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Substance Name: Forapin
RN: 20449-79-0
UNII: 24VT8NVE75
InChIKey: VDXZNPDIRNWWCW-JFTDCZMZSA-N

Note

  • Basic polypeptide from the venom of the honey bee (Apis mellifera). It contains 26 amino acids, has cytolytic properties, causes contracture of muscle, releases histamine, and disrupts surface tension, probably due to lysis of cell and mitochondrial membranes.

Molecular Formula

  • C131-H229-N39-O31

Molecular Weight

  • 2846.4921
 
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Names and Synonyms

Name of Substance

  • Forapin
  • Melitten

MeSH Heading

  • Melitten

Synonyms

  • Bee venom melittin
  • Forapin
  • Forapine
  • Honeybee melittin
  • L-Glutamamide, glycyl-L-isoleucylglycyl-L-alanyl-L-valyl-L-leucyl-L-lysyl-L-valyl-L-leucyl-L-threonyl-L-threonylglycyl-L-leucyl-L-prolyl-L-alanyl-L-leucyl-L-isoleucyl-L-seryl-L-tryptophyl-L-isoleucyl-L-lysyl-L-arginyl-L-lysyl-L-arginyl-L-glutaminyl-
  • Melittin (apis cerana)
  • Melittin I
  • UNII-24VT8NVE75

Systematic Names

  • Melittin (honeybee)
  • Melittin (major) (8CI)

Registry Numbers

CAS Registry Number

  • 20449-79-0

FDA UNII

  • 24VT8NVE75

Other Registry Number

  • 11030-50-5

System Generated Number

  • 0020449790

Structure Descriptors

InChI

1S/C131H229N39O31/c1-23-71(16)102(163-97(176)60-135)122(194)146-62-98(177)148-74(19)109(181)164-100(69(12)13)124(196)160-88(55-65(4)5)116(188)155-84(41-30-33-51-134)115(187)165-101(70(14)15)125(197)161-90(57-67(8)9)118(190)168-106(77(22)173)128(200)169-105(76(21)172)123(195)147-63-99(178)150-92(58-68(10)11)129(201)170-54-36-44-94(170)121(193)149-75(20)108(180)158-89(56-66(6)7)117(189)166-104(73(18)25-3)127(199)162-93(64-171)120(192)159-91(59-78-61-145-80-38-27-26-37-79(78)80)119(191)167-103(72(17)24-2)126(198)157-83(40-29-32-50-133)111(183)154-85(42-34-52-143-130(139)140)112(184)152-82(39-28-31-49-132)110(182)153-86(43-35-53-144-131(141)142)113(185)156-87(46-48-96(137)175)114(186)151-81(107(138)179)45-47-95(136)174/h26-27,37-38,61,65-77,81-94,100-106,145,171-173H,23-25,28-36,39-60,62-64,132-135H2,1-22H3,(H2,136,174)(H2,137,175)(H2,138,179)(H,146,194)(H,147,195)(H,148,177)(H,149,193)(H,150,178)(H,151,186)(H,152,184)(H,153,182)(H,154,183)(H,155,188)(H,156,185)(H,157,198)(H,158,180)(H,159,192)(H,160,196)(H,161,197)(H,162,199)(H,163,176)(H,164,181)(H,165,187)(H,166,189)(H,167,191)(H,168,190)(H,169,200)(H4,139,140,143)(H4,141,142,144)/t71-,72-,73-,74-,75-,76+,77+,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,100-,101-,102-,103-,104-,105-,106-/m0/s1

InChIKey

VDXZNPDIRNWWCW-JFTDCZMZSA-N

Smiles

CC[C@H](C)[C@H](NC(=O)CN)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc2c[nH]c3ccccc23)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCC(=O)N)C(=O)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intraperitoneal 2750ug/kg (2.75mg/kg)   Farmakologiya i Toksikologiya Vol. 37, Pg. 367, 1974.
mouse LD50 intraperitoneal 7400ug/kg (7.4mg/kg)   Farmakologiya i Toksikologiya Vol. 37, Pg. 367, 1974.
mouse LD50 intravenous 7040ug/kg (7.04mg/kg)   Farmakologiya i Toksikologiya Vol. 37, Pg. 367, 1974.
rat LD50 intraperitoneal 17700ug/kg (17.7mg/kg)   Farmakologiya i Toksikologiya Vol. 37, Pg. 367, 1974.
rat LDLo intravenous 1400ug/kg (1.4mg/kg)   Farmakologiya i Toksikologiya Vol. 37, Pg. 367, 1974.