CHEBI:228289 - pachyaximine A

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name pachyaximine A
ChEBI ID CHEBI:228289
Definition A steroid alkaloid that is pregn-5-ene substituted by a methoxy group at position 3β, a methyl group at position 20S, and a dimethylamino group at position 21.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C24H41NO
Net Charge 0
Average Mass 359.598
Monoisotopic Mass 359.31881
InChI InChI=1S/C24H41NO/c1-16(25(4)5)20-9-10-21-19-8-7-17-15-18(26-6)11-13-23(17,2)22(19)12-14-24(20,21)3/h7,16,18-22H,8-15H2,1-6H3/t16-,18-,19-,20+,21-,22-,23-,24+/m0/s1
InChIKey ZTNBSFMIFOLVCM-MCTVSQGJSA-N
SMILES [H]C1(CCC2([H])C3([H])CC=C4CC(CCC4(C)C3([H])CCC12C)OC)C(C)N(C)C
Metabolite of Species Details
Sarcococca hookeriana (NCBI:txid153579) Found in Root (BTO:0001188). See: PubMed
Sarcococca saligna (NCBI:txid153583) Found in whole plant (BTO:0001461). See: PubMed
Pachysandra procumbens (NCBI:txid83909) 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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
EC 3.1.1.8 (cholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8).
EC 3.1.1.7 (acetylcholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
hepatoprotective agent
Any compound that is able to prevent damage to the liver.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing pachyaximine A (CHEBI:228289) has role antibacterial agent (CHEBI:33282)
pachyaximine A (CHEBI:228289) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
pachyaximine A (CHEBI:228289) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
pachyaximine A (CHEBI:228289) has role hepatoprotective agent (CHEBI:62868)
pachyaximine A (CHEBI:228289) has role immunosuppressive agent (CHEBI:35705)
pachyaximine A (CHEBI:228289) has role plant metabolite (CHEBI:76924)
pachyaximine A (CHEBI:228289) is a aza-steroid (CHEBI:35726)
pachyaximine A (CHEBI:228289) is a steroid alkaloid (CHEBI:26767)
pachyaximine A (CHEBI:228289) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
(20S)-3β-methoxy-N,N-dimethylpregn-5-en-20-amine
Synonyms Sources
(−)-pachyaximine A ChEBI
alkaloid-C ChEBI
pachyaximine-A ChEBI
Manual Xref Database
C00028789 KNApSAcK
View more database links
Registry Number Type Source
128255-08-3 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
15795993 PubMed citation Europe PMC
16431389 PubMed citation Europe PMC
28377714 PubMed citation Europe PMC
29762510 PubMed citation Europe PMC
9784163 PubMed citation Europe PMC
Last Modified
19 December 2023