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Reputable manufacturer supply alkannin 517-89-5 in stock with high standard We supply high quality 5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methyl-pent-3-enyl]naphthalene-1,4-dione (CAS 517-89-5), in stock, factory directly supply to clients, lower prices, more competitiveness.
5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methyl-pent-3-enyl]naphthalene-1,4-dione is , while it's Molecular Formula is C16H16O5. Shikonin (CI 75535) occurs as an acetyl derivative in the Japanese shikone, Lithospermum erythrorhizon, another member of the Boraginaceae family. It is the (R)-optical isomer of alkannin. Tissue cultures of L. erythrorhizon are used in Japan to manufacture shikonin mainly for cosmetic use. Both alkannin and shikonin are mordant dyes producing violet to gray colors on fabrics. In Japan, shikonin was used to dye fabrics a color known as Tokyo Violet. Shikalkin the racemate, has been synthesized.
The CAS number of 5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methyl-pent-3-enyl]naphthalene-1,4-dione is 517-89-5.
More information of 5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methyl-pent-3-enyl]naphthalene-1,4-dione 517-89-5 are:
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Synonyms |
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]- (9CI);1,4-Naphthoquinone, 5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-, (+)-(8CI);Shikonin (6CI);(+)-Shikonin;C.I. 75535;Isoarnebin 4;NSC 252844;Shikonin S;Shikonine;Tokyo Violet; |
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CAS Number |
517-89-5 |
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Molecular Formula |
C16H16O5 |
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Molecular Weight |
288.3 |
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Density |
1.373 g/cm3 |
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Melting Point |
147 °C |
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Boiling Point |
567.4 °C at 760 mmHg |
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Flash Point |
311 °C |
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HS CODE |
29146990 |
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PSA |
94.83000 |
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LogP |
2.12040 |
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Pka |
7.34±0.20(Predicted) |
Shikonin is a naturally occurring naphthoquinine isolated from the dried root of L. erythrorhizon, an herb used in traditional Chinese medicine. It increases glucose uptake by adipocytes and myocytes and inhibits the activity of phosphatase and tensin homolog (PTEN; IC50 = 2.7 μM). It inhibits glycolysis in cancer cells by inhibiting tumor-specific pyruvate kinase M2 (IC50 = 0.3 μM). Shikonin induces cell death consistent with necroptosis in MCF-7 and HEK293 cancer cell lines. It inhibits leukocyte migration, downregulates chemokine receptor expression, and inhibits HIV-1 replication at nanomolar concentrations. Shikonin exhibits anti-inflammatory activity, reducing joint swelling and cartilage destruction in a mouse model of collagen-induced arthritis.
InChI:InChI=1/C16H16O5/c1-8(2)3-4-10(17)9-7-13(20)14-11(18)5-6-12(19)15(14)16(9)21/h3,5-7,10,17-19H,4H2,1-2H3/t10-/m1/s1
Articles related to 5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methyl-pent-3-enyl]naphthalene-1,4-dione:
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Article |
Source |
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A novel and efficient total synthesis of shikonin |
Wang, Rubing,Guo, Hui,Cui, Jiahua,Li, Shaoshun , p. 3977 - 3980 (2012) |
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An improved and practical synthesis route to antiproliferative (±)-shikonin and its O-acyl derivatives |
Ono, Mana,Abe, Shouki,Higai, Koji,Higashi, Shoko,Saito, Setsuo,Saito, Ryota , p. 738 - 746 (2020/12/09) |
Nanjing Deweiqi Chemical Technology Co., Ltd. is a quality supplier and manufacturer of 5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methyl-pent-3-enyl]naphthalene-1,4-dione . You can buy high quality, low price 5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methyl-pent-3-enyl]naphthalene-1,4-dione 517-89-5 here. Contact us.
