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Substance Name: Viriplanin A
RN: 106153-36-0
InChIKey: BYKZIESBUJUBPO-DQCTYACXSA-N

Note

  • An anthracycline antibiotic of the nogalamycin group; isolated from Ampullariella regularis; shows activity against Herpes simplex viruses; contains several sugar moieties.

Classification Code

  • Natural Product

Molecular Weight

  • 1658.7439
 
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Names and Synonyms

Name of Substance

  • Viriplanin A

Systematic Name

  • Viriplanin A

Registry Numbers

CAS Registry Number

  • 106153-36-0

System Generated Number

  • 0106153360

Structure Descriptors

InChI

1S/C80H111N3O34/c1-30(17-51(89)90)75(95)116-71-35(6)106-56(26-49(71)100-15)114-73-37(8)108-58(29-78(73,10)82-99)111-69-33(4)104-53(24-47(69)87)110-68-32(3)103-52(23-46(68)86)109-50-27-79(11,97)63(76(96)101-16)40-20-41-61(66(93)59(40)50)67(94)62-44(84)21-42-39(60(62)65(41)92)18-38-19-43(83(13)14)74(80(42,12)117-38)115-55-25-48(88)70(34(5)105-55)112-57-28-77(9,81-98)72(36(7)107-57)113-54-22-45(85)64(91)31(2)102-54/h17,20-21,31-38,43,45-50,52-58,63-64,68-74,84-88,91,93,97H,18-19,22-29H2,1-16H3,(H,89,90)/b30-17+/t31?,32?,33?,34?,35?,36?,37?,38-,43-,45?,46?,47?,48?,49?,50-,52?,53?,54?,55?,56?,57?,58?,63-,64?,68?,69?,70?,71?,72?,73?,74-,77?,78?,79+,80+/m0/s1

InChIKey

BYKZIESBUJUBPO-DQCTYACXSA-N

Smiles

[C@H]1([C@H](C[C@@H]2Cc3c([C@]1(O2)C)cc(c1c3C(=O)c2c(c(c3c(c2)[C@H]([C@](C[C@@H]3OC2OC(C(C(C2)O)OC2OC(C(C(C2)O)OC2OC(C(C(C2)(C)N=O)OC2OC(C(C(C2)OC)OC(=O)/C(=C/C(=O)O)C)C)C)C)C)(C)O)C(=O)OC)O)C1=O)O)N(C)C)OC1OC(C(C(C1)O)OC1CC(C(C(O1)C)OC1CC(C(C(O1)C)O)O)(C)N=O)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 2mg/kg (2mg/kg)   Journal of Antibiotics. Vol. 39, Pg. 1193, 1986.
mouse LD50 intravenous 1mg/kg (1mg/kg)   Journal of Antibiotics. Vol. 39, Pg. 1193, 1986.
mouse LD50 oral 100mg/kg (100mg/kg)   Journal of Antibiotics. Vol. 39, Pg. 1193, 1986.
mouse LD50 subcutaneous 1mg/kg (1mg/kg)   Journal of Antibiotics. Vol. 39, Pg. 1193, 1986.