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Merck
CN

SML3615

Jolkinolide B

≥95% (HPLC)

Synonym(s):

(4aR,6aS,7aR,10aR,11aR,11bR,11cR)-1,2,3,4,4a,5,6,11a,11b,11c-Decahydro-4,4,8,11c-tetramethylbisoxireno[1,10a:3,4]phenanthro[3,2-b]furan-9(7aH)-one

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About This Item

Empirical Formula (Hill Notation):
C20H26O4
CAS Number:
Molecular Weight:
330.42
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥95% (HPLC)
Form:
powder
Quality level:
Technical Service
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Quality Level

assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (Warmed)

storage temp.

-10 to -25°C

SMILES string

O1[C@@]32OC(=O)C(=C3[C@H]4O[C@]54[C@@H]([C@H]21)[C@]6([C@@H](C(CCC6)(C)C)CC5)C)C

InChI

1S/C20H26O4/c1-10-12-14-19(22-14)9-6-11-17(2,3)7-5-8-18(11,4)13(19)15-20(12,23-15)24-16(10)21/h11,13-15H,5-9H2,1-4H3/t11-,13+,14-,15-,18-,19+,20-/m1/s1

InChI key

SOVOCMGDFRGRKF-MCDHERAVSA-N

Biochem/physiol Actions

Exhibits anticancer, anti-inflammatory and immunomodulatory activities
Jolkinolide B is a diterpenoid isolated from the dried root of Euphorbia fischeriana steud that exhibits anticancer, anti-inflammatory and immunomodulatory activities. Jolkinolide B induces apoptosis in numerous human cancer cell lines including breast cancer MDA-MB-231, MCF7, chronic myeloid leukemia K562, leukemic U937 and LNCaP cells. Apparently, it induces apoptosis in mouse melanoma B16F10 cells through downregulation of mRNA expression.


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pictograms

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signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Yujing Yan et al.
European journal of pharmacology, 842, 10-19 (2018-10-26)
Jolkinolide B (JB), which is isolated from the dried root of Euphorbia fischeriana Steud., has been reported to possess various therapeutic effects, such as treatment of edema and abdominal distention and protection against acute lung injury, and it has also
Caixia Gao et al.
Scientific reports, 6, 36114-36114 (2016-11-01)
Most cancer cells preferentially rely on glycolysis to produce the energy (adenosine triphosphate, ATP) for growth and proliferation. Emerging evidence demonstrates that the apoptosis in cancer cells could be closely associated with the inhibition of glycolysis. In this study, we
Xiang Gao et al.
Journal of cellular biochemistry, 119(6), 4967-4974 (2018-02-01)
Jolkinolide B (JB), a bioactive compound isolated from herbal medicine, has been found to inhibit tumor growth by altering glycolysis. However, whether glycolysis is influenced by JB in non-small cell lung cancer (NSCLC) cells and the mechanism remain unknown. The



Global Trade Item Number

SKUGTIN
SML3615-5MG04065269332114
SML3615-25MG04065269332107