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Substance Name: Apamin
RN: 24345-16-2
UNII: X644P85KUR
InChIKey: YVIIHEKJCKCXOB-STYWVVQQSA-N
Note
- A highly neurotoxic polypeptide from the venom of the honey bee (Apis mellifera). It consists of 18 amino acids with two disulfide bridges and causes hyperexcitability resulting in convulsions and respiratory paralysis.
Molecular Formula
- C79-H131-N31-O24-S4
Molecular Weight
- 2027.3609
Classification Code
- Drug / Therapeutic Agent
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Names and Synonyms
Name of Substance
- Apamin
MeSH Heading
- Apamin
Synonyms
- Apamin (reduced) cyclic (1-11),(3-15)-bis(disulfide)
- Apamine
- EINECS 246-182-7
- L-Histidinamide, L-cysteinyl-L-asparaginyl-L-cysteinyl-L-lysyl-L-alanyl-L-prolyl-L-alpha-glutamyl-L-threonyl-L-alanyl-L-leucyl-L-cysteinyl-L-alanyl-L-arginyl-L-arginyl-L-cysteinyl-L-glutaminyl-L-glutaminyl-, cyclic (1-11)(3-15)-bis(disulfide)
- Ro 23-6721
- UNII-X644P85KUR
Systematic Name
- Apamin
Registry Numbers
CAS Registry Number
- 24345-16-2
FDA UNII
- X644P85KUR
Other Registry Numbers
- 11049-84-6
- 16812-94-5
- 28883-82-1
- 30797-89-8
System Generated Number
- 0024345162
Structure Descriptors
InChI
1S/C79H131N31O24S4/c1-35(2)26-49-70(127)107-51-31-136-135-30-41(81)63(120)105-50(28-57(84)114)71(128)108-53(73(130)99-42(12-7-8-22-80)64(121)96-38(5)77(134)110-25-11-15-54(110)75(132)102-47(18-21-58(115)116)69(126)109-59(39(6)111)76(133)95-37(4)62(119)104-49)33-138-137-32-52(106-66(123)44(14-10-24-92-79(88)89)98-65(122)43(13-9-23-91-78(86)87)97-61(118)36(3)94-72(51)129)74(131)101-45(16-19-55(82)112)67(124)100-46(17-20-56(83)113)68(125)103-48(60(85)117)27-40-29-90-34-93-40/h29,34-39,41-54,59,111H,7-28,30-33,80-81H2,1-6H3,(H2,82,112)(H2,83,113)(H2,84,114)(H2,85,117)(H,90,93)(H,94,129)(H,95,133)(H,96,121)(H,97,118)(H,98,122)(H,99,130)(H,100,124)(H,101,131)(H,102,132)(H,103,125)(H,104,119)(H,105,120)(H,106,123)(H,107,127)(H,108,128)(H,109,126)(H,115,116)(H4,86,87,91)(H4,88,89,92)/t36-,37-,38-,39+,41-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,54-,59-/m0/s1InChIKey
YVIIHEKJCKCXOB-STYWVVQQSA-NSmiles
CC(C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intracrebral | 1800ng/kg (0.0018mg/kg) | Toxicon. Vol. 22, Pg. 308, 1984. | |
mouse | LD50 | intraperitoneal | 3800ug/kg (3.8mg/kg) | Toxicon. Vol. 22, Pg. 308, 1984. | |
mouse | LD50 | intravenous | 4mg/kg (4mg/kg) | BEHAVIORAL: EXCITEMENT BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) | Naunyn-Schmiedeberg's Archives of Pharmacology. Vol. 300, Pg. 189, 1977. |
mouse | LD50 | parenteral | 600mg/kg (600mg/kg) | Toxicon. Vol. 20, Pg. 157, 1982. | |
mouse | LD50 | subcutaneous | 2900ug/kg (2.9mg/kg) | BEHAVIORAL: ATAXIA | European Journal of Biochemistry. Vol. 56, Pg. 35, 1975. |