3D Mol Similar

Astaxanthin

: Iupac Name：6-hydroxy-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-(4-hydroxy-2,6,
6-trimethyl-3-oxocyclohexen-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,
9,11,13,15,17-nonaenyl]-2,4,4-trimethylcyclohex-2-en-1-one; CAS No.: 472-61-7; Molecular Weight：596.83848; Modify Date.: 2022-11-29 12:15; Introduction: Natural astaxanthin also known as astacin, is a kind of precious health ingredients, is used for development to enhance immunity, anti-oxidation, anti-inflammatory, eyes and brain health, regulating blood lipids and other natural and healthy products. At present, the main used as a raw material for human health food and medicine; aquaculture (currently the main salmon, trout and salmon), poultry feed additive and additives of cosmetics. It can significantly improve the body's immunity, because of its non-specific combination with skeletal muscle, can effectively remove the free radicals which are generated by the movement of the muscle cells, strengthen aerobic metabolism, so it has a significant anti fatigue effect. View more+

Request For Quotation

1. Names and Identifiers

: 1.1 Name; Astaxanthin; 1.2 Synonyms; (3S,3’S)-3,3’-Dihydroxy-.beta.,.beta.-carotene-4,4’-dione (3S,3'S)-3,3'-Dihydroxy-Β,Β-carotene-4,4'-dione (3S,3'S)-all-trans-Astaxanthin (3S,3'S)-Astaxanthin 3,3'-DIHYDROXY-B,B-CAROTENE-4,4'-DIONE 3,3-DIHYDROXY-B,B-CAROTENE-4,4-DIONE 3,3'-DIHYDROXY-BETA,BETA-CAROTENE-4,4'-DIONE 3,3'-Dihydroxy-Β,Β-carotene-4,4'-dione all-trans-Astaxanthin AstaREAL Astaxanthin Discontinued Astaxanthin(3,3-Dihydroxy-Beta,Beta-Carotene-4,4-Dione) AXN BioAstin BioAstin oleoresin Carophyll Pink EINECS 207-451-4 HAEMATOCOCCUS PLUVIALIS Lucantin Pink MFCD00672621 Natupink Β,Β-Carotene-4,4'-dione, 3,3'-dihydroxy-, (3S,3'S)-; View all

1.3 CAS No.: 472-61-7

1.4 CID: 5281224

1.5 EINECS(EC#): 207-451-4

1.6 Molecular Formula: C40H52O4 (isomer)

1.7 Inchi: 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

1.8 InChIkey: MQZIGYBFDRPAKN-UWFIBFSHSA-N

1.9 Canonical Smiles: CC1=C(C(CC(C1=O)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(C(=O)C(CC2(C)C)O)C)C)C

1.10 Isomers Smiles: CC1=C(C(C[C@@H](C1=O)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C2=C(C(=O)[C@H](CC2(C)C)O)C)\C)\C)/C)/C

2. Properties

2.1 Density: 1.071

2.1 Melting point: 215-216℃

2.1 Boiling point: 774 °C at 760 mmHg

2.1 Refractive index: 1.595

2.1 Flash Point: 435.8 oC

2.1 Precise Quality: 596.38700

2.1 PSA: 74.60000

2.1 logP: 8.90540

2.1 Solubility: DMSO: soluble1mg/mL (warmed)

2.2 Appearance: Solid

2.3 Chemical Properties: Drak-Purple Solid

2.4 Color/Form: Red powder

2.5 pKa: 12.33±0.70(Predicted)

2.6 Water Solubility: DMSO: soluble 1mg/mL (warmed);In water, 7.9X10-10 mg/L at 25 deg C (est)

2.7 Spectral Properties: UV max: 503 nm (CS2); 472 nm (methanol); 466-467 nm (hexane); 485 nm (chloroform)

2.8 StorageTemp: ?20°C

3. Use and Manufacturing

3.1 Methods of Manufacturing: 71, 9 g (0, 125 mol) ASTAXANTHIN-C15-PHOSPHONIUMSALZ P5 (X~ = BRO- mid) wurden in 150 ML Methanol vorgelegt. Bei 0C gab man 11, 4 g GIO-DIAL Ia (95percent ig ; das entspricht 0, 0475 mol) zu. Dann tropfte man innerhalb von 1H bei 0C 24, 8 g einer 30percent igen Lsung von Natriummethylat in Methanol (= 0, 137 mol NaOMe) zu, rhrte eine weitere Stunde bei 0C nach und lies dann auf Raumtemperatur kom- men. Man tropfte eine Lsung von 1, 5 G (25 mmol) Essigsure in 115 ml Wasser zu, erhitzte auf Rckfluss (ca. 75C) und rhrte 20 h unter Rckfluss nach. Man lies auf Raumtemperatur kommen und filtrierte das Kristallisat ab. Der Filterkuchen wurde zweimal MIT JE 100 ML EINES 60 : 40 (V/V) -GEMISCHES AUS METHANOL/WASSER, einmal mit heiem Wasser (100 ml) und einmal mit Methanol (100 ml ; 25C) gewaschen und im Vakuumtrockenschrank bei +50C getrocknet. Auswaage : 23, 5 g Astaxanthin = 83, 0percent Ausbeute (bezogen auf eingesetztes Ia) ; Reinheit nach HPLC : 99, 17percentThe concentrated solution of Example 6 was added dropwise to a solution of triphenylphosphine (11.8 kg) and 1, 2-epoxybutane (130 g) in ethyl acetate (44 kg) at 0 to 30 ° C., and the reaction mixture was added dropwise at the same temperature And the mixture was stirred for 24 hours. The precipitated solid was collected by filtration and the wet crystals were dissolved in methylene chloride (39 kg). The obtained solution was added dropwise to ethyl acetate (305 kg) while stirring, and solid precipitation was confirmed. The precipitated solid was collected by filtration and dried in vacuo to give the title compound (3.95 kg, purity 87.5percent (trans form), 5.8percent (cis form)) as a white solid. The purity of the product was determined by high performance liquid chromatography (column: YMC-PAC ODS-A manufactured by YMC and mobile phase: acetonitrile with 0.1percent trifluoroacetic acid / 0.1percent aqueous trifluoroacetic acid = 5-95 / 45 to 5). 2, 7-dimethylocta-2, 4, 6-triene-1, 8-dialdehyde (0.484 kg), the compound of Example 7 (1) (3.90 kg), 2, 6-di-t-butyl-p-cresol (32.5 g) and 1, 2-epoxybutane (1.9 kg) were suspended in 2-propanol (15 kg) and the suspension was heated under reflux for 30 hours under a nitrogen atmosphere. The reaction mixture was cooled to -5 to 5 ° C. and stirred for 1 hour, and the precipitated solid was collected by filtration to give the title compound (1.53 kg, yield 86.9percent, purity 98.8percent, optical purity 97. 9percent ee) as a deep violet solid. The purity of the product was determined by high performance liquid chromatography (column: Triart C 18 ExRS Plus manufactured by YMC and mobile phase: acetonitrile with 0.025percent trifluoroacetic acid / 0.025percent aqueous trifluoroacetic acid = 30 to 98 / 2), respectively. The optical purity of the product was determined using high performance liquid chromatography (column: YMC CHIRAL Cellulose-SB manufactured by YMC and mobile phase: hexane / tetrahydrofuran = 85/15); View all

3.2 Usage: Natural astaxanthin also known as astacin, is a kind of precious health ingredients, is used for development to enhance immunity, anti-oxidation, anti-inflammatory, eyes and brain health, regulating blood lipids and other natural and healthy products. At present, the main used as a raw material for human health food and medicine; aquaculture (currently the main salmon, trout and salmon), poultry feed additive and additives of cosmetics. It can significantly improve the body's immunity, because of its non-specific combination with skeletal muscle, can effectively remove the free radicals which are generated by the movement of the muscle cells, strengthen aerobic metabolism, so it has a significant anti fatigue effect.

4. Safety and Handling

4.1 Hazard Codes: Xn

4.1 Risk Statements: R20/21/22

4.1 Safety Statements: S24/25

4.1 Exposure Standards and Regulations: Certification of this color additive when used as a food is not necessary for the protection of the public health, and therefore batches thereof are exempt from the certification pursuant to section 721(c) of the act.

4.2 Octanol/Water Partition Coefficient: log Kow = 13.27 (est)

4.3 Hazard Declaration: H413

4.3 DisposalMethods: SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

4.4 RIDADR: NONH for all modes of transport

4.4 Caution Statement: P273, P501

4.4 WGK Germany: 3

4.4 Safety: Hazard Codes:?Xn
Risk Statements: 20/21/22-36/37/38?
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.?
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36-26?
S24/25:Avoid contact with skin and eyes.?
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?
S36:Wear suitable protective clothing.
WGK Germany?of Astaxanthin (CAS NO.472-61-7):??3

4.5 Specification: ? Astaxanthin (CAS NO.472-61-7), its Synonyms are 3,3'-Dihydroxy-beta,beta-carotene-4,4'-dione, (3S,3'S)- ; Astaxanthin, (3S,3'S)- ; Astaxanthin, all-trans-, (3S,3'S)- ; beta,beta-Carotene-4,4'-dione, 3,3'-dihydroxy-, (3S,3'S)- ; (3S,3'S)-3,3'-Dihydroxy-beta,beta-carotene-4,4'-dione ; 3,3'-Dihydroxy-beta-carotene-4,4'-dione ; Astaxanthine .

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Not classified.

2.2 GHS label elements, including precautionary statements

Pictogram(s)	No symbol.
Signal word	No signal word.
Hazard statement(s)	none
Precautionary statement(s)
Prevention	none
Response	none
Storage	none
Disposal	none

2.3 Other hazards which do not result in classification

none

View all

6. NMR Spectrum

Predict 1H proton NMR

7. Synthesis Route

472-61-7Total: 3 Synthesis Route

6094-35-5

472-61-7 364 Suppliers

Literatures:
Journal of the Chemical Society. Perkin transactions 1, , # 21 p. 2195 - 2204
Yield: null

7542-45-2 32 Suppliers

472-61-7 364 Suppliers

60760-95-4

71772-51-5 1 Suppliers

Literatures:
WO2006/39685 A2, ; Page/Page column 58 ;
Yield: null

72523-68-3

472-61-7 364 Suppliers

Literatures:
WO2006/39685 A2, ; Page/Page column 43 ;
Yield: null

8. Precursor and Product

precursor:

6094-35-5

7542-45-2

72523-68-3

9. Other Information

9.0 Storage Conditions: 71, 9 g (0, 125 mol) ASTAXANTHIN-C15-PHOSPHONIUMSALZ P5 (X~ = BRO- mid) wurden in 150 ML Methanol vorgelegt. Bei 0C gab man 11, 4 g GIO-DIAL Ia (95percent ig ; das entspricht 0, 0475 mol) zu. Dann tropfte man innerhalb von 1H bei 0C 24, 8 g einer 30percent igen Lsung von Natriummethylat in Methanol (= 0, 137 mol NaOMe) zu, rhrte eine weitere Stunde bei 0C nach und lies dann auf Raumtemperatur kom- men. Man tropfte eine Lsung von 1, 5 G (25 mmol) Essigsure in 115 ml Wasser zu, erhitzte auf Rckfluss (ca. 75C) und rhrte 20 h unter Rckfluss nach. Man lies auf Raumtemperatur kommen und filtrierte das Kristallisat ab. Der Filterkuchen wurde zweimal MIT JE 100 ML EINES 60 : 40 (V/V) -GEMISCHES AUS METHANOL/WASSER, einmal mit heiem Wasser (100 ml) und einmal mit Methanol (100 ml ; 25C) gewaschen und im Vakuumtrockenschrank bei +50C getrocknet. Auswaage : 23, 5 g Astaxanthin = 83, 0percent Ausbeute (bezogen auf eingesetztes Ia) ; Reinheit nach HPLC : 99, 17percentThe concentrated solution of Example 6 was added dropwise to a solution of triphenylphosphine (11.8 kg) and 1, 2-epoxybutane (130 g) in ethyl acetate (44 kg) at 0 to 30 ° C., and the reaction mixture was added dropwise at the same temperature And the mixture was stirred for 24 hours. The precipitated solid was collected by filtration and the wet crystals were dissolved in methylene chloride (39 kg). The obtained solution was added dropwise to ethyl acetate (305 kg) while stirring, and solid precipitation was confirmed. The precipitated solid was collected by filtration and dried in vacuo to give the title compound (3.95 kg, purity 87.5percent (trans form), 5.8percent (cis form)) as a white solid. The purity of the product was determined by high performance liquid chromatography (column: YMC-PAC ODS-A manufactured by YMC and mobile phase: acetonitrile with 0.1percent trifluoroacetic acid / 0.1percent aqueous trifluoroacetic acid = 5-95 / 45 to 5). 2, 7-dimethylocta-2, 4, 6-triene-1, 8-dialdehyde (0.484 kg), the compound of Example 7 (1) (3.90 kg), 2, 6-di-t-butyl-p-cresol (32.5 g) and 1, 2-epoxybutane (1.9 kg) were suspended in 2-propanol (15 kg) and the suspension was heated under reflux for 30 hours under a nitrogen atmosphere. The reaction mixture was cooled to -5 to 5 ° C. and stirred for 1 hour, and the precipitated solid was collected by filtration to give the title compound (1.53 kg, yield 86.9percent, purity 98.8percent, optical purity 97. 9percent ee) as a deep violet solid. The purity of the product was determined by high performance liquid chromatography (column: Triart C 18 ExRS Plus manufactured by YMC and mobile phase: acetonitrile with 0.025percent trifluoroacetic acid / 0.025percent aqueous trifluoroacetic acid = 30 to 98 / 2), respectively. The optical purity of the product was determined using high performance liquid chromatography (column: YMC CHIRAL Cellulose-SB manufactured by YMC and mobile phase: hexane / tetrahydrofuran = 85/15); View all

10. Computational chemical data

Molecular Weight: 596.83848g/mol
Molecular Formula: C₄₀H₅₂O₄
Compound Is Canonicalized: True
XLogP3-AA: 10.3
Exact Mass: 596.38656014
Monoisotopic Mass: 596.38656014
Complexity: 1340
Rotatable Bond Count: 10
Hydrogen Bond Donor Count: 2
Hydrogen Bond Acceptor Count: 4
Topological Polar Surface Area: 74.6
Heavy Atom Count: 44
Defined Atom Stereocenter Count: 2
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 9
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADcfB8OAAAAAAAAAAAAAAAAAAAAAAAAAAgQAAAAAAAAAAAAAAAGgAACAAADhSggAICAAAAAgCIAqBSAAIAAAAgAAAICAFAAEgIEBIAAQAAQAAEwAAIgQOIiMAPAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

11. Question & Answer

What is Astaxanthin and How is it Produced? May 23 2023
What is Astaxanthin? Astaxanthin, a keto-carotenoid, is a lipid-soluble pigment that belongs to the terpenes class of chemical compounds. It is classified as a xanthophyll and is known for its red-ora..
How does Astaxanthin exist? Nov 29 2022
Astaxanthin can be produced by certain algae, bacteria, and fungi. Some aquatic species, such as crustaceans including shrimp, consume these algae and plankton, and then store Astaxanthin in their she..
Who is Astaxanthin suitable for? Jun 28 2022
Young people face significant work and study pressures, often requiring business trips or working overtime, which can lead to decreased eyesight and disrupted metabolism. To restore physical fitness, ..
What are the physiological functions and effects of Astaxanthin? Apr 21 2022
Astaxanthin is a type of carotenoid that has various benefits and effects. One of its most prominent features is its natural antioxidant properties, which can be incorporated into many skincare produc..

12. Recommended Suppliers

Global359SuppliersView all >>

Xiamen wonderful Biotechnology Co., Ltd. Diamond member

1YR

Products:Top quality and high purity with safe transportation and low price
Tel:+86130-43004613-13043004613
Email:Sara@xmwonderfulbio.com

CAS:472-61-7 Astaxanthin

Purity:99%Packing: 200kg/bag FOB
Price: 15 USD/kg
Time: 2023/09/21

Inquire

Hebei Chengcai Biotechnology Co., LTD Diamond member

1YR

Products:We are engaged in the development, marketing and sales of apis, intermediates, natural products (extracts), fine chemicals, food additives, agricultural chemicals and other products.
Tel:0086-0319-19133539026
Email:ZHANGZHANG@chengcaibio.com

Natural extraction quality Astaxanthin CAS 472-61-7

Purity:99%Packing: 200kg/bag FOB
Price: 10 USD/kg
Time: 2023/09/21

Inquire

Tianjin Furuntongda Technology Co., LTD Diamond member

1YR

Products:Plastic granules,chemical product
Tel:+86-22-13147489979
Email:Anni@furuntongda.com

Good quality Natural astaxanthin powder 4% CAS 472-61-7 extracted from haematococcus pluvialis

Purity:99%Packing: 200kg/bag FOB
Price: 50 USD/kg
Time: 2023/09/21

Inquire

Wuhan Pharmchem Co., LTD. Diamond member

2YRS

Products:Pharma &Food Intermediates Water Treatment Chemicals Industrial Specialties Fine Chemicals
Tel:86-27-85835203
Email:steven@cspharmchem.com

Astaxanthin 3,3'-Dihydroxy-beta,beta-carotene-4,4'-dione 1.5% , 2% , 3%, 5% EINECS 207-451-4

Purity:99%Packing: 200kg/bag FOB
Price: 200 USD/kg
Time: 2023/09/21

Inquire

Wuhan Fortuna Chemical Co., Ltd. Diamond member

10YRS

Products:API,fine chemical&its intermediates,biological chemistry
Tel:0086-27-59207850
Email:info@fortunachem.com

Good quality Natural astaxanthin powder 4% CAS 472-61-7 extracted from haematococcus pluvialis

Purity:99%Packing: 200kg/bag FOB
Price: 250 USD/kilogram
Time: 2023/09/20

Inquire

13. Realated Product Infomation

7542-45-2 ASTAXANTHIN

113085-05-5 13-CIS-ASTAXANTHIN

71772-51-5 (3R,3)-all-trans-Astaxanthin

Recently Updated : 1118567-46-6 1447940-07-9 2947584-56-5 32259-88-4 1372158-13-8 2813950-07-9 849481-53-4 1788104-74-4 1788104-75-5 2748828-15-9