VIV

(2R)-2,5,7,8-TETRAMETHYL-2-[(4R,8R)-4,8,12-TRIMETHYLTRIDECYL]CHROMAN-6-OL

Created:	2003-11-04
Last modified:	2011-06-04

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9 entries where VIV is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	81
Chiral Atom Count	3
Bond Count	82
Aromatic Bond Count	6

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Chemical Component Summary
Name	(2R)-2,5,7,8-TETRAMETHYL-2-[(4R,8R)-4,8,12-TRIMETHYLTRIDECYL]CHROMAN-6-OL
Systematic Name (OpenEye OEToolkits)	(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-ol
Formula	C₂₉ H₅₀ O₂
Molecular Weight	430.706
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	Oc2c(c(c1OC(CCc1c2C)(C)CCCC(C)CCCC(C)CCCC(C)C)C)C
SMILES	CACTVS	3.341	CC(C)CCC[CH](C)CCC[CH](C)CCC[C]1(C)CCc2c(C)c(O)c(C)c(C)c2O1
SMILES	OpenEye OEToolkits	1.5.0	Cc1c(c2c(c(c1O)C)CCC(O2)(C)CCCC(C)CCCC(C)CCCC(C)C)C
Canonical SMILES	CACTVS	3.341	CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCc2c(C)c(O)c(C)c(C)c2O1
Canonical SMILES	OpenEye OEToolkits	1.5.0	Cc1c(c2c(c(c1O)C)CC[C@@](O2)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C
InChI	InChI	1.03	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	InChI	1.03	GVJHHUAWPYXKBD-IEOSBIPESA-N

Drug Info: DrugBank

DrugBank ID	DB00163
Name	Vitamin E
Groups	approved vet_approved nutraceutical
Description	In 1922, vitamin E was demonstrated to be an essential nutrient[A32448]. Vitamin E is a term used to describe 8 different fat soluble tocopherols and tocotrienols, alpha-tocopherol being the most biologically active[A176104]. Vitamin E acts as an antioxidant, protecting cell membranes from oxidative damage[A176104]. The antioxidant effects are currently being researched for use in the treatment of diseases causing bone loss, cardiovascular diseases, diabetes mellitus and associated comorbidities, eye diseases, inflammatory diseases (including skin conditions), lipid disorders, neurological diseases, and radiation damage[A176369]. Though this research is so far inconclusive, vitamin E remains a popular supplement and is generally considered safe by the FDA[FDA Label].
Synonyms	5,7,8-trimethyltocol (+)-α-tocopherol d-α-tocopherol Vitamin E alpha-tocopherol (R,R,R)-α-tocopherol (2R,4'R,8'R)-α-tocopherol
Brand Names	Vitamin E 30unit Ont Natural Vitamine E 400 U.I. Liqui-E 27 Units/ml CitraNatal Medley C-Nate DHA Efamol Cap Extra-Virt Plus DHA Coenzyme Q10 + Virt-PN Plus Mega Vitaminerals Multivitamin and Mineral Vitamin E 200iu Chewable Viprot Vitamin E Capsules USP 400 I.U. Vitamin E Cap 400unit Natural Source CitraNatal Essence Chewable Multiple Vitamins Plus Extra C Mega Plex IV - Pck Diacomp - Cap Vitamin E 400 I.U. Cap PreGen DHA Sopalamine 3b Plus E 100 Cap Natural 100unit Vitamine E 800 I.U. Tianshi Calcium With Natural Source Vitamin E Softgel Capsules Leritone Antistress Vita-E Vitamines Et Mineraux Vitamine E Cap 400unit MultiVitamin, Iron and Fluoride Drops Vp-pnv-dha Avon Nutrivance Vitamin E Plus Vitamine E Caps 800unit USP Virt-PN DHA Formula F L W NovaMV Multivitamin Natural Source Vitamin E 1000 Iu Vitamin E 400 Iu Multi Spectrum - Tablet Evening Primrose Oil With Vitamin E Webber Vitamin E Cap 400unit Original Acne C-Patch Virt-Select PRENATAL/POSTNATAL Leritone Magnesium & Vitamine E Cell-wise Natural Source Vitamine E 200 Cap Hoa 1 Niron Komplete Childrens Chewable Tab Prenatal Vi-min Poly-Vi-Sol Super Charged Energy Women's Change Formula Complete One A Day Tab Organex E 100 50 Plus Triveen-PRx RNF Geri-plus Cap Vitamin E 100 Iu Natural Source Women's Biomultiple Vitamin and Mineral Supplement H.W. Children's Chewable Multi Vit & Mineral Multi-Vit-Flor Sveets Vol-Plus Multitabs RE Nata OB Senior Multi One Vitamin E 400 I.U. (natural Source) Vitaminol Vitafol-OB Plus DHA Prenatal Supplement Plus DHA Zatean-Pn Plus Formula F.E.S. Vitamins Tab Doctor's Choice Brand for Men Vitamine E 400iu Cap Z-force Vitamin and Mineral Supplement PreNexa premier Multiple Vit Plus Iron Tab Poly-Vi-Flor Vitamin E Acetate Cap 800t Pre-Tabs DHA Prenatal Multi-vitamin/Mineral Supplement with DHA/EPA WesCap-PN DHA Selenium '100' Plus C&e Tendera-OB Vitamune Twin G.F. Powder Vanilla Flavor Vitamin E 200 I.U. (natural Source) E-prime Vitamin E Supplement Extra 11 Mlc Webber Vitamin E Cap 400unit Natural Source Super Ao Formula Omega-3 Rx Complete Webber Vitamin E Cap 800unit Original Prenate Essential RE Nata Sopalamine/3b Plus C Selenion Multi Flow Tablets Vitamin E 400 Iu Capsules Hyper E Tab Maintain Multiple Vitamin & Minerals Nutria Evening Primrose Oil Cap Daily Energy Brand Vitamin & Mineral Drink Mix Multivitamin with Fluoride Multivitamin with 0.25 mg Fluoride Thera Q Plus Multi II IV Vi Tab Selenium 200mcg Plus C & E Tab Swiss One Pro-gla Caps OB Complete Gold Earthpals Children's Chewables Multi-vitamin & Mineral Tablets Vitamin E 400iu Vitamin E Cap 800unit USP Vit E 400unit W Selenium 50mcg Vitamin E 25 Iu Thuna's Vitamin E Capsules 400iu RE Prenatal Multivitamin with Iron Multi-force for Women Tab Vitamin E Cap 200unit antistressSAN Multinate DHA Extra Enrich Core Pack - Children Vitamin and Mineral Supplement Selenium + E E 100 Iu Aces Formula/formule A A S Kanga-V Multivitamins & Minerals Vitamine E Creme 250unit/ml Vitamines Et Mineraux Enfants 970 Ch-P Cap A.C.E.S. Capsules Premium Prenatal VitaPhil Aide Mangadyn E Vitamin 1000 I.U. (natural Source) Gamma Oil Selenium Plus C & E Vitamin E Cap 100unit Vitamin E 800 I.U. Vitamine E 800 Ui Naturelle -cap Vitafol Fe Plus Co-q10 M.R.B. 60mg Nutrol E 200 Cap Revitalize Multi-vitamin and Mineral Complex Maltlevol Liq Liquid Vitamin E Extra Once A Day Se-Plete DHA Tricare Prenatal DHA One With Folate Mycelized Childrens Multi-vitamin Liq Bio-efa Borage Gla 90 Cap Swiss One Timed Release Tab Vitalife - Capsule VirtPrex Homosistrox Capsules One A Day Advance Adults 50+ Longevit-E - Capsule NovaFerrum Multivitamin with Iron Pediatric Drops Multivitamins and Minerals for Women PM Caps Vitamine E Cap 100unit TL-Select TL-Select DHA Vita-vim With Beta-carotene - Tab Rocky Mountain Multiple Vit and Min Mega Tab C.V. Formula Vitamine E Cap 100iu E-400 Cap 400unit Vitamin E Cap 1000unit USP Natural Source Evening Primrose Oil + Vit E Cap Organex E 400 Vitamin E 1000iu Maltlevol 12 Liq Multiple Vitamins Plus Iron Tab Vl Micel E Liq 100unit/ml L-Methyl PNV DHA Folet One Vitamine E 100cap Animal Shapes Vitamin E Ointment 50unit/gm Maxine Vitamin and Mineral Supplement E 100 Iu Capsules Synergistic Selenium Bear Essentials Vitamin E 1000 Iu - Water Soluble Onccor Dr. Waltons Baby Powder For-2 Liqui Infant Vitamins VITAFOL Gummies Folivane-PRx DHA PNV-Omega TriStart FREE Multivitamin with 1.0 mg Fluoride Rulavite DHA Vitamin E 1000 I.U. (natural Source) PreQue 10 PreNexa Healing Ointment With Vitamin E Multivitamins and Minerals With Betacarotene Tablets PreFol-DHA Vitamine E25vi Capsule Natelle One Childrens Chew Multi Vitamin Tab Formula Hh Prenatal natelle COMPLETE Multi Vitamin, Iron and Fluoride Multi Plex I - Tab Beta-carotene 10,000 Iu With Vitamins C & E Great Day/am Formula Tab Super Gardialine Cap 100iu Collag-EN Dr. Chen's Men's Formula FolaGent DHA Vitamin E Ont 30unit/gm Totalvit Plus Vitamine E Cap 200unit Udamin Sp Inner Health Vitamin Supplement Capsules WesNate DHA Multivit with Fluoride Multi 12 Injection Twin G.F. Powder Vision E - 134iu/cap Natural Source Vitamin E Poly-VI-flor Phytomin E Cap 200unit Original Bioscal Forte Multi-vitamin Supplement Capsules TL-Care DHA Vitamine E Capsules 25ui Femitab Tab Stress Tab With Iron and Vitamin E Vitamine E 100 I.U. Beta A With Vitamins C and E Plus Selenium Mega Plex III - Pck E 400iu W Selenium 100mcg Adeks - Dps Formula Cw Liqui Vita Acti-D Alphacopherol Cap 400unit Hypo Vites Tab Natural Source Vitamin E 800 Iu Vege 1 Daily Tab Virt-Pn DHA Organex E 800 Mycellized Vit E Liq 150unit/ml Vege Swiss One Multivitamin W Chel Mins Tab Formula Cw-caplet Gnc Natural Source Ultra E 1000 - Cap Mr. Tumee Multi-vitamin Usana Megavitamin Tablets - Tab Vitamin E Cap USP 400unit Floriva Plus Vitamin E Ont 1000unit Vista Advanced AREDS2 Formula CitraNatal Assure Maxum Multi-vite Multi-Nate 30 Vitamin E 400 + Selenium Cap Vitamin E Cap 800unit Keylosa Strovite Forte Caplet Multinate DHA Multivitamins and Minerals for Young Men Card-floe II Tab Vitaplex Complete One-A-day - Tab Multi-force for Adults Tab Multi 1000 Spark Cap Olympian Vit E Cap 400unit Real Vitamin Supplement Cap Renate Vitamin E Ont Vitamin E U.S.P. 200 I.U. - Cap Men's Biomultiple Vitamin and Mineral Supplement Tma Tab Vitafol One Bio-efa Borage Gla 240 Cap Vyqua One Tablet Daily Mens Formula OB Complete 400 O-Cal FA multivitamin Cavan-EC SOD DHA Poly-Vi-Flor Gummies Vitamin D3 Dietary Supplement Vitamin E 400 Iu USP E-gems-M Fem Time Tab Vitamin E Capsules 200unit Aces Tab Multiple Vitamins Tab Vital Be-100 CitraNatal Harmony 3.0 Vita-vim - Tab Kindervites Rogenic Vitamin E Cap 400unit USP Nat Source Multi Enfants Tab Prenatal Mega Antioxidant Kimchi Vitamin chewable multivitamin Twin Opti Pwr Vitamin E Cream W Vitamins A and D Gnc Natural Source Ultra E 400 - Cap Bye Bye Burn Lot TriStart ONE Cps Capsules Stress Tab With Zinc, Copper and Vitamin E Vitamin E Capsules 800iu E 200 Cap Natural 200unit Beta-CE Cap FolaMed DHA NESTABS DHA Prenatal Multi-vitamin/Mineral Supplement with DHA/EPA Black Currant Seed Oil Cap Pro E Cap 200unit Vitamin E Cap 1000iu Avengers Vitamin and Mineral Supplement Multipack II Vitamin E 400 Iu and Selenium 100mcg Emuol V Swiss One Multi Vit & Chel Min Tab Vitamin E Cap 200unit USP Natural Source Vitamin E and Coq10 Multi Tabs Silexin Advanced AM PM Nitro Vites - Tab Iron Complex One A Day Multiple Vit W Minerals Super Kids Chewable Multivitamin Multimineral (chewable Tablets) Multi Vitamin and Fluoride Liquical Adrien Gagnon Formule A-C-E + Selenium Multivitamins and Minerals for Men Children's Chewable Vit and Min Tab Sincera - Tablets Vitamin E 200 Iu Capsules Co-q10 M.R.B. 100mg and Vitamin E Relnate DHA Natural Source Vitamin E 400 Iu Vitamin E Cap USP Nat Ratio 200unit Vitamin E 200iu Thuna's Beta-carotene,vitamin C,e and Selenium Combo Swical-energy 3e Age Vitafol Plus Swiss One Multivitamin and Mineral Caplet Acti-copherols 200 Cap Classic Swiss One 10 Multivitamin and Mineral Tab Acti-D Alphacopherol Cap 800unit Vitamin E With Selenium and Zinc Vitamin E Cap USP 200iu Am Caps Protect Plus SO 60 Aces Caplet Q-10 Extra -cap Vitamin E Cap 800 Unit Natural Daily Supplement Packs Vitamin E 200 I.U. Cap Coq10 With E400 Iu Vitamin E Cap 800iunf Natural Vitaphil DHA Childrens Multiple Vit and Min Chew Tab Now E-400 Multi Vitamines - Liq Virt-Nate DHA Manganese 50mg Plus B1 & E Tab Vitamine E 200 U.I. Cavan Prenatal Vitamin E Capsules U.S.P. 400 I.U. Feminex 300 Tab Tozal Zatean-Pn DHA Cedevita Sugar-free Vitamin Supplement Multi #2 Nutra Boost Vitamin E Cap 200unit Natural Source Vitamin E 400unit Cap MVC-Fluoride Vitamin E Cap 400unit Tricare Prenatal DHA One Nutrol E-400 Plus Zinc Et Selenium Cap Huile D'onagre Vitamin E Natural Source Vitamine E Capsules Vie-CA-rad Capsules Virt-Pn Multicaps Luna Vitamin and Mineral Bar for Women Vitamin E Cap USP 100iu RE FAC-x Vitamin E Caps USP 200unit Vitamin E Cap 200iu Prenaissance Food Nutrition Inc. Men's Vitamin and Mineral Supplement Vita Balance 2000 MultiVitamin with Fluoride Drops Reliv So Sense Daily Vitamin Supplement Evening Primrose Oil Cap 500mg W Vit E Multi Plex II - Tab Vitafol OB Caplet VITAMIN D3 1.25 MG 50000 IU Dietary Supplement Vitamine E 100ui Capsule Vitamin E Pure 800 I.U. Prost-10 Vitamin and Mineral Supplement Hi Potency Multi Tab NovaDHA Baby DHA Vitamin E Cap 1000unit Vitaphil 90 DHA Re Ob 90 DHA Fem - Protect Natural Source Spectrum With Beta Carotene TL-Fluorivite Cell-wise E 200 Cap 200unit Multi-kid Nexa Plus Supplements De Vitamines Et Mineraux Vitamin E Cap 400iu Children's Chewable Multivitamin and Multimineral Vitamin E Cap 50unit Phytomin E Cap 800unit Vitamin E Ultimate Tab P-plus Vitamin E Cap 200iu Nf Natural Source Vitafol Caplet Vitamine E Cap USP 800unit Super Vita-vim With Beta-carotene - Tab Vimeral Tab Prenatal Vitamin No 53 Iron Fum Folic Acid Docusate CA DHA 24 Multivitamins + Minerals Vasula Tab VemaVite-PRx 2 with Fish-Based DHA Cellular Formula Formula-4 Sx OB Complete DHA M.V.I. Paediatric Vitamin E Plus Cap 200units Nutra-clear Calcium PNV Nexa Select Rx Prenatal Vitamin with Plant-Based DHA Multiple Vitamins and Minerals Capsules Taron-prex Prenatal Multivitamins and Minerals for Young Women Vitamin E 400 Iu - Capsule Multi-vitamines Enfants Comprime Cedevita Plus Vitamin Supplement Reaphirm Plant Source DHA Renate DHA Vitamin E Cap USP 1000unit Tricare Prenatal DHA One Rx Multivitamin Adeks Tablets Vitamines Et Mineraux Comprimes Multivitamins W Minerals Extra Strength E 400 Iu Nata Komplete Vitamin and Mineral Supp Formula 1 Floriva Nexa Select Vitamin E Cap 100unit USP Natural Source Prenate Elite Multi-Vitamin
Indication	Vitamin E supplementation is indicated for treatment of vitamin E deficiency which can occur in cystic fibrosis, cholestasis and severe liver disease, abetalipoproteinemia or simply poor diet[A176104,L3063].
Categories	Antioxidants Basic Ointments and Protectants Benzopyrans Biological Factors Compounds used in a research, industrial, or household setting Cytochrome P-450 CYP3A Inducers Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inducers Cytochrome P-450 CYP3A4 Inducers (strength unknown) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 Enzyme Inducers Cytochrome P-450 Substrates Diet, Food, and Nutrition Dietary Supplements Food Growth Substances Heterocyclic Compounds, Fused-Ring Micronutrients Physiological Phenomena Protective Agents Pyrans Supplements Vitamin E Vitamin E, analogs & derivatives Vitamins Vitamins (Fat Soluble)
CAS number	59-02-9

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
SEC14-like protein 4	MSSRVGDLSPQQQEALARFRENLQDLLPILPNADDYFLLRWLRARNFDLQ...	unknown
SEC14-like protein 3	MSGRVGDLSPKQAETLAKFRENVQDVLPALPNPDDYFLLRWLRARNFDLQ...	unknown
SEC14-like protein 2	MSGRVGDLSPRQKEALAKFRENVQDVLPALPNPDDYFLLRWLRARSFDLQ...	unknown
Nuclear receptor subfamily 1 group I member 2	MEVRPKESWNHADFVHCEDTESVPGKPSVNADEEVGGPQICRVCGDKATG...	unknown
Protein kinase C beta type	MADPAAGPPPSEGEESTVRFARKGALRQKNVHEVKNHKFTARFFKQPTFC...	unknown
Arachidonate 5-lipoxygenase	MPSYTVTVATGSQWFAGTDDYIYLSLVGSAGCSEKHLLDKPFYNDFERGA...	unknown
Protein kinase C alpha type	MADVFPGNDSTASQDVANRFARKGALRQKNVHEVKDHKFIARFFKQPTFC...	unknown
Diacylglycerol kinase alpha	MAKERGLISPSDFAQLQKYMEYSTKKVSDVLKLFEDGEMAKYVQGDAIGY...	unknown
Serine/threonine-protein phosphatase 2A catalytic subunit beta isoform	MDDKAFTKELDQWVEQLNECKQLNENQVRTLCEKAKEILTKESNVQEVRC...	unknown
Serine/threonine-protein phosphatase 2A catalytic subunit alpha isoform	MDEKVFTKELDQWIEQLNECKQLSESQVKSLCEKAKEILTKESNVQEVRC...	unknown
Glutathione S-transferase P	MPPYTVVYFPVRGRCAALRMLLADQGQSWKEEVVTVETWQEGSLKASCLY...	unknown	inhibitor
Glutathione S-transferase omega-1	MSGESARSLGKGSAPPGPVPEGSIRIYSMRFCPFAERTRLVLKAKGIRHE...	unknown	inhibitor
Glutathione S-transferase Mu 3	MSCESSMVLGYWDIRGLAHAIRLLLEFTDTSYEEKRYTCGEAPDYDRSQW...	unknown	inducer
Glutamate--cysteine ligase catalytic subunit	MGLLSQGSPLSWEETKRHADHVRRHGILQFLHIYHAVKDRHKDVLKWGDE...	unknown	inducer
NAD(P)H dehydrogenase [quinone] 1	MVGRRALIVLAHSERTSFNYAMKEAAAAALKKKGWEVVESDLYAMNFNPI...	unknown	inducer
Heme oxygenase 1	MERPQPDSMPQDLSEALKEATKEVHTQAENAEFMRNFQKGQVTRDGFKLV...	unknown	inducer
Superoxide dismutase [Cu-Zn]	MATKAVCVLKGDGPVQGIINFEQKESNGPVKVWGSIKGLTEGLHGFHVHE...	unknown	inducer
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	substrate,inducer
Glutathione S-transferase A2	MAEKPKLHYSNIRGRMESIRWLLAAAGVEFEEKFIKSAEDLDKLRNDGYL...	unknown	inducer
SEC14-like protein 2	MSGRVGDLSPRQKEALAKFRENVQDVLPALPNPDDYFLLRWLRARSFDLQ...	unknown	binder
SEC14-like protein 3	MSGRVGDLSPKQAETLAKFRENVQDVLPALPNPDDYFLLRWLRARNFDLQ...	unknown	binder
Phospholipid transfer protein	MALFGALFLALLAGAHAEFPGCKIRVTSKALELVKQEGLRFLEQELETIT...	unknown	binder
Alpha-tocopherol transfer protein	MAEARSQPSAGPQLNALPDHSPLLQPGLAALRRRAREAGVPLAPLPLTDS...	unknown	binder
Scavenger receptor class B member 1	MGCSAKARWAAGALGVAGLLCAVLGAVMIVMVPSLIKQQVLKNVRIDPSS...	unknown	substrate
ATP-binding cassette sub-family A member 1	MACWPQLRLLLWKNLTFRRRQTCQLLLEVAWPLFIFLILISVRLSYPPYE...	unknown	substrate
Niemann-Pick C1-like protein 1	MAEAGLRGWLLWALLLRLAQSEPYTTIHQPGYCAFYDECGKNPELSGSLM...	unknown	substrate
ATP-binding cassette sub-family G member 1	MACLMAAFSVGTAMNASSYSAEMTEPKSVCVSVDEVVSSNMEATETDLLN...	unknown	substrate
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682