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Alliacolide

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Alliacolide
Category Antibiotics
Catalog number BBF-03734
CAS 66389-08-0
Molecular Weight 266.33
Molecular Formula C15H22O4

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Capabilities & Facilities

Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

It is produced by the strain of Marasmius alliaceus (Basidiomycetes). It inhibits the activity of Ehrlician ascites cancer cells.

  • Specification
  • Properties
  • Reference Reading
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Synonyms Alliacolide-1; 8H-Oxireno[1,4-b]furan-6(2H)-one, hexahydro-4a-hydroxy-2,5,9,9-tetramethyl-, [2R-(1aR*,2alpha,4abeta,5alpha,7aS*,9aalpha)]-; (1aR,2R,4aS,5S,7aS,9aR)-4a-hydroxy-2,5,9,9-tetramethylhexahydro-8H-oxireno[2',3':1,7a]indeno[3a,4-b]furan-6(2H)-one
IUPAC Name (1S,4S,5S,8R,9R,11R)-5-hydroxy-4,8,12,12-tetramethyl-2,10-dioxatetracyclo[7.4.0.01,5.09,11]tridecan-3-one
Canonical SMILES CC1CCC2(C(C(=O)OC23C14C(O4)C(C3)(C)C)C)O
InChI InChI=1S/C15H22O4/c1-8-5-6-13(17)9(2)10(16)18-14(13)7-12(3,4)11-15(8,14)19-11/h8-9,11,17H,5-7H2,1-4H3/t8-,9-,11-,13+,14+,15-/m1/s1
InChI Key LLRILYDNXOIONB-PMKYJIPRSA-N
Appearance White Crystal
Antibiotic Activity Spectrum Neoplastics (Tumor)
Boiling Point 434.1°C at 760 mmHg
Melting Point 192-194°C
Density 1.26 g/cm3
Solubility Soluble in Chloroform
1. Antibiotics from basidiomycetes. XIII. The alliacols A and B from Marasmius alliaceus (Jacq. ex Fr.) Fr
T Anke, W H Watson, B M Giannetti, W Steglich J Antibiot (Tokyo). 1981 Oct;34(10):1271-7. doi: 10.7164/antibiotics.34.1271.
Two antimicrobial and cytotoxic metabolites were isolated from fermentation broth of Marasmius alliaceus. The structures of the two crystalline antibiotics, alliacols A (6) and B (1) were elucidated by spectroscopic methods and chemical correlation with alliacolide (3). The alliacols show weak antibacterial and antifungal activity. Both antibiotics strongly inhibit DNA synthesis in cells of the ascitic form of Ehrlich carcinoma at concentrations of 2 approximately 5 microgram/ml. Both alliacols A and B react with cysteine to form adducts with strongly reduced biological activities.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
g/mol
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