NaturalProductMech

(S,S)-2,5-di-(p-hydroxybenzyl)piperazine

CHEBI:145895 EXACT SEEDED

A member of the class of piperazines that is piperazine in which the pro-S hydrogens at positions 2 and 5 have each been replaced by a p-hydroxybenzyl group.

Structure

Standard InChIKeyCMWOCHXOAOFYCY-HOTGVXAUSA-N
SMILESOC1=CC=C(C[C@H]2CN[C@@H](CC3=CC=C(O)C=C3)CN2)C=C1
Stereochemistryfully defined

Filing pathway

Alkaloids — computed by NPClassifier npclassifier.gnps2.org@2026-09-07, which is why it is pinned rather than recomputed. The gene cluster's asserted class is nrps, from MIBiG.

Producer organisms 1

A claim that this taxon makes the compound. The basis says what the evidence addressed — a knockout and a database assertion are not the same claim.

TaxonBasisClusterEvidence
Aspergillus flavus NRRL3357
NCBITaxon:332952
SOURCE_ASSERTION mibig:BGC0002167 PMID:23281040

Occurrences 0

None cited.

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0002167 Aspergillus flavus NRRL3357
NCBITaxon:332952
CLUSTER_UNSTATED genbank:CP059871.1

A locus claim and a taxon claim are different questions. Heterologous expression settles the first and leaves the second where the isolation report left it.

Open questions 1

name-disagreement — ChEBI calls this structure '(S,S)-2,5-di-(p-hydroxybenzyl)piperazine' and MIBiG calls it 'piperazine compound 1'. They share a Standard InChIKey, so if the names denote different compounds then one upstream record has the wrong structure. Check which.

Provenance

Source conceptSourceVersion
BGC0002167MIBIG2
CHEBI:145895CHEBI3-star

This page is generated from data/natural_products/alkaloids/s-s-2-5-di-p-hydroxybenzyl-piperazine.yaml, which is generated from the committed inventories. Neither is edited by hand.