CHROMANOL

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H20O2
Molecular Weight	220.3074
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=C(O)C(C)=C2CCC(C)(C)OC2=C1C

InChI

InChIKey=SEBPXHSZHLFWRL-UHFFFAOYSA-N

InChI=1S/C14H20O2/c1-8-9(2)13-11(10(3)12(8)15)6-7-14(4,5)16-13/h15H,6-7H2,1-5H3

HIDE SMILES / InChI

Molecular Formula	C14H20O2
Molecular Weight	220.3074
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12595076 | https://www.ncbi.nlm.nih.gov/pubmed/3768505 | https://www.ncbi.nlm.nih.gov/pubmed/1639798 | https://www.ncbi.nlm.nih.gov/pubmed/7537570

Chromanol is chromane derivative and o-tocopherol analog that has been used in trials studying the treatment of Prostate Cancer. Chromanol is potent water-soluble antioxidant and free radical scavenger. Chromanol inhibited overall oxidation of cis-Parinaric acid in phospholipids and protect cells to peroxyl radicals mediated NFkB activation and subsequent apoptosis. Chromanol inhibited the LPS-stimulated induction of NO production in a concentration-dependent fashion in cultured J774 macrophages and rat vascular smooth muscle cells without evidence of cytotoxicity.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Androgen Receptor 167 Target ID: CHEMBL1871 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26924129 \| https://www.cancer.gov/publications/dictionaries/cancer-drug/def/androgen-antagonist-apc-100	Antagonist 2778

PubMed

Title	Date	PubMed
Direct evidence for recycling of myeloperoxidase-catalyzed phenoxyl radicals of a vitamin E homologue, 2,2,5,7,8-pentamethyl-6-hydroxy chromane, by ascorbate/dihydrolipoate in living HL-60 cells.	2003 Mar 17	12595076

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:56:17 GMT 2023` Edited by `admin` on `Fri Dec 15 17:56:17 GMT 2023`
Record UNII	7G73627R36
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CHROMANOL

Systematic Name

English

2,2,5,7,8-PENTAMETHYL-6-HYDROXYCHROMAN

Systematic Name

English

CHROMANE C1

Common Name

English

APC-100

Code

English

NSC-226236

Code

English

2,2,5,7,9-PENTAMETHYL-6-CHROMANOL

Common Name

English

2H-1-BENZOPYRAN-6-OL, 3,4-DIHYDRO-2,2,5,7,8-PENTAMETHYL-

Systematic Name

English

2,2,5,7,8-PENTAMETHYL-6-HYDROXY CHROMAN

Systematic Name

English

PENTAMETHYL-6-HYDROXYCHROMAN, 2,2,2,5,7,8-

Common Name

English

Classification Tree Code System Code

Food Contact Sustance Notif, (FCN No.)

FCN NO. 346