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Merck
CN

SML0772

Curvularin

from Penicillium citrinum, ≥98% (HPLC)

Synonym(s):

2H-3-Benzoxacyclododecin-2,10(1H)-dione, 4,5,6,7,8,9-hexahydro-11,13-dihydroxy-4-methyl-,(4S)-

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About This Item

Empirical Formula (Hill Notation):
C16H20O5
CAS Number:
Molecular Weight:
292.33
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
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biological source

Penicillium citrinum

Quality Segment

assay

≥98% (HPLC)

form

powder

solubility

DMSO: 1 mg/mL

storage temp.

−20°C

SMILES string

OC1=C(C(CCCCC[C@H](C)O2)=O)C(CC2=O)=CC(O)=C1

InChI

1S/C16H20O5/c1-10-5-3-2-4-6-13(18)16-11(8-15(20)21-10)7-12(17)9-14(16)19/h7,9-10,17,19H,2-6,8H2,1H3/t10-/m0/s1

InChI key

VDUIGYAPSXCJFC-JTQLQIEISA-N

Biochem/physiol Actions

S - Curvularin is a macrocyclic lactone with cytotoxic activity. Curvularin inhibits cell division as well as expression of human inducible nitric oxide synthase (iNOS), an enzyme critically involved in pro-inflammatory immune processes. Curvularin anti-inflammatory activity was demonstrated in chronic inflammatory disease models in mice such as Chronic Induced Arthritis (CIA) as well as in human alveolar epithelial A549/8 cells.
Curvularin is a macrocyclic lactone with cytotoxic activity.

Preparation Note

Soluble in DMSO (1 mg/mL), Chloroform (3 mg/mL) and Dichloromethane (3 mg/mL). Note: Insoluble in water.

Other Notes

Store the product sealed at −20 °C. Under these conditions the product is stable for at least 5 years.


pictograms

Exclamation mark

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



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