Shikalkin

Modify Date: 2024-01-02 22:18:35

Shikalkin Structure
Shikalkin structure
Common Name Shikalkin
CAS Number 23444-65-7 Molecular Weight 288.295
Density 1.4±0.1 g/cm3 Boiling Point 567.4±50.0 °C at 760 mmHg
Molecular Formula C16H16O5 Melting Point 149°C
MSDS Chinese Flash Point 311.0±26.6 °C

 Use of Shikalkin


Alkannin is a potent and specific inhibitor of tumor-specific pyruvate kinase-M2 (PKM2). Alkannin does not inhibit PKM1 and pyruvate kinase-L (PKL). Alkannin acts as a potential anticancer agent[1].

 Names

Name alkannin
Synonym More Synonyms

 Shikalkin Biological Activity

Description Alkannin is a potent and specific inhibitor of tumor-specific pyruvate kinase-M2 (PKM2). Alkannin does not inhibit PKM1 and pyruvate kinase-L (PKL). Alkannin acts as a potential anticancer agent[1].
Related Catalog
In Vitro Alkannin is a potent and specific inhibitor to PKM2, an enzyme that dictates the last rate-limiting step of glycolysis, which is essential for cancer cells’ proliferation and survival. In the absence of D-fructose-1,6-bisphosphate (FBP), the IC50 of Alkannin is 0.3 μM. In the presence of FBP (125 μM), the IC50 of Alkannin is 0.9 μM, respectively. Alkannin effectively inhibits the cellular glycolytic flux in cancer cells dominantly expressing PKM2[1]. Alkannin (2.5-20 μM, 1 hour) inhibit the rates of cellular lactate production and glucose consumption[1]. Western Blot Analysis[1] Cell Line: MCF-7 and A549 express PKM2 but not PKM1 and PKL Concentration: 0-20 μM Incubation Time: 1 hour Result: Inhibited the cellular glycolytic rate in a concentration-dependent manner.
References

[1]. J Chen, et al. Shikonin and its analogs inhibit cancer cell glycolysis by targeting tumor pyruvate kinase-M2. Oncogene. 2011 Oct 20;30(42):4297-306.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 567.4±50.0 °C at 760 mmHg
Melting Point 149°C
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 :
QL8000000
CHEMICAL NAME :
1,4-Naphthoquinone, 5,8-dihydroxy-6-(1-hydroxy-4-methyl-3-pentenyl)-, (-)-
CAS REGISTRY NUMBER :
23444-65-7
BEILSTEIN REFERENCE NO. :
3213296
LAST UPDATED :
199801
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C16-H16-O5
MOLECULAR WEIGHT :
288.32
WISWESSER LINE NOTATION :
L66 BV EVJ CYQ2YU1&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 - rat
DOSE/DURATION :
>1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NAHRAR Nahrung. Chemistry, Biochemistry, Microbiology, Technology, Nutrition. (Akademie-Verlag GmBH, Postfach 1233, Berlin DDR-1086, Ger. Dem. Rep.) V.1- 1957- Volume(issue)/page/year: 15,505,1971
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
3 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NAHRAR Nahrung. Chemistry, Biochemistry, Microbiology, Technology, Nutrition. (Akademie-Verlag GmBH, Postfach 1233, Berlin DDR-1086, Ger. Dem. Rep.) V.1- 1957- Volume(issue)/page/year: 15,505,1971

 Safety Information

Hazard Codes Xi
Risk Phrases 22
Safety Phrases 22-24/25
HS Code 2914690090

 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%

 Synonyms

SHIKALKIN
5,8-Dihydroxy-2-(1-hydroxy-4-methylpent-3-en-1-yl)-1,4-naphthoquinone
1,4-Naphthalenedione, 5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-penten-1-yl)-
Arnebin-4
Alkannin
(±)-Alkannin
5,8-Dihydroxy-2-(1-hydroxy-4-methyl-3-penten-1-yl)-1,4-naphthoquinone
5,8-dihydroxy-2-(1-hydroxy-4-methylpent-3-en-1-yl)naphthalene-1,4-dione
Top Suppliers:I want be here
  • DC Chemicals Limited
  • China
  • Product Name: Alkannin
  • Price: $Inquiry/100mg $Inquiry/250mg $Inquiry/500mg
  • Purity: 98.0%
  • Stocking Period: 3 Day
  • Contact: Tony Cao


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