Saccharocarcin B
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Category | Antibiotics |
Catalog number | BBF-02641 |
CAS | 158475-33-3 |
Molecular Weight | 1254.54 |
Molecular Formula | C68H103NO20 |
Purity | >99% by HPLC |
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Description
An unusual tetronic acid structurally related to kijanimicin, chlorothricin, tetrocarcin and versipelostatin; has pronounced activity against gram positive bacteria and chlamydia trachomatis; inhibits transcription from the promoter of GRP78; appears to target the phosphatidylinositide-3-kinase/akt signalling pathway.
Specification
Synonyms | 10-[[4-(acetylamino)-2,4,6-trideoxy-3-C-methylhexopyranosyl]oxy]-4-[[O-2,6-dideoxyhexopyranosyl-(1→4)-O-2,6-dideoxy-3-O-(tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)hexopyranosyl-(1→4)-2,6-dideoxyhexopyranosyl]oxy]-2,3,4,4a,6a,9,10,12a,15,16,20a,20b-dodecahydro-21-hydroxy-1,3,7,9,11,20a-hexamethyl-15-propyl-18H-16a,19-metheno-16aH-benzo[b]naphth[2,1-j]oxacyclotetradecin-18,20(1H)-dione |
Storage | Store at -20°C |
IUPAC Name | N-[(2S,3S,4S,6R)-6-[[(1S,3R,6S,7E,9S,11E,13S,16S,17S,18S,20S,21R,22S,23E)-17-[(2S,4R,5R,6R)-5-[(2R,4R,5S,6R)-5-[(2R,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-[(2S,5R,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-23-hydroxy-8,10,12,18,20,22-hexamethyl-25,27-dioxo-3-propyl-26-oxapentacyclo[22.2.1.01,6.013,22.016,21]heptacosa-4,7,11,14,23-pentaen-9-yl]oxy]-4-hydroxy-2,4-dimethyloxan-3-yl]acetamide |
Canonical SMILES | CCCC1CC23C(C=C1)C=C(C(C(C=C(C4C=CC5C(C4(C(=C(C2=O)C(=O)O3)O)C)C(CC(C5OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)O)O)O)OC9CCC(C(O9)C)O)C)C)C)C)OC1CC(C(C(O1)C)NC(=O)C)(C)O)C |
InChI | InChI=1S/C68H103NO20/c1-15-16-42-17-18-43-25-35(6)58(88-54-30-66(13,78)62(40(11)83-54)69-41(12)70)33(4)23-31(2)45-20-19-44-56(67(45,14)63(75)55-64(76)68(43,29-42)89-65(55)77)32(3)24-34(5)59(44)85-53-28-49(84-50-22-21-46(71)36(7)79-50)61(39(10)82-53)87-52-27-48(73)60(38(9)81-52)86-51-26-47(72)57(74)37(8)80-51/h17-20,23,25,32-34,36-40,42-54,56-62,71-75,78H,15-16,21-22,24,26-30H2,1-14H3,(H,69,70)/b31-23+,35-25+,63-55+/t32-,33?,34-,36-,37+,38+,39+,40-,42-,43-,44-,45-,46+,47+,48+,49+,50-,51+,52+,53+,54-,56+,57+,58-,59-,60+,61+,62-,66-,67+,68-/m0/s1 |
InChI Key | WVWPUYZPOCJSRH-APOLWHJQSA-N |
Source | Amycolatopsis sp. |
Properties
Appearance | White Solid |
Antibiotic Activity Spectrum | Gram-positive bacteria |
Melting Point | 210°C |
Solubility | Soluble in ethanol, methanol, DMF or DMSO. Limited water solubility. |
Reference Reading
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Bio Calculators
* 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