Shikonin
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Shikonin
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CAS No:
517-89-5
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Formula:
C16H16O5
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Chemical Name:
Shikonin
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Synonyms:
1,4-Naphthalenedione,5,8-dihydroxy-2-[(1R)-1-hydroxy-4-methyl-3-penten-1-yl]-;Shikonin;1,4-Naphthoquinone,5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-,(+)-;1,4-Naphthalenedione,5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-,(R)-;1,4-Naphthalenedione,5,8-dihydroxy-2-[(1R)-1-hydroxy-4-methyl-3-pentenyl]-;5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methyl-3-penten-1-yl]-1,4-naphthalenedione;C.I. 75535;Tokyo Violet;(+)-Shikonin;Isoarnebin 4;NSC 252844;Shikonin S;Shikonine;(R)-(+)-Shikonin;1,4-Naphthalenedione 5,8-dihydroxy-2-[(1R)-1-hydroxy-4-methyl-3-penten-1-yl]-;874325-10-7;876010-87-6
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CAS No:
Description
Shikonin is a major component of a Chinese herbal medicine named zicao. Shikonin has shown various biological activities, including inhibition of TNF-α, NF-κB, HIV-1.
Solid
C.I. Natural Red 20 is a naphthoquinone.
Characteristics
94.8
3
1.373 g/cu cm
147 °C
567.4°C at 760 mmHg
311.0±26.6 °C
1.642
Practically insoluble in aqueous solutions
Store at room temperature. It should be kept in a tightly closed container.
5.1X10-11 mm Hg at 25 deg C (est)
Safety Information
3077
20/21/22-50/53-20
26-36/37/39-61
P273, P501
H412
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P273, P301+P312, P330, P391, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Shikonin Use and Manufacturing
Taking the root of comfrey as the raw material, it is extracted with 4 times the amount (mass) of refined soybean oil at 165-170°C for 6 min, and then extracted twice with 95% ethanol (volume ratio) slightly more than soybean oil. The ethanol extract is concentrated under a vacuum of 80kPa, and then the insoluble matter is filtered to obtain the finished product.
As a food coloring agent, my country stipulates that it can be used in fruit juice (flavor) beverages, fruit wine, ice cream and popsicles, and the maximum use amount is 0.1g/kg. Use Edible purple pigment. For the coloring of canned spicy meat and poultry, the dosage is 0.35-0.56g/kg. The crushed comfrey can be placed in a fine sieve and poured on it with hot oil at 160-170°C to dissolve the pigment in the oil. The oil flows out through a fine sieve, is mixed with the chili powder in the container, is thoroughly stirred and boiled to make a mixed sauce for later use.
Computed Properties
Molecular Weight:288.29
XLogP3:3
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:288.09977361
Monoisotopic Mass:288.09977361
Topological Polar Surface Area:94.8
Heavy Atom Count:21
Complexity:501
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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