BU-4794F

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Category Enzyme inhibitors
Catalog number BBF-02757
CAS 151013-36-4
Molecular Weight 854.93
Molecular Formula C45H58O16

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Description

It is produced by the strain of Gilmaniella sp. FA4459. The IC50 of beta-1,3-glucan synthase of Candida albicans A9540 was 0.25 μg/mL. BU-4794F had anti-yeast and Candida activities, and the MIC was 0.1-0.4 μg/mL.

Specification

Synonyms BU 4794F; Hexopyranoside, 3',4',5',6'-tetrahydro-3',5,7-trihydroxy-6'-(hydroxymethyl)-4'-[(7-hydroxy-1-oxo-2,4,8,10,12-hexadecapentaenyl)oxy]spiro[isobenzofuran-1(3H),2'-[2H]pyran]-5'-yl,6-(2,4,6-decatrienoate)
IUPAC Name [(3S,3'R,4'R)-5'-[(2S,3R,4S,5R)-6-[[(2E,4E,6E)-deca-2,4,6-trienoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3',4,6-trihydroxy-6'-(hydroxymethyl)spiro[1H-2-benzofuran-3,2'-oxane]-4'-yl] (2E,4E,8E,10E,12E)-7-hydroxyhexadeca-2,4,8,10,12-pentaenoate
Canonical SMILES CCCC=CC=CC=CC(CC=CC=CC(=O)OC1C(C(OC2(C1O)C3=C(CO2)C=C(C=C3O)O)CO)OC4C(C(C(C(O4)COC(=O)C=CC=CC=CCCC)O)O)O)O
InChI InChI=1S/C45H58O16/c1-3-5-7-9-11-13-16-20-30(47)21-17-15-19-23-36(51)59-42-41(33(26-46)61-45(43(42)55)37-29(27-57-45)24-31(48)25-32(37)49)60-44-40(54)39(53)38(52)34(58-44)28-56-35(50)22-18-14-12-10-8-6-4-2/h7-20,22-25,30,33-34,38-44,46-49,52-55H,3-6,21,26-28H2,1-2H3/b9-7+,10-8+,13-11+,14-12+,17-15+,20-16+,22-18+,23-19+/t30?,33?,34?,38-,39-,40+,41?,42-,43+,44-,45-/m0/s1
InChI Key JSBUKGAJQOVJAQ-OPRWIHDJSA-N

Properties

Appearance White Amorphous Powder
Antibiotic Activity Spectrum yeast
Boiling Point 1054.6°C at 760 mmHg
Melting Point 205-210°C
Density 1.37 g/cm3

Reference Reading

1. BU-4794F, a new beta-1,3-glucan synthase inhibitor
M Aoki, T Andoh, T Ueki, S Masuyoshi, K Sugawara, T Oki J Antibiot (Tokyo). 1993 Jun;46(6):952-60. doi: 10.7164/antibiotics.46.952.
New beta-1,3-glucan synthase inhibitor (BU-4794F) was isolated from the culture broth of Gilmaniella sp. FA4459. Structural studies indicated that it was a novel member of the papulacandin group of antibiotics.

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

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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