpha-Tocopherol, E Prolin, (2R)-2-((4R,8R)-4,8,12-trimethyltridecyl)-2,5,7,8-tetramethylchroman-6-ol, CAS-59-02-9, 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-, (2R)-, 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, (2R-(2R*(4R*,8R*)))-, 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, [2R-[2R*(4R*,8R*)]]-, SMR000471844, VIV, alpha-Tocopherol acid, Tenox GT 1, Rhenogran Ronotec 50, Covitol F 1000, 3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol, E 307 (tocopherol), Phytogermin, Palmvtee, alpha-Tocoferol, (+-)-Med-E, UNII-N9PR3490H9, CCRIS 3588, alpha-tocopherole, Vitamin?E, .ALPHA.-TOCOPHEROL, D-, HSDB 2556, Pheryl-E, DL--Tocopherol, alpha -Tocopherol, natural vitamin E, rel--Vitamin E, -Vitamin E, alpha-tocopherol D, NCGC00016688-02, Prestwick_653, EINECS 200-412-2, EINECS 215-798-8, EINECS 218-197-9, .alpha.-Vitamin E, NSC 20812, NSC 82623, RRR-alpha-tocopheryl, ()-alpha-Tocopherol, delta-alpha-tocopherol, alpha-delta-Tocopherol, Vitamin E (D-form), CHEMBL47, (R,R,R)-a-Tocopherol, Prestwick3_000404, E 307, (+)- alpha -Tocopherol, (+)-.alpha.-Tocopherol, bmse000600, R,r,r-.alpha.-tocopherol, EC 200-412-2, SCHEMBL3097, UNII-H4N855PNZ1, BIDD:PXR0174, BSPBio_000328, MLS001066396, MLS001335981, MLS001335982, BIDD:ER0562, T1539_SIGMA, H4N855PNZ1, orb1297644, orb1307904, orb3024929, orb3139577, (+)-ALPHA-TOCOPHEROL-, ALPHA-TOCOPHEROL [HSDB], SCHEMBL29407389, (2R,4'R,8'R)-a-Tocopherol, .ALPHA.-TOCOPHEROL [MI], (+)--Tocopherol; D--Tocopherol, HMS2096A10, HMS2231G08, HMS6019H07, C29H50O2 (D-alpha-tocopherol), D-ALPHA TOCOPHEROL [MART.], HY-N0683, Tox21_110563, Tox21_113208, Tox21_202081, BDBM50458513, EBC-27078, LMPR02020001, MSK000758, AKOS004910417, CS-8161, DB00163, FT28296, NCGC00142625-01, NCGC00142625-04, NCGC00142625-05, NCGC00142625-06, NCGC00142625-07, NCGC00142625-10, NCGC00142625-17, NCGC00259630-01, (2R*(4R*,8R*))-(1)-3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-ol, AS-13990, rel-(+)--Tocopherol; rel-D--Tocopherol, ST073358, SY012869, NS00069772, T2309, C02477, F82497, EN300-7417123, F094655, Q158348, All-rac-alpha-tocopherol for peak identification CRS, BRD-K97091514-001-11-4, Z2235811339, 07AA93F0-3339-4EEC-B50B-ADB70F657087, (2R,4'R,8'R)-2,5,7,8-Tetramethyl-2-(4',8',12'-trimethyltridecyl)-6-chromanol, 3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1- -benzopyran-6-ol, (+)-I<<-Tocopherol; D-I<<-Tocopherol; Vitamin E; 2,5,7,8-Tetramethyl-2-(4 inverted exclamation markE,8 inverted exclamation markE,12 inverted exclamation markE-trimethyltridecyl)-6-chromanol; 5,7,8-Trimethyltocol, (R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-3,4-dihydro-2H-chromen-6-ol, 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-,  2R- 2R*(4R*,8R*)  -, 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, (2R*(4R*,8R*))-(+-)-, dl-|A-Tocopherol; 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)-rel-
Theoretical properties:
molecular_formula: C29H50O2
molecular_weight: 430.7 g/mol
exact_mass: 430.381080833 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 12
heavy_atom_count: 31
topological_polar_surface_area: 29.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Pale yellow oil
color: Pale yellow oil
odor: Little or no odor
boiling_point: BP: 210 °C at 0.1 mm Hg
density: 0.950 g/cu cm at 25 de C
solubility: Insoluble in water, but water-dispersible.
vapor_pressure: 0.00000001 [mmHg]
Descriptions:
{"pubchem": "(R,R,R)-alpha-tocopherol is 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. It has a role as an antioxidant, an antiviral agent, a micronutrient, an EC 2.7.11.13 (protein kinase C) inhibitor, an anticoagulant, a nutraceutical, an immunomodulator, an antiatherogenic agent, a plant metabolite and an algal metabolite. It is an enantiomer of a (S,S,S)-alpha-tocopherol.", "chebi": "An \u03b1-tocopherol that has <i>R</i>,<i>R</i>,<i>R</i> configuration. The naturally occurring stereoisomer of \u03b1-tocopherol, it is found particularly in sunflower and olive oils.", "chembl": "ALPHA-TOCOPHEROL is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.", "wikipedia": "Vitamin E is a group of eight compounds related in molecular structure that includes four tocopherols and four tocotrienols. The tocopherols function as fat-soluble antioxidants which may help protect cell membranes from reactive oxygen species.\nVitamin E is classified as an essential nutrient for humans. Various government organizations recommend that adults consume between 3 and 15 mg per day, while a 2016 worldwide review reported a median dietary intake of 6.2 mg per day. Sources rich in vitamin E include seeds, nuts, seed oils, peanut butter, vitamin E\u2013fortified foods, and dietary supplements. Symptomatic vitamin E deficiency is rare, usually caused by an underlying problem with digesting dietary fat rather than from a diet low in vitamin E. Deficiency can cause neurological disorders.\nTocopherols and tocotrienols both occur in \u03b1 (alpha), \u03b2 (beta), \u03b3 (gamma), and \u03b4 (delta) forms, as determined by the number and position of methyl groups on the chromanol ring. All eight of these vitamers feature a chromane double ring, with a hydroxyl group that can donate a hydrogen atom to reduce free radicals, and a hydrophobic side chain that allows for penetration into biological membranes. Both natural and synthetic tocopherols are subject to oxidation, so dietary supplements are esterified, creating tocopheryl acetate, (or other forms such as succinate or palmitate) for stability purposes.\nPopulation studies have suggested that people who consumed foods with more vitamin E, or who chose on their own to consume a vitamin E dietary supplement, had lower incidence of cardiovascular diseases, cancer, dementia, and other diseases. However, placebo-controlled clinical trials using alpha-tocopherol as a supplement, with daily amounts as high as 2,000 mg per day, could not always replicate these findings. In the United States, vitamin E supplement use peaked around 2002, but had declined by over 50% by 2006. Declining use was theorized to be due to publications of meta-analyses that showed either no benefits or actual negative consequences from high-dose vitamin E.\nVitamin E was discovered in 1922, isolated in 1935, and first synthesized in 1938. Because the vitamin activity was first identified as essential for fertilized eggs to result in live births (in rats), it was given the name \"tocopherol\" from Greek words meaning birth and to bear or carry. Alpha-tocopherol, either naturally extracted from plant oils or, most commonly, as the synthetic tocopheryl acetate, is sold as a popular dietary supplement, either by itself or incorporated into a multivitamin product, and in oils or lotions for use on skin.\n\n"}