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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:
37905-08-1
Molecular Weight:
330.42
MDL number:
MFCD28387432
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Quality Level

100

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000234314
0000234315
0000230031
0000230031
0000234315

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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
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

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