Arisostatin B

Arisostatin B

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Category Antibiotics
Catalog number BBF-00083
CAS 271574-42-6
Molecular Weight 1311.54
Molecular Formula C69H102N2O22

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Description

Arisostatin B is a Tetrocarcin antibiotic produced by Micromonospora sp. TP-A0316. It has anti-Gram-positive bacteria activity, anti-Bacillus subtilis and anti-tumor activity.

Specification

IUPAC Name [(2S,3S,4R,6R)-6-[[(1S,9S,11E,13S,16S,17S,18S,20S,21R,22S)-9-[(2R,4S,5S,6R)-4-amino-5-(methoxycarbonylamino)-4,6-dimethyloxan-2-yl]oxy-3-formyl-5,23-dihydroxy-8,12,18,20,22-pentamethyl-25,27-dioxo-26-oxapentacyclo[22.2.1.01,6.013,22.016,21]heptacosa-3,6,11,14,23-pentaen-17-yl]oxy]-4-[(2S,5R,6S)-5-[(2S,4R,5R,6S)-4-hydroxy-5-[(2S,5R,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-2-methyloxan-3-yl] 2-methylpropanoate
Canonical SMILES CC1CC(C(C2C1C3(C(C=C2)C(=CCC(C(C=C4C(C=C(CC45C(=O)C(=C3O)C(=O)O5)C=O)O)C)OC6CC(C(C(O6)C)NC(=O)OC)(C)N)C)C)OC7CC(C(C(O7)C)OC(=O)C(C)C)OC8CCC(C(O8)C)OC9CC(C(C(O9)C)OC1CCC(C(O1)C)O)O)C
InChI InChI=1S/C69H102N2O22/c1-31(2)64(78)92-60-39(10)85-54(27-50(60)89-51-22-20-49(37(8)83-51)88-53-26-47(75)59(38(9)84-53)90-52-21-18-45(73)36(7)82-52)91-58-35(6)23-34(5)57-42(58)16-17-43-32(3)15-19-48(87-55-29-67(12,70)61(40(11)86-55)71-66(80)81-14)33(4)24-44-46(74)25-41(30-72)28-69(44)63(77)56(65(79)93-69)62(76)68(43,57)13/h15-17,24-25,30-31,33-40,42-43,45-55,57-61,73-76H,18-23,26-29,70H2,1-14H3,(H,71,80)/b32-15+,44-24?,62-56?/t33?,34-,35-,36-,37-,38-,39-,40+,42-,43-,45+,46?,47+,48-,49+,50+,51-,52-,53-,54-,55-,57+,58-,59-,60-,61+,67-,68+,69-/m0/s1
InChI Key NDFMGYLWOZUNBC-VYCOSBPHSA-N

Properties

Appearance Colorless Powder
Antibiotic Activity Spectrum Gram-positive bacteria; neoplastics (Tumor)

Reference Reading

1. Arisostatins A and B, new members of tetrocarcin class of antibiotics from Micromonospora sp. TP-A0316. II. Structure determination
Y Igarashi, K Takagi, Y Kan, K Fujii, K Harada, T Furumai, T Oki J Antibiot (Tokyo). 2000 Mar;53(3):233-40. doi: 10.7164/antibiotics.53.233.
Structures of arisostatins A and B were determined by spectroscopic analyses. Arisostatins were found to be new analogs of tetrocarcin A and possess an iso-butanoyldigitoxose unit instead of the acetyldigitoxose one. NMR analyses of arisostatins and tetrocarcin A led to the revision of the anomeric configurations in the tetrasaccharide moiety of tetrocarcin A.
2. Arisostatins A and B, new members of tetrocarcin class of antibiotics from Micromonospora sp. TP-A0316. I. Taxonomy, fermentation, isolation and biological properties
T Furumai, K Takagi, Y Igarashi, N Saito, T Oki J Antibiot (Tokyo). 2000 Mar;53(3):227-32. doi: 10.7164/antibiotics.53.227.
Arisostatins A and B, new members of tetrocarcin class of antibiotics were isolated from the culture broth of an actinomycete strain. The producing strain, TP-A0316, was identified as Micromonospora sp. Arisostatins were obtained from the culture fluid by solvent extraction and chromatographic purification. They showed antibiotic activity against Gram-positive bacteria and antitumor activity.

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Bio Calculators

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L

* Our calculator is based on the following equation:
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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