Pneumocandin B0 information

Pneumocandin B₀
Names
	IUPAC name N-{(2R,6S,9S,11R,12R,14aS,15S,20S,23S,25aS)-20-[(1S)-3-Amino-1-hydroxy-3-oxopropyl]-23-[(1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-2,11,12,15-tetrahydroxy-6-[(1S)-1-hydroxyethyl]-5,8,14,19,22,25-hexaoxotetracosahydro-1H-dipyrrolo[2,1-c:2',1'-l] [1,4,7,10,13,16]hexaazacyclohenicosin-9-yl}-10,12-dimethyltetradecanamide
	Other names CHEMBL269311; 135575-42-7; Pneumocandin B0; Hydroxy Echinocandin; SCHEMBL8444763
Identifiers
CAS Number	135575-42-7 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL269311;
ChemSpider	17276932;
ECHA InfoCard	100.157.925
PubChem CID	5742645;
UNII	BA795CZ3I2 ;
	InChI InChI=1S/C50H80N8O17/c1-5-25(2)20-26(3)12-10-8-6-7-9-11-13-37(66)52-31-22-35(64)46(71)56-48(73)41-33(62)18-19-57(41)50(75)39(34(63)23-36(51)65)54-47(72)40(43(68)42(67)28-14-16-29(60)17-15-28)55-45(70)32-21-30(61)24-58(32)49(74)38(27(4)59)53-44(31)69/h14-17,25-27,30-35,38-43,46,59-64,67-68,71H,5-13,18-24H2,1-4H3,(H2,51,65)(H,52,66)(H,53,69)(H,54,72)(H,55,70)(H,56,73)/t25?,26?,27-,30-,31+,32+,33+,34-,35-,38+,39+,40+,41+,42+,43+,46-/m1/s1; Key: DQXPFAADCTZLNL-ZESADUFFSA-N;
	SMILES CCC(C)CC(C)CCCCCCCCC(=O)N[C@H]1C[C@H]([C@H](NC(=O)[C@@H]2[C@H](CCN2C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]3C[C@H](CN3C(=O)[C@@H](NC1=O)[C@@H](C)O)O)[C@@H]([C@H](C4=CC=C(C=C4)O)O)O)[C@@H](CC(=O)N)O)O)O)O;
Properties
Chemical formula	C50H80N8O17
Molar mass	1065.229 g·mol−1
Appearance	White crystalline powder
Density	1.411 g.cm−3
Solubility in water	Soluble in ethanol, methanol, DMF or DMSO. Limited water solubility.
Refractive index (nD)	1.629
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Pneumocandin B₀, also known as pneumocandin B0, pneumocandin B(0), and hydroxy echinocandin, is an organic chemical compound with the formula C₅₀H₈₀N₈O₁₇,^[1] produced by the fungus Glarea lozoyensis.

It is a strong antifungal and inhibits the synthesis of β-(1→3)-D-glucan, which is a fundamental component in most cell walls, like the Candida albicans membrane. This is a very important activity since there is an increase in the frequency of fungal infections, accompanied by an increase in the variety of opportunistic and pathogenic fungi such as Candida.

This compound is used to synthesize caspofungin.^[2]

Pneumocandin B₀ can be easily confused with pneumocandin B, although they have different side chains and residues.

^ "Pneumocandin Bo". Pubchem Open Chemistry Database. Retrieved 17 October 2015.
^ Bouffard, FA; Zambias, RA; Dropinski, JF; Balkovec, JM; Hammond, ML; Abruzzo, GK; Bartizal, KF; Marrinan, JA; Kurtz, MB (21 January 1994). "Synthesis and Antifungal Activity of Novel Cationic Pneumocandin Bo Derivatives". Journal of Medicinal Chemistry. 37 (2): 222–5. doi:10.1021/jm00028a003. PMID 8295208.

[1] "Pneumocandin Bo". Pubchem Open Chemistry Database. Retrieved 17 October 2015.

[2] Bouffard, FA; Zambias, RA; Dropinski, JF; Balkovec, JM; Hammond, ML; Abruzzo, GK; Bartizal, KF; Marrinan, JA; Kurtz, MB (21 January 1994). "Synthesis and Antifungal Activity of Novel Cationic Pneumocandin Bo Derivatives". Journal of Medicinal Chemistry. 37 (2): 222–5. doi:10.1021/jm00028a003. PMID 8295208.

Pneumocandin B0 information

and 2 Related for: Pneumocandin B0 information

Pneumocandin B0

Caspofungin