U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C29H50O3
Molecular Weight 446.7055
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TOCOQUINONE

SMILES

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@@](C)(O)CCC1=C(C)C(=O)C(C)=C(C)C1=O

InChI

InChIKey=LTVDFSLWFKLJDQ-IEOSBIPESA-N
InChI=1S/C29H50O3/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8,32)19-17-26-25(7)27(30)23(5)24(6)28(26)31/h20-22,32H,9-19H2,1-8H3/t21-,22-,29-/m1/s1

HIDE SMILES / InChI

Molecular Formula C29H50O3
Molecular Weight 446.7055
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Vitamin E quinone Alpha-tocopherylquinone is formed during free radical attack on vitamin E and has been shown to undergo reduction by NQO1 (NAD(P)H dehydrogenase [quinone] 1) to generate vitamin E hydroquinone. Since it has been recognized that alpha-tocopherylquinone in living tissue for global assessment of antioxidative defense system. The ratio of alpha-tocopherol alpha-tocopherylquinone concentrations were increased under oxidative stress with the exception of plasma. Alpha-tocopherylquinone and a low fat diet have positive effect on a patient with chronic continuous ulcerative colitis. The patient's condition improved dramatically with both colonic and extraintestinal manifestations of the disease. Withdrawal of alpha-tocopherylquinone for periods of one to two days produced recurrence of inflammation, which was again reduced upon re-introduction of alpha-tocopherylquinone.

Approval Year

PubMed

PubMed

TitleDatePubMed
New pterosin sesquiterpenes and antitubercular constituents from Pteris ensiformis.
2013 Oct

Sample Use Guides

3.0 g/day (50 mg/kg/d) or greater
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:16:38 UTC 2023
Edited
by admin
on Fri Dec 15 15:16:38 UTC 2023
Record UNII
ZO763K43XR
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TOCOQUINONE
INCI  
INCI  
Official Name English
A-0001
Code English
TOCOQUINONE [INCI]
Common Name English
Tocopherylquinone [WHO-DD]
Common Name English
A0001
Code English
TOCOPHERYLQUINONE
WHO-DD  
Common Name English
METARENE
Common Name English
EPIA-0001
Code English
ALPHA-TOCOPHERYLQUINONE S
Brand Name English
VITAMIN E QUINONE
Common Name English
D-.ALPHA.-TOCOPHEROL QUINONE
Common Name English
2,5-CYCLOHEXADIENE-1,4-DIONE, 2-((3R,7R,11R)-3-HYDROXY-3,7,11,15-TETRAMETHYLHEXADECYL)-3,5,6-TRIMETHYL-
Systematic Name English
ALPHA-TOCOPHERYLQUINONE
Common Name English
ALPHA-TOCOPHEROLQUINONE
Common Name English
.ALPHA.-TOCOPHERYLQUINONE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C942
Created by admin on Fri Dec 15 15:16:38 UTC 2023 , Edited by admin on Fri Dec 15 15:16:38 UTC 2023
Code System Code Type Description
CAS
7559-04-8
Created by admin on Fri Dec 15 15:16:38 UTC 2023 , Edited by admin on Fri Dec 15 15:16:38 UTC 2023
PRIMARY
ECHA (EC/EINECS)
231-450-8
Created by admin on Fri Dec 15 15:16:38 UTC 2023 , Edited by admin on Fri Dec 15 15:16:38 UTC 2023
PRIMARY
DAILYMED
ZO763K43XR
Created by admin on Fri Dec 15 15:16:38 UTC 2023 , Edited by admin on Fri Dec 15 15:16:38 UTC 2023
PRIMARY
SMS_ID
100000178273
Created by admin on Fri Dec 15 15:16:38 UTC 2023 , Edited by admin on Fri Dec 15 15:16:38 UTC 2023
PRIMARY
EVMPD
SUB193910
Created by admin on Fri Dec 15 15:16:38 UTC 2023 , Edited by admin on Fri Dec 15 15:16:38 UTC 2023
PRIMARY
NCI_THESAURUS
C126913
Created by admin on Fri Dec 15 15:16:38 UTC 2023 , Edited by admin on Fri Dec 15 15:16:38 UTC 2023
PRIMARY NCIT
EPA CompTox
DTXSID501009892
Created by admin on Fri Dec 15 15:16:38 UTC 2023 , Edited by admin on Fri Dec 15 15:16:38 UTC 2023
PRIMARY
DRUG BANK
DB14094
Created by admin on Fri Dec 15 15:16:38 UTC 2023 , Edited by admin on Fri Dec 15 15:16:38 UTC 2023
PRIMARY
PUBCHEM
2734086
Created by admin on Fri Dec 15 15:16:38 UTC 2023 , Edited by admin on Fri Dec 15 15:16:38 UTC 2023
PRIMARY
RXCUI
1376149
Created by admin on Fri Dec 15 15:16:38 UTC 2023 , Edited by admin on Fri Dec 15 15:16:38 UTC 2023
PRIMARY RxNorm
FDA UNII
ZO763K43XR
Created by admin on Fri Dec 15 15:16:38 UTC 2023 , Edited by admin on Fri Dec 15 15:16:38 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY