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472-61-7

Basic Information
CAS No.: 472-61-7
Name: Astaxanthin
Article Data: 14
Cas Database
Molecular Structure:
Molecular Structure of 472-61-7 (Astaxanthin)
Formula: C40H52O4
Molecular Weight: 596.85
Synonyms: Astaxanthin(3,3-Dihydroxy-Beta,Beta-Carotene-4,4-Dione);Astaxanthin Discontinued;
EINECS: 207-451-4
Density: 1.071 g/cm3
Melting Point: 215-216 °C
Boiling Point: 774 °C at 760 mmHg
Flash Point: 435.8 °C
Solubility: N/A
Appearance: Drak-purple solid
Hazard Symbols: HarmfulXn
Risk Codes: 20/21/22-36/37/38
Safety: 24/25-36-26
Transport Information: N/A
PSA: 74.60000
LogP: 8.90540
Synthetic route
5056-17-7

(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial

<5-((S)-4-Hydroxy-2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-3-methyl-2,4-pentadienyl>triphenylphosphoniumbromid

A

472-61-7

(3S,3'S)-astaxanthin

B

71772-51-5

(3R,3'S)-3,3′-dihydroxy-β,β′-caroten-4,4′-dione

Conditions
ConditionsYield
With sodium methylate In methanol at 0 - 25℃; for 4h;A 94.6%
B 4.2 % Chromat.
In various solvent(s) for 20h; Heating;A 97.7 % Chromat.
B 2.1 % Chromat.
696647-73-1

C12H20O4

[(4E)-5-(4-hydroxy-2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-3-methyl-2,4-pentadienyl]-triphenylphosphonium bromide

472-61-7

(3S,3'S)-astaxanthin

Conditions
ConditionsYield
Stage #1: C12H20O4; [(4E)-5-(4-hydroxy-2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-3-methyl-2,4-pentadienyl]-triphenylphosphonium bromide With sodium methylate In methanol at 0℃; for 2h; Wittig Reaction;
Stage #2: With acetic acid In methanol; water at 20 - 75℃; for 20h; Heating / reflux;
83%

(3S,3'S)-Astaxanthin-di-(-)-camphanat

472-61-7

(3S,3'S)-astaxanthin

Conditions
ConditionsYield
With sodium hydroxide In methanol; dichloromethane for 1.16667h; Ambient temperature;73%
5056-17-7

(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial

<5-((S)-4-Hydroxy-2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-3-methyl-2,4-pentadienyl>triphenylphosphoniumbromid

472-61-7

(3S,3'S)-astaxanthin

Conditions
ConditionsYield
70.7%
5056-17-7

(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial

[(2E,4E)-3-Methyl-5-((S)-2,6,6-trimethyl-3-oxo-4-phenoxymethoxycarbonyl-cyclohex-1-enyl)-penta-2,4-dienyl]-triphenyl-phosphonium; bromide

472-61-7

(3S,3'S)-astaxanthin

Conditions
ConditionsYield
With sodium hydride In dichloromethane; isopropyl alcohol

(3S,3'S)-astaxanthin disulfate

472-61-7

(3S,3'S)-astaxanthin

Conditions
ConditionsYield
With hydrogenchloride In methanol at 40℃;
6094-35-5, 28082-20-4

3,4,3',4'-tetrahydroxy-β,β-carotene

472-61-7

(3S,3'S)-astaxanthin

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,4-dioxane

(S)-6-Hydroxy-3-(5-hydroxy-3-methyl-1,3-pentadienyl)-2,4,4-trimethyl-2-cyclohexen-1-on

472-61-7

(3S,3'S)-astaxanthin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aq. HBr / CH2Cl2 / 0.17 h / 0 °C
3: 94.6 percent / NaOMe / methanol / 4 h / 0 - 25 °C
View Scheme

(S)-3-((1E,3E)-5-Bromo-3-methyl-penta-1,3-dienyl)-6-hydroxy-2,4,4-trimethyl-cyclohex-2-enone

472-61-7

(3S,3'S)-astaxanthin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: 94.6 percent / NaOMe / methanol / 4 h / 0 - 25 °C
View Scheme
7542-45-2

3,3'-dihydroxy-β,β-carotene-4,4'-dione

A

472-61-7

(3S,3'S)-astaxanthin

B

60760-95-4

(3R,3'R)-3,3′-dihydroxy-β,β′-caroten-4,4′-dione

C

71772-51-5

(3R,3'S)-3,3′-dihydroxy-β,β′-caroten-4,4′-dione

Conditions
ConditionsYield
Resolution of racemate;
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  • Astaxanthin    	CAS: 472-61-7

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    Product name: Astaxanthin Molecular formula: C40H52O4 CAS No: 472-61-7 Molar mass: 596.84g·mo Product name: Astaxanthin Molecular formula: C40H52O4 CAS No: 472-61-7 M

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Specification

The Astaxanthin, with the CAS registry number 472-61-7, is also known as 3,3'-Dihydroxy-beta,beta-carotene-4,4'-dione.It belongs to the product categories of Carotenoids;Intermediates & Fine Chemicals;Pharmaceuticals.Its EINECS number is 207-451-4.This chemical's molecular formula is C40H52O4 and molecular weight is 596.85.  What's more,Its systematic name is Astaxanthin.Carotenoid pigment found mostly in animal organisms, but also occuring in plants; thought to be the precursor of Astaxanthin. Animal studies indicate that it reduces blood glucose and ameliorates several parameters of the diabetic metabolic syndrome.

Physical properties about Astaxanthin are: (1)ACD/LogP: 8.163; (2)# of Rule of 5 Violations: 2 ; (3)ACD/LogD (pH 5.5): 8.16; (4)ACD/LogD (pH 7.4): 8.16; (5)ACD/BCF (pH 5.5): 941812.00; (6)ACD/BCF (pH 7.4): 941800.60; (7)ACD/KOC (pH 5.5): 657252.60; (8)ACD/KOC (pH 7.4): 657244.70; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 12; (12)Index of Refraction: 1.595; (13)Molar Refractivity: 189.377 cm3; (14)Molar Volume: 557.098 cm3; (15)Surface Tension: 44.6749992370605 dyne/cm; (16)Density: 1.071 g/cm3; (17)Flash Point: 435.837 °C; (18)Enthalpy of Vaporization: 128.448 kJ/mol; (19)Boiling Point: 774.042 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.

The Astaxanthin is harmful by inhalation, in contact with skin and if swallowed.It is irritating to eyes, respiratory system and skin. When you use it ,wear suitable protective clothing, avoid contact with skin and eyes.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES:O=C2/C(=C(/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C1=C(/C(=O)C(O)CC1(C)C)C)C)C)C)C)C(C)(C)CC2O)C;
(2)Std. 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+;
(3)Std. InChIKey:MQZIGYBFDRPAKN-QISQUURKSA-N.