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Merck
CN

SMB01046

Phomopsolide B

≥90% (LC/MS-ELSD)

Synonym(s):

(+)-Phomopsolide B, 2-Butenoic acid, 2-methyl-, (2S,3S)-2-[(1E,3S,4S)-3,4-dihydroxy-1-pentenyl]-3,6-dihydro-6-oxo-2H-pyran-3-yl ester, (2E)- (9CI)

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About This Item

Empirical Formula (Hill Notation):
C15H20O6
CAS Number:
97529-84-5
Molecular Weight:
296.32
UNSPSC Code:
12352205
NACRES:
NA.25

Key Documents

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biological source

plant

Assay

≥90% (LC/MS-ELSD)

form

solid

mol wt

296.32

solubility

water: soluble

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

O1[C@H]([C@H](C=CC1=O)OC(=O)\C(=C\C)\C)\C=C\[C@H](O)[C@@H](O)C

InChI

1S/C15H20O6/c1-4-9(2)15(19)21-13-7-8-14(18)20-12(13)6-5-11(17)10(3)16/h4-8,10-13,16-17H,1-3H3/b6-5+,9-4+/t10-,11-,12-,13-/m0/s1

InChI key

JTHHOHSDOJJNFN-HIWLEQICSA-N

Related Categories

General description

Phomopsolide B is a phytotoxin, a natural bioactive compound commonly derived from Penicillium sp. but also reported in Diaporthe phaseolorum and Phomopsis sp. fungi. It has demonstrated the ability to induce apoptosis in cancer cells, inhibit the growth of bacteria and fungi, and modulate immune responses. This secondary metabolite exhibits various biological activities, including antifungal, antibacterial, and anticancer properties.

Application

It is a natural product derived from plant source that finds application in compound screening libraries, metabolomics, phytochemical, and pharmaceutical research.

Features and Benefits

  • High quality compound suitable for multiple research applications
  • Compatible with HPLC and mass spectrometry techniques

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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D B Stierle et al.
Journal of natural products, 60(11), 1207-1209 (1997-12-11)
Investigation of the bioactive compounds from a Penicillium sp. isolated from the inner bark of the Pacific yew, Taxus brevifolia, led to the isolation of the known furanone 1, and a series of phomopsolides. The phomopsolide fractions contained phomopsolides A
Andrea A Stierle et al.
Natural product communications, 9(1), 87-90 (2014-03-26)
For the past fifteen years we have studied the secondary metabolites of extremophilic fungi from the Berkeley Pit, an abandoned acid mine waste lake. Fungi associated with an acid-tolerant alga have also been harvested from the Pit. Penicillium clavigerum Demelius

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