Shikonine
Names
[ CAS No. ]:
517-89-5
[ Name ]:
Shikonine
[Synonym ]:
5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methylpent-3-en-1-yl]-1,4-naphthoquinone
1,4-Naphthalenedione, 5,8-dihydroxy-2-[(1R)-1-hydroxy-4-methyl-3-penten-1-yl]-
1,4-Naphthalenedione, 5,8-dihydroxy-2-[(1R)-1-hydroxy-4-methyl-3-pentenyl]-
MFCD00075680
Shikonin
5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methyl-3-penten-1-yl]-1,4-naphthoquinone
(+)-Alkannin
5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methyl-pent-3-enyl]naphthalene-1,4-dione
Biological Activity
[Description]:
[Related Catalog]:
[Target]
NF-κB
TNF-α
TMEM16A chloride channel:6.5 μM (IC50)
PKM2
[In Vitro]
[In Vivo]
[Cell Assay]
[Animal admin]
[References]
[Related Small Molecules]
Chemical & Physical Properties
[ Density]:
1.4±0.1 g/cm3
[ Boiling Point ]:
567.4±50.0 °C at 760 mmHg
[ Melting Point ]:
147ºC
[ Molecular Formula ]:
C16H16O5
[ Molecular Weight ]:
288.295
[ Flash Point ]:
311.0±26.6 °C
[ Exact Mass ]:
288.099762
[ PSA ]:
94.83000
[ LogP ]:
4.35
[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C
[ Index of Refraction ]:
1.642
Toxicological Information
CHEMICAL IDENTIFICATION
- RTECS NUMBER :
- QL8000200
- CHEMICAL NAME :
- 1,4-Naphthoquinone, 5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-, (+)-
- CAS REGISTRY NUMBER :
- 517-89-5
- LAST UPDATED :
- 199612
- DATA ITEMS CITED :
- 3
- MOLECULAR FORMULA :
- C16-H16-O5
- MOLECULAR WEIGHT :
- 288.32
- WISWESSER LINE NOTATION :
- L66 BV EVJ CYQ2UY1&1 GQ JQ
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- >1 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 73,193,1977
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 20 mg/kg
- TOXIC EFFECTS :
- Behavioral - changes in motor activity (specific assay) Behavioral - ataxia
- REFERENCE :
- NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 73,193,1977
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - rabbit
- DOSE/DURATION :
- 16 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- PJPHEO Pakistan Journal of Pharmacology. (c/o Univ. of Karachi, Faculty of Pharmacy, Karachi, 32, Pakistan) V.1- 1984- Volume(issue)/page/year: 3(1-2),43,1986
Safety Information
[ Hazard Codes ]:
Xn
[ Risk Phrases ]:
R20/21/22
[ Safety Phrases ]:
S26-S36/37/39
[ HS Code ]:
2914690090
Synthetic Route
Precursor & DownStream
Precursor
DownStream
Customs
[ HS Code ]: 2914690090
[ Summary ]:
2914690090 other quinones。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%