Proamanullin

Proamanullin

Names
Other names 2-L-Proline-3-isoleucine-alpha-amanitin
Identifiers
CAS Number	54532-46-6 Y
3D model (JSmol)	Interactive image
ChemSpider	48308194 N
PubChem CID	171350
CompTox Dashboard (EPA)	DTXSID501028141
InChI InChI=1S/C39H54N10O11S/c1-5-18(3)31-36(57)42-15-29(52)43-26-17-61(60)38-22(21-10-9-20(50)12-23(21)46-38)13-24(33(54)41-16-30(53)47-31)44-37(58)32(19(4)6-2)48-35(56)27-8-7-11-49(27)39(59)25(14-28(40)51)45-34(26)55/h9-10,12,18-19,24-27,31-32,46,50H,5-8,11,13-17H2,1-4H3,(H2,40,51)(H,41,54)(H,42,57)(H,43,52)(H,44,58)(H,45,55)(H,47,53)(H,48,56)/t18-,19-,24-,25-,26-,27-,31-,32-,61?/m0/s1 N Key: CTYHFRWAIRSHQT-YRDOMICZSA-N N InChI=1/C39H54N10O11S/c1-5-18(3)31-36(57)42-15-29(52)43-26-17-61(60)38-22(21-10-9-20(50)12-23(21)46-38)13-24(33(54)41-16-30(53)47-31)44-37(58)32(19(4)6-2)48-35(56)27-8-7-11-49(27)39(59)25(14-28(40)51)45-34(26)55/h9-10,12,18-19,24-27,31-32,46,50H,5-8,11,13-17H2,1-4H3,(H2,40,51)(H,41,54)(H,42,57)(H,43,52)(H,44,58)(H,45,55)(H,47,53)(H,48,56)/t18-,19-,24-,25-,26-,27-,31-,32-,61?/m0/s1 Key: CTYHFRWAIRSHQT-YRDOMICZBU
SMILES O=C(NCC(N[C@@](C(NCC(N[C@@H](C3)C(N[C@@H](CC(N)=O)C(N5[C@H]4CCC5)=O)=O)=O)=O)([H])[C@@H](C)CC)=O)[C@H](CC1=C(S3=O)NC2=C1C=CC(O)=C2)NC([C@@]([C@@H](C)CC)([H])N[C@@]4=O)=O
Properties
Chemical formula	C39H54N10O11S
Molar mass	870.97 g/mol
Appearance	Colorless, odorless
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Promanullin is a cyclic nonribosomal peptide. It is an amatoxin, all of which are found in the mushroom genus Amanita.

Toxicology

Like other amatoxins, proamanullin is an inhibitor of RNA polymerase II. Promanullin has a specific attraction to the enzyme RNA polymerase II. Upon ingestion, it binds to the RNA polymerase II enzyme, effectively causing cytolysis of hepatocytes (liver cells).^[1]

See also

• Mushroom poisoning

References

External links

• Amatoxins REVISED Archived 2009-01-13 at the Wayback Machine

• v
• t
• e

Poisonous Amanita mushrooms

Subgenus
Amanita

Amanita	Species A. albocreata A. crenulata A. farinosa A. frostiana A. gemmata A. ibotengutake A. multisquamosa A. muscaria A. pantherina A. porphyria A. regalis A. strobiliformis A. xanthocephala Compounds Toxins: Ibotenic Acid Muscimol Other compounds: Muscarine Muscazone Amavadine

Subgenus
Amanitina

Lepidella (=Saproamanita)	Species A. thiersii Compounds unknown toxin
Phalloideae	Species Destroying angels A. bisporigera A. exitialis A. magnivelaris A. ocreata A. verna A. virosa A. virosiformis Other members A. arocheae A. fuliginea A. fuligineoides A. pallidorosea A. phalloides A. rimosa A. subjunquillea Compounds Amatoxins Amanitins alpha- beta- gamma- epsilon- Amanullin Amanullinic acid Amaninamide Amanin Proamanullin Phallotoxins Phallacidin Phallacin Phallisacin Phallisin Phalloidin Phalloin Prophalloin Virotoxins Alaviroidin Viroisin Deoxoviroisin Viroidin Deoxoviroidin Other compounds Antamanide Phallolysin Toxophallin
Roanokenses	Species A. proxima A. smithiana A. sphaerobulbosa Compounds Allenic norleucine (2-amino-4,5-hexadienoic acid) Propargylglycine
Validae	Species A. rubescens (A. amerirubescens nom. prov.) Compounds Rubescenslysin