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Substance Name: Neplanocin A
RN: 72877-50-0
InChIKey: XUGWUUDOWNZAGW-VDAHYXPESA-N

Note

  • Neplanocins are antitumor antibiotics & carbocyclic analogs of purine nucleosides from Ampullarilla regularis A11079; a potent inhibitor of S-adenosylhomocysteine hydrolase.

Molecular Formula

  • C11-H13-N5-O3

Molecular Weight

  • 263.256
 

Classification Codes

  • Anti-Infective Agents
  • Antibiotics, Antineoplastic
  • Antineoplastic Agents
  • Antiviral Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Mutation Data
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Names and Synonyms

Name of Substance

  • Neplanocin A

Synonyms

  • (-)-9-(trans-2,trans-3-Dihydroxy-4-(hydroxymethyl)-cyclopent-4-enyl)-adenine
  • A-11079-B1B
  • Neplanocin A
  • NPC-A
  • NSC 316458

Systematic Name

  • 4-Cyclopentene-1,2-diol, 3-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)-, (1S,2R,3R)-

Registry Numbers

CAS Registry Number

  • 72877-50-0

System Generated Number

  • 0072877500

Structure Descriptors

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

InChIKey

XUGWUUDOWNZAGW-VDAHYXPESA-N

Smiles

n1(c2c(c(N)ncn2)nc1)[C@@H]1C=C(CO)[C@H]([C@H]1O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 13700ug/kg (13.7mg/kg)   British UK Patent Application. Vol. #2021582,