Zeaxanthin

HCID 5280899CAS 144-68-3
Substructure searchFind similar structures

Basic information

Standard SMILES
CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C[C@@H](O)CC2(C)C)C(C)(C)C[C@H](O)C1
InChIKey
JKQXZKUSFCKOGQ-QAYBQHTQSA-N
Molecular formula
C40H56O2
Average molar mass
568.9 g/mol
Monoisotopic mass
568.42803103

Overview

Zeaxanthin is a carotenol. It has a role as an antioxidant, a cofactor and a bacterial metabolite. It derives from a hydride of a beta-carotene.

Names & identifiers

Preferred name
Zeaxanthin
IUPAC
(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-ol
English name
Zeaxanthin
Molecular formula
C40H56O2
Molecular weight
568.87

Names & synonyms

Zeaxanthin144-68-3Anchovyxanthinall-trans-ZeaxanthinZeaxantholXanthophyll 3LuteinoftaOptisharpZeagold(3R,3'R)-beta,beta-Carotene-3,3'-diol3R,3'R-Zeaxanthinbeta-carotene-3,3'-diol
Show more names
ZEAXANTHINE.beta.,.beta.-Carotene-3,3-diol, (3R,3R)-MAIZE YELLOWZEAXANTHIN(P)
3R,3'R ZeaxanthinDTXSID5046807CV0IB81ORO(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-olINS NO.161H(I)INS-161H(I)E 161HE-161H(I)

Database identifiers

CAS
144-68-3
PubChem CID
5280899
DTXSID
DTXSID5046807
ChEMBL
CHEMBL2359248
ChEBI
CHEBI:27547
UNII
CV0IB81ORO
EC Number
205-636-4
Nikkaji
J5.830K

Properties

Computed structural properties

XLogP
10.9
Topological polar surface area
40.5 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
10
Heavy atoms
42

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C40 isoprenoids (tetraterpenes) [PR0107]
Melting Point215.5 °C
Physical DescriptionSolid

Physicochemical properties

Melting point
203 · 203-2050C
Boiling point
572.66 °C · 572.66°C (rough estimate)
Density
0.9944 · 0.9944 (rough estimate)
refractive index
1.525 · 1.5250 (estimate)
storage temp.
-20 °C · Inert atmosphere,Store in freezer, under -20°C
solubility
Chloroform (Slightly), Methanol (Slightly)

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 95% (113 of 119) of all reports.

Not Classified

Aggregated GHS information provided per 119 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 2 items

Regulation (EC) No 178/2002 (amended)

.beta.,.beta.-Carotene-3,3'-diol, (3R,3'R)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and CategoriesNot Classified

Safety data

F
3-8-10
PPE
Eyeshields, Gloves, type N95 (US)
wgk
-
hs_code
29062990
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Pharmacology

Tissue LocationsAdipose Tissue
Cellular LocationsExtracellular

Applications

UsesIt is one of the two carotenoids contained within the retina.

Suppliers50 total

北京华美互利生物化工010-56205725 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
成都埃法生物科技有限公司028-028-85142057 19983342022 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]

Additional notes

DefinitionChEBI: Zeaxanthin is a carotenol. It has a role as a bacterial metabolite, a cofactor and an antioxidant. It derives from a hydride of a beta-carotene.

Related reactions

7 records
New reaction record

Linked notes

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