pavettamine (CHEBI:178009)

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ChEBI Name	pavettamine

ChEBI ID	CHEBI:178009

Definition	An aminoalcohol that is N¹-(5-aminopentyl)pentane-1,5-diamine substituted by hydroxy groups at positions 2, 2', 4 and 4' (the 2R,4S,2'R,4'S-stereoisomer). It is a toxin produced by several plant species and the casual agent of gousiekte (''quick'' disease).

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Mark Williams

Supplier Information

Download	Molfile XML SDF

Formula

C10H25N3O4

Net Charge

Average Mass

251.327

Monoisotopic Mass

251.18451

InChI

InChI=1S/C10H25N3O4/c11-3-7(14)1-9(16)5-13-6-10(17)2-8(15)4-12/h7-10,13-17H,1-6,11-12H2/t7-,8-,9+,10+/m0/s1

InChIKey

CVHXLYVSUFLGEI-AXTSPUMRSA-N

SMILES

NC[C@@H](O)C[C@@H](O)CNC[C@H](O)C[C@H](O)CN

Metabolite of Species	Details
Vangueria pygmaea (NCBI:txid164483)	Species also known as Pachystigma pygmaeum. See: PubMed
Psychotria punctata (NCBI:txid180039)	See: PubMed
Fadogia homblei (NCBI:txid980240)	See: PubMed
Pavetta harborii (NCBI:txid980241)	Found in leaf (BTO:0000713). See: PubMed
Pavetta schumanniana (NCBI:txid992771)	See: PubMed

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	phytotoxin Any toxin produced by a plant. protein synthesis inhibitor A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein. cardiotoxic agent A role played by a chemical compound exihibiting itself through the ability to induce damage to the heart and cardiomyocytes.

ChEBI Ontology
Outgoing	pavettamine (CHEBI:178009) has role cardiotoxic agent (CHEBI:50912) pavettamine (CHEBI:178009) has role phytotoxin (CHEBI:38231) pavettamine (CHEBI:178009) has role protein synthesis inhibitor (CHEBI:48001) pavettamine (CHEBI:178009) is a amino alcohol (CHEBI:22478) pavettamine (CHEBI:178009) is a primary amino compound (CHEBI:50994) pavettamine (CHEBI:178009) is a secondary alcohol (CHEBI:35681) pavettamine (CHEBI:178009) is a secondary amino compound (CHEBI:50995) pavettamine (CHEBI:178009) is a tetrol (CHEBI:33573) pavettamine (CHEBI:178009) is a triamine (CHEBI:38751) pavettamine (CHEBI:178009) is enantiomer of ent-pavettamine (CHEBI:178110)

Incoming	ent-pavettamine (CHEBI:178110) is enantiomer of pavettamine (CHEBI:178009)

IUPAC Name

(2R,4S,2'R,4'S)-1,1'-iminobis(5-aminopentane-2,4-diol)

Synonyms	Sources
(2R,4S,2'R,4'S)-1,1'-azanediylbis(5-aminopentane-2,4-diol)	IUPAC
pavetamine	ChEBI

Last Modified

08 September 2021

General Comment
2021-09-08	Relevant articles: https://doi.org/10.1016/j.tet.2010.01.043