Harzialactone B

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Category Antibiotics
Catalog number BBF-03743
CAS
Molecular Weight 142.15
Molecular Formula C7H10O3

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Description

It is produced by the strain of Trichoderma harzianum OUPS-N115. Harzialacton B has weak cytotoxicity to P388 leukemia cells with ED50 of 60 μg/mL.

Specification

Synonyms (4R)-4-Hydroxy-4-vinyltétrahydro-2H-pyran-2-one; 2H-Pyran-2-one, 4-ethenyltetrahydro-4-hydroxy-, (4R)-; (R)-4-hydroxy-4-vinyltetrahydro-2H-pyran-2-one
IUPAC Name (4R)-4-ethenyl-4-hydroxyoxan-2-one
Canonical SMILES C=CC1(CCOC(=O)C1)O
InChI InChI=1S/C7H10O3/c1-2-7(9)3-4-10-6(8)5-7/h2,9H,1,3-5H2/t7-/m1/s1
InChI Key NMISCWYXUUBUIR-SSDOTTSWSA-N

Properties

Appearance Colorless Oily Matter
Antibiotic Activity Spectrum Neoplastics (Tumor)
Boiling Point 283.3±40.0°C at 760 mmHg
Density 1.3±0.1 g/cm3
Solubility Soluble in Ethanol, Chloroform

Reference Reading

1. Cytotoxic substances produced by a fungal strain from a sponge: physico-chemical properties and structures
T Amagata, Y Usami, K Minoura, T Ito, A Numata J Antibiot (Tokyo). 1998 Jan;51(1):33-40. doi: 10.7164/antibiotics.51.33.
Five novel metabolites, trichodenones A-C (1-3), harzialactone A (4) and B (5), have been isolated together with known R-mevalonolactone (6) from the culture broth of a strain of Trichoderma harzianum OUPS-N115 originally separated from the sponge Halichondria okadai. Their structures have been elucidated by spectral evidence. Among them, 1-3 exhibited significant cytotoxicity against cultured P388 cells.

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