tocopheryl succinate
vitamin E succinate
may be a potentially useful antineoplastic agent.
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4-oxo-4-{[2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-chromen-6-yl]oxy}butanoic acid (Click)
CAS Number: 17407-37-3Picture of molecule
Other: 18126-01-7
ECHA EINECS - REACH Pre-Reg: 241-433-7
Nikkaji Web: J24.825H
XlogP3-AA: 10.20 (est)
Molecular Weight: 530.78938000
Formula: C33 H54 O5
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: antioxidants
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 625.84 °C. @ 760.00 mm Hg (est)
Flash Point: 369.00 °F. TCC ( 187.00 °C. ) (est)
logP (o/w): 10.159 (est)
Soluble in:
 water, 6.35e-008 mg/L @ 25 °C (est)
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Organoleptic Properties:
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: antioxidants
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BOC Sciences
For experimental / research use only.
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Safety Information:
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: antioxidants
Recommendation for tocopheryl succinate usage levels up to:
 not for fragrance use.
Recommendation for tocopheryl succinate flavor usage levels up to:
 not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
Scientific Opinion on the substantiation of a health claim related to the combination of artichoke leaf dry extract standardised in caffeoylquinic acids, monacolin K in red yeast rice, sugar-cane derived policosanols, OPC from French maritime pine bark, garlic dry extract standardised in allicin, d-a-tocopheryl hydrogen succinate, riboflavin and inositol hexanicotinate in Limicol« and reduction of blood LDL-cholesterol concentrations pursuant to Article 14 of Regulation (EC) No 1924/2006
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EPI System: View
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
Env. Mutagen Info. Center: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 425400
National Institute of Allergy and Infectious Diseases: Data
 4-oxo-4-{[2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-chromen-6-yl]oxy}butanoic acid
Chemidplus: 0017407373
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 4-oxo-4-{[2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-chromen-6-yl]oxy}butanoic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 425400
Pubchem (sid): 135023018
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
HMDB (The Human Metabolome Database): Search
ChemSpider: View
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Potential Blenders and core components note
None Found
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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 butanedioic acid, mono(3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl) ester, (2R-(2R*(4R*,8R*)))-
 butanedioic acid, mono[3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl] ester
6-chromanol, 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, hydrogen succinate
(3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl) hydrogen succinate
 succinic acid, mono(2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-6-chromanyl) ester
 succinic acid, mono(2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-6-chromanyl) ester
4-oxo-4-{[2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-chromen-6-yl]oxy}butanoic acid
2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-6-chromanyl hydrogen succinate
 tocopherol acid succinate
 tocopherol hemisuccinate
 tocopherol succinate
 tocopheryl acid succinate
 tocopheryl hydrogen succinate
 vitamin E acid succinate
 vitamin E hemisuccinate
 vitamin E succinate
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PubMed: Final report on the safety assessment of Tocopherol, Tocopheryl Acetate, Tocopheryl Linoleate, Tocopheryl Linoleate/Oleate, Tocopheryl Nicotinate, Tocopheryl Succinate, Dioleyl Tocopheryl Methylsilanol, Potassium Ascorbyl Tocopheryl Phosphate, and Tocophersolan.
PubMed: RRR-╬▒-tocopheryl succinate induces apoptosis in human gastric cancer cells via the NF-╬║B signaling pathway.
PubMed: Alteration of ╬▒-tocopherol-associated protein (TAP) expression in human breast epithelial cells during breast cancer development.
PubMed: Crosstalk between endoplasmic reticulum stress and oxidative stress in apoptosis induced by ╬▒-tocopheryl succinate in human gastric carcinoma cells.
PubMed: Affinity of vitamin E analogues for the ubiquinone complex II site correlates with their toxicity to cancer cells.
PubMed: Alpha-tocopheryl succinate enhances doxorubicin-induced apoptosis in human gastric cancer cells via promotion of doxorubicin influx and suppression of doxorubicin efflux.
PubMed: Endoplasmic reticulum stress contributes to vitamin E succinate-induced apoptosis in human gastric cancer SGC-7901 cells.
PubMed: Bid integrates intrinsic and extrinsic signaling in apoptosis induced by alpha-tocopheryl succinate in human gastric carcinoma cells.
PubMed: Targeting of cancer energy metabolism.
PubMed: Vitamin E analogues as mitochondria-targeting compounds: from the bench to the bedside?
PubMed: Alpha-Tocopheryl succinate: toxicity and lack of anti-tumour activity in immuno-competent mice.
PubMed: Stabilization of cranberry anthocyanins in nutraceutical capsules.
PubMed: alpha-Tocopheryl succinate-induced apoptosis in human gastric cancer cells is modulated by ERK1/2 and c-Jun N-terminal kinase in a biphasic manner.
PubMed: Vitamin E analogues as anticancer agents: lessons from studies with alpha-tocopheryl succinate.
PubMed: Chemopreventive effect of dietary d-alpha-tocopheryl succinate supplementation on precancer colon aberrant crypt formation and vitamin E analogue levels in young and old rats.
PubMed: RRR-alpha-tocopheryl succinate inhibits human gastric cancer SGC-7901 cell growth by inducing apoptosis and DNA synthesis arrest.
PubMed: Inhibitory effects of RRR-alpha-tocopheryl succinate on benzo(a)pyrene (B(a)P)-induced forestomach carcinogenesis in female mice.
PubMed: Effects of topical and oral vitamin E on pigmentation and skin cancer induced by ultraviolet irradiation in Skh:2 hairless mice.
PubMed: Inhibition of tert-butyl hydroperoxide-induced cell membrane bleb formation by alpha-tocopherol and glutathione.
PubMed: Metabolism of tritiated D-alpha-tocopherol and D-alpha-tocopheryl succinate in intraruminally dosed sheep.
PubMed: The protective but nonsynergistic effect of dietary beta-carotene and vitamin E on skin tumorigenesis in Skh mice.
PubMed: Lipid peroxidation in rat tissue slices: effect of dietary vitamin E, corn oil-lard and menhaden oil.
PubMed: Effect of dietary lipids and vitamin E on in vitro lipid peroxidation in rat liver and kidney homogenates.
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