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37905-08-1

37905-08-1 Structure

37905-08-1 Structure
IdentificationBack Directory
[Name]

jolkinolide B
[CAS]

37905-08-1
[Synonyms]

jolkinolide B
1,4-dibutyl-N-(2,6-dimethylphenyl)piperazine-2-carboxamide,nitrous acid
(4aR,6aS,7aβ,10aR)-1,2,3,4,4aα,5,6,11aβ,11bα,11c-Decahydro-4,4,8,11cβ-tetramethylbisoxireno[1,10a:3,4]phenanthro[3,2-b]furan-9(7aH)-one
Bisoxireno[1,10a:3,4]phenanthro[3,2-b]furan-9(7aH)-one, 1,2,3,4,4a,5,6,11a,11b,11c-decahydro-4,4,8,11c-tetramethyl-, (4aR,6aS,7aR,10aR,11aR,11bR,11cR)-
[Molecular Formula]

C20H26O4
[MDL Number]

MFCD28387432
[MOL File]

37905-08-1.mol
[Molecular Weight]

330.42
Chemical PropertiesBack Directory
[Melting point ]

213-215℃
[Boiling point ]

497.1±45.0 °C(Predicted)
[density ]

1.28±0.1 g/cm3 (20 ºC 760 Torr)
[storage temp. ]

-10 to -25°C
[solubility ]

DMSO: 2mg/mL, clear (Warmed)
[form ]

Solid
[color ]

White to off-white
[InChI]

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
[InChIKey]

SOVOCMGDFRGRKF-MCDHERAVSA-N
[SMILES]

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
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Hazard InformationBack Directory
[Uses]

Jolkinolide B, a bioactive diterpene isolated from the roots of Euphorbia fischeriana Steud, is known to induce apoptosis in cancer cells[1].
[Definition]

ChEBI: A natural product found in Euphorbia fischeriana.
[Biological Activity]

Jolkinolide B is a diterpenoid isolated from the dried root of Euphorbia fischeriana steud th at exhibits anticanceranti-inflammatory and immunomodulatory activities. Jolkinolide B induces apoptosis in numerous human cancer cell lines including breast cancer MDA-MB-231MCF7chronic myeloid leukemia K562leukemic U937 and LNCaP cells. Apparentlyit induces apoptosis in mouse melanoma B16F10 cells through downregulation of mRNA expression.
[References]

[1] Wang, J., Zhou, Y., Bai, X. et al. Jolkinolide B from Euphorbia fischeriana Steud induces apoptosis in human leukemic U937 cells through PI3K/Akt and XIAP pathways. Mol Cells 32, 451–457 (2011). DOI:10.1007/s10059-011-0137-0
Spectrum DetailBack Directory
[Spectrum Detail]

jolkinolide B(37905-08-1)1HNMR
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