Neplanocin A
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Category | Antibiotics |
Catalog number | BBF-02600 |
CAS | 72877-50-0 |
Molecular Weight | 397.3 |
Molecular Formula | C20H24N2O2.2ClH |
Purity | ≥98% |
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Description
(−)-Neplanocin A potently and irreversibly inactivates SAH hydrolase (Ki = 8.39 nM). It has antitumor activity against mouse leukemia L1210 cells and broad-spectrum antiviral activity. Neplanocin A is more potent against vesicular stomatitis than the reversible SAH hydrolase inhibitor 3-deazaneplanocin (ID50 = 0.07 and 0.3 μg/ml, respectively).
Specification
Synonyms | Neplanocin A;72877-50-0;Neplanocin-A;(1s,2r,5r)-5-(6-amino-9h-purin-9-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol;(-)-Neplanocin A;A-11079-B1B;(1S,2R,5R)-5-(6-aminopurin-9-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol;CHEMBL8771;NPC-A;4-Cyclopentene-1,2-diol, 3-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)-, (1S,2R,3R)-;NEOPLANOCIN A;NSC 316458;-neplanocin A;(-)-9-(trans-2,trans-3-Dihydroxy-4-(hydroxymethyl)-cyclopent-4-enyl)-adenine;SCHEMBL10469277;DTXSID30993658;CHEBI:227034;BDBM50006222;CCG-208688;HY-130430;CS-0107829;Q27456496;5-(6-Amino-purin-9-yl)-3-hydroxymethyl-cyclopent-3-ene-1,2-diol;5-(6-Amino-9H-purin-9-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol;5-(6-Amino-purin-9-yl)-3-hydroxymethyl-cyclopent-3-ene-1,2-diol(NP-A);5-(6-Amino-purin-9-yl)-3-hydroxymethyl-cyclopent-3-ene-1,2-diol(NPA);(1S,2R,5R)-5-(6-Amino-purin-9-yl)-3-hydroxymethyl-cyclopent-3-ene-1,2-diol;(neplanocinA)5-(6-Amino-purin-9-yl)-3-hydroxymethyl-cyclopent-3-ene-1,2-diol;5-(6-Amino-purin-9-yl)-3-hydroxymethyl-cyclopent-3-ene-1,2-diol (Neplanocin A);5-(6-Amino-purin-9-yl)-3-hydroxymethyl-cyclopent-3-ene-1,2-diol (Neplonocin A);5-(6-Amino-purin-9-yl)-3-hydroxymethyl-cyclopent-3-ene-1,2-diol(neplanocin A); |
Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
IUPAC Name | (1S,2R,5R)-5-(6-aminopurin-9-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol |
Canonical SMILES | COC1=CC2=C(C=CN=C2C=C1)[C@H]([C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)O.Cl.Cl |
InChI | InChI=1S/C11H13N5O3/c12-10-7-11(14-3-13-10)16(4-15-7)6-1-5(2-17)8(18)9(6)19/h1,3-4,6,8-9,17-19H,2H2,(H2,12,13,14)/t6-,8-,9+/m1/s1 |
InChI Key | XUGWUUDOWNZAGW-VDAHYXPESA-N |
Properties
Appearance | Colorless Acicular Crystal |
Application | Antibiotics, Antineoplastic |
Antibiotic Activity Spectrum | neoplastics (Tumor); fungi; viruses |
Boiling Point | 632.6±65.0°C at 760 mmHg |
Melting Point | 220-227°C |
Density | 1.9±0.1 g/cm3 |
Solubility | Soluble in DMF, DMSO |
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