Alpha-Tocopherol Acetate

Details

• Internal ID: f76ded38-4ddc-4733-9370-2d3b5b2820e7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Vitamin E compounds
• IUPAC Name: [(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl] acetate
• InChI: InChI=1S/C31H52O3/c1-21(2)13-10-14-22(3)15-11-16-23(4)17-12-19-31(9)20-18-28-26(7)29(33-27(8)32)24(5)25(6)30(28)34-31/h21-23H,10-20H2,1-9H3/t22-,23-,31-/m1/s1
• InChI Key: ZAKOWWREFLAJOT-CEFNRUSXSA-N
• Popularity: 7,526 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₂O₃
• Molecular Weight: 472.70 g/mol
• Exact Mass: 472.39164552 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 10.80
• Atomic LogP (AlogP): 9.06
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 13

Synonyms

• Tocopherol acetate
• Alfacol
• Ecofrol
• Contopheron
• Tofaxin
• Econ
• Ephynal acetate
• Tokoferol acetate
• Evipherol
• Fertilvit
• Tocopherex
• Tocophrin
• Erevit
• Juvela
• Gevex
• Combinal E
• Endo E Dompe
• Copherol 1250
• Covitol 1100
• Covitol 1360
• Vitamin Ealpha acetate
• Simmyungsaengmosu
• Tinoderm E
• (2R,4'R,8'R)-alpha-Tocopheryl acetate
• 9E8X80D2L0
• [(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl] acetate
• [(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-yl] acetate
• 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-, acetate, (2R)-
• Tocopheryl acetate,alpha
• E-tabs
• ((2R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-yl) acetate
• ((2R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-3,4-dihydrochromen-6-yl) acetate
• RefChem:5532
• Vitamin E (alpha tocopherol acetate)
• 2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)chroman-6-yl acetate
• 58-95-7
• Vitamin E acetate
• D-alpha-tocopherol acetate
• D-ALPHA-TOCOPHERYL ACETATE
• (+)-alpha-Tocopherol acetate
• DL-alpha-Tocopheryl acetate
• Tocopheryl acetate
• alpha-Tocopheryl acetate
• Spondyvit
• Vitamin E acetate, d-
• MFCD00072052
• Ephynal
• Epsilan-M
• E-Toplex
• E-Ferol
• DL-alpha-Tocopherylacetate
• CHEBI:32321
• A7E6112E4N
• alpha-Tocopherylis acetas
• D-|A-Tocopherol acetate
• D-alpha tocoferil acetate
• MFCD00072042
• d-Vitamin E acetate
• d-Alpha Tocopheryl Acetate
• (+)-alpha-Tocopheryl acetate
• RRR-alpha-tocopheryl acetate
• (+)-alfa-tocopherol acetate
• NCGC00166253-02
• alpha-tocopheryl acetate, D-
• 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate
• alpha-Tocopherol acetate, all rac
• 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate, [2R-[2R*(4R*,8R*)]]-
• DTXSID1031096
• DTXSID3021356
• (R,R,R)-alpha-Tocopheryl acetate
• DL-alpha-Tocopherylacetate (Vitamin E acetate)
• D-.alpha.-Tocopherol acetate
• a-tocopherol acetate
• Vectan (TN)
• 6-Chromanol, 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate, (+)-
• 2H-1-Benzopyran-6-ol,3,4-dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-,acetate, (2R)-
• DL--Tocopherol acetate
• Nanotopes
• SMR000857327
• CAS-52225-20-4
• NatAc
• O-Acetyl-alpha-tocopherol
• .alpha.-Tocopheryl acetate
• Natur-E granulate
• 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-, 6-acetate, (2R)-
• D-.alpha.-Tocopheryl acetate
• Lutavit E 50
• (+)-.alpha.-Tocopherol acetate
• (+)-.alpha.-Tocopheryl acetate
• DTXCID60196594
• CCRIS 4389
• (R,R,R)-.alpha.-Tocopheryl acetate
• DL-alpha-Tocopherylacetate (Vitamin E acetate) 10 microg/mL in Acetonitrile
• (R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-yl acetate
• EINECS 200-405-4
• EINECS 231-710-0
• (+)-|A-Tocopherol acetate
• (2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-yl acetate
• Vitamin E Acetate (D-form)
• Tocopheryl acetate, D-alpha-
• Alpha Tocopheryl Acetate
• UNII-9E8X80D2L0
• UNII-A7E6112E4N
• BRN 0097512
• (2R,4'R,8'R)-.alpha.-Tocopheryl acetate
• alpha-Tocopherol acetate, (2R,4'R,8'R)-
• 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-, acetate, (2R)-rel-
• Tocopherolacetate, alpha-
• 54-22-8
• Tocopherol acetate [JAN]
• CHEMBL1047
• SCHEMBL22298
• MLS001335985
• MLS001335986
• NSC-755840
• 2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-chromen-6-yl acetate #
• EC 231-710-0
• T-3376
• HMS2230C20
• [2R-[2R*(4R,8R*)]]-3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol acetate
• 5-17-04-00169 (Beilstein Handbook Reference)
• Tox21_111491
• Tox21_111564
• Tox21_113467
• Tox21_303444
• 2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-6-cromanyl acetate, (+)-
• 6-Cromanol, 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate, (+)-
• 3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-yl acetate
• AKOS025117621
• Tox21_113467_1
• 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate, (2R-(2*(4R*,8R*)))-
• 3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl acetate, (2R-(2*(4R*,8R*)))-
• D--Tocopherol acetate
• .ALPHA.-TOCOPHEROL ACETATE, D-
• CAS-58-95-7
• NCGC00095255-08
• NCGC00166253-01
• NCGC00257504-01
• AS-13784
• DL-?-Tocopherol Acetate
• D-alfa-Tocopherol Acetate
• DL-alpha-Tocopherol acetate, >=96% (HPLC)
• DL-alpha-Tocopherol acetate, 50% powder form
• (+)-a-Tocopherol acetate
• 6-Chromanol, 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate
• D01735
• DL-alpha-Tocopherol acetate, analytical standard
• DL-alpha-Tocopherol acetate, EP/USP/FCC grade
• 3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-b- enzopyran-6-ol, acetate
• Tocopherol acetate (JP18)
• Tocopheryl Acetate, d-Alpha
• Vitamin E acetate (unlabeled)
• DL-a-Tocopherol acetate - oil
• DTXCID601356
• ECA8C22F-B5D3-4B88-A9B7-AF6C600001BB
• orb1310044
• SCHEMBL29352704
• (+)- alpha -Tocopherol acetate
• DL-alpha-Tocopherol acetate, tested according to Ph.Eur.
• MSK1510
• DL-a-Tocopherol acetate - powder
• HY-B1278
• TOCOPHERYL ACETATE [WHO-DD]
• ALPHA-TOCOPHEROL ACETATE, D-
• ALPHA-TOCOPHEROL ACETATE. D-
• s3681
• Alpha Tocopheryl Acetate, United States Pharmacopeia (USP) Reference Standard
• alpha-Tocopherol acetate, European Pharmacopoeia (EP) Reference Standard
• DL-alpha-Tocopherol acetate, certified reference material, TraceCERT(R)
• CCG-269474
• DB14002
• FT31815
• FT33100
• NSC 755840
• (+)-alpha-Tocopherol acetate, BioReagent, suitable for insect cell culture, ~1360 IU/g
• .ALPHA.-TOCOPHEROL ACETATE. D-
• Tocopheryl Acetate, a, Pharmaceutical Secondary Standard; Certified Reference Material
• .ALPHA.-TOCOPHEROL ACETATE [MI]
• TOCOPHERYL ACETATE, .ALPHA., D-
• (2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-yl acetate
• 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, 6-acetate
• all-rac-2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-6-yl acetate
• All-rac-alpha-tocopheryl acetate for peak identification, European Pharmacopoeia (EP) Reference Standard
• FT146270
• J24.807J
• SY019789
• D-ALPHA TOCOFERIL ACETATE [MART.]
• RRR-ALPHA-TOCOPHERYL ACETATE [FCC]
• TOCOPHERYL ACETATE,D-ALPHA [VANDF]
• CS-0013056
• NS00002261
• T2322
• A11606
• D70796
• EN300-7398027
• Q364160
• Z2681891483
• Vitamin E acetate (dimethyl-13C2, acetyl-13C2, 99%; dimethyl-D6, 98%)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7985	79.85%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.9465	94.65%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7013	70.13%
P-glycoprotein inhibitior	-	0.5061	50.61%
P-glycoprotein substrate	-	0.6582	65.82%
CYP3A4 substrate	+	0.6322	63.22%
CYP2C9 substrate	-	0.7816	78.16%
CYP2D6 substrate	-	0.7502	75.02%
CYP3A4 inhibition	-	0.8527	85.27%
CYP2C9 inhibition	-	0.6844	68.44%
CYP2C19 inhibition	-	0.5752	57.52%
CYP2D6 inhibition	-	0.9106	91.06%
CYP1A2 inhibition	-	0.7411	74.11%
CYP2C8 inhibition	-	0.7099	70.99%
CYP inhibitory promiscuity	-	0.8053	80.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7227	72.27%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.8115	81.15%
Skin irritation	-	0.7623	76.23%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6513	65.13%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5900	59.00%
skin sensitisation	-	0.8160	81.60%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7877	78.77%
Acute Oral Toxicity (c)	IV	0.6347	63.47%
Estrogen receptor binding	+	0.7887	78.87%
Androgen receptor binding	+	0.7796	77.96%
Thyroid receptor binding	-	0.5154	51.54%
Glucocorticoid receptor binding	+	0.6235	62.35%
Aromatase binding	+	0.6318	63.18%
PPAR gamma	-	0.5796	57.96%
Honey bee toxicity	-	0.8612	86.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.9942	99.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.90%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.22%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.30%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.86%	98.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	90.33%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.14%	93.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.76%	89.05%
CHEMBL3902	P09211	Glutathione S-transferase Pi	87.23%	93.81%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.76%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.33%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	81.83%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.47%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.07%	99.17%

Plants that contains it

• Myriactis humilis
• Senegalia catechu

Cross-Links

• PubChem: 86472
• NPASS: NPC238075
• LOTUS: LTS0009456
• wikiData: Q364160