ASTAXANTHIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C40H52O4
Molecular Weight	596.8385
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	9
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(\C=C\C=C(C)\C=C\C1=C(C)C(=O)[C@@H](O)CC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C(=O)[C@@H](O)CC2(C)C

InChI

InChIKey=MQZIGYBFDRPAKN-UWFIBFSHSA-N

InChI=1S/C40H52O4/c1-27(17-13-19-29(3)21-23-33-31(5)37(43)35(41)25-39(33,7)8)15-11-12-16-28(2)18-14-20-30(4)22-24-34-32(6)38(44)36(42)26-40(34,9)10/h11-24,35-36,41-42H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+/t35-,36-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C40H52O4
Molecular Weight	596.8385
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	9
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27034843 | https://www.ncbi.nlm.nih.gov/pubmed/29028078 | https://www.ncbi.nlm.nih.gov/pubmed/26378548

Astaxanthin (ATX), a red-orange carotenoid that originates the pink or red color of salmon, trout, lobster, shrimp, and other sea organisms, exhibits antioxidant, anti-inflammatory, and antiapoptotic effects. Recently, ATX was shown to protect neurons in experimental models of acute injuries, chronic neurodegenerative disorders, and neurological diseases and was proposed as a beneficial strategy to treat neurological diseases. In addition, ATX chelates several metal ions, preventing metal ion-induced oxidative stress, it has anti-inflammatory properties and it acts as a damper of singlet oxygen levels. Being a part of naturally derived supplements Oncotris™ in genitourinary cancer patients was revealed, that astaxanthin could support the body to overcome the treatment-related toxicities - and the relative oxidative stress in cancer patients.

CNS Activity

Originator

Approval Year

Conditions

Condition	Modality	Highest Phase	Product
Genitourinary cancer 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29028078	Palliative	Basic research	Unknown Approved Use Unknown
Neurological disorders 10 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26378548	Preventing	Basic research	Unknown Approved Use Unknown
Aging 4 Sources: https://clinicaltrials.gov/ct2/show/NCT02373111	Preventing	Not Provided 504	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
A natural pharma standard supplement formulation to control treatment-related toxicity and oxidative stress in genitourinary cancer: a preliminary study.	2017 Sep	29028078
Valorization of raw materials from agricultural industry for astaxanthin and β-carotene production by Xanthophyllomyces dendrorhous.	2018 Jul	29017370

Patents

Sample Use Guides

In Vivo Use Guide

astaxanthin (Oncotris™) used as supplementary management in genitourinary cancer patients who had undergone oncological therapy

Route of Administration: Oral

In Vitro Use Guide

There were investigated whether the antioxidant agent astaxanthin (ATX) protects neurons from AβOs-induced excessive mitochondrial ROS generation, NFATc4 activation, and RyR2 mRNA downregulation. Primary hippocampal cultures were incubated with 0.1 μM ATX for 1.5 h prior to AβOs addition (500 nM). It was found that incubation with ATX (≤10 μM) for ≤24 h was nontoxic to neurons, evaluated by the live/dead assay. Preincubation with 0.1 μM ATX also prevented the neuronal mitochondrial H2O2 generation induced within minutes of AβOs addition. Longer exposures to AβOs (6 h) promoted NFATc4-eGFP nuclear translocation and decreased RyR2 mRNA levels, evaluated by detection of the eGFP-tagged fluorescent plasmid and qPCR, respectively. Preincubation with 0.1 μM ATX prevented both effects. These results indicate that ATX protects neurons from the noxious effects of AβOs on mitochondrial ROS production, NFATc4 activation, and RyR2 gene expression downregulation.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:37:01 GMT 2023` Edited by `admin` on `Fri Dec 15 17:37:01 GMT 2023`
Record UNII	8XPW32PR7I
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ASTAXANTHIN

Official Name

English

ASTAXANTHIN [HSDB]

Common Name

English

ASTAXANTHIN [INCI]

Common Name

English

BIOASTIN

Brand Name

English

.BETA.,.BETA.-CAROTENE-4,4'-DIONE, 3,3'-DIHYDROXY-, (3S,3'S)-

Common Name

English

3,3'-DIHYDROXY-4,4'-DIKETO-.BETA.-CAROTENE

Common Name

English

Astaxanthin [WHO-DD]

Common Name

English

ASTAXANTHIN (CONSTITUENT OF ASTAXANTHIN ESTERS) [DSC]

Common Name

English

ASTAXANTHIN [MART.]

Common Name

English

ALL-TRANS-ASTAXANTHIN

Common Name

English

ASTAREAL

Brand Name

English

(3S,3'S)-3,3'-DIHYDROXY-.BETA.,.BETA.-CAROTENE-4,4'-DIONE

Common Name

English

ASTAXANTHIN [VANDF]

Common Name

English

ASTAXANTHIN [USP-RS]

Common Name

English

ASTAXANTHIN [MI]

Common Name

English

OVOESTER

Common Name

English

NSC-635689

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C68309