Cicloheximide
fo-09324b9741ebbe88
Identity
- Type
- NeutralMolecule
- CAS
- 66-81-9
- EC
- 200-636-0
- Origin
- EF 3.1 hybrid_name_cas_v1
- Changes
- 58 across every transformer
Structure
This substance carries 2 candidate structures; the diagram is the first one RDKit could parse, not a settled answer.
What it is used for
2
Roles, not types. A substance bears as many as apply — sulfluramid is an
insecticide and an acaricide — and each is a class ChEBI curates, asserted
with ChEBI’s own has role. The narrow ones publish the broad
ones alongside them, so a substance filed as a herbicide is a pesticide
here too. See agricultural
chemicals for what the axis is and which classes are published.
| Role | Definition | Evidence |
|---|---|---|
| fungicide CHEBI:24127 | A substance used to destroy fungal pests. | ChEBI |
| pesticide CHEBI:25944 | Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. | ChEBI |
Alternative labels
30- (-)-Cycloheximide
- 2,6-Piperidinedione, 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]-
- 2,6-Piperidinedione, 4-[2-(3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]-, [1S-[1α(S*),3α,5β]]-
- 3-((R)-2-((1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)glutarimide
- 3-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]glutarimide
- 4-[(2R)-2-[(1S,3S,5S)-3,5-Dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]-2,6-piperidinedione
- 4-{(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl}piperidine-2,6-dione
- Acti-Aid
- Acti-dione
- Acti-dione BR
- Acti-dione PM
- Acti-dione TGF
- Actidion
- CHX
- cicloheximida
- cicloheximidum
- Cycloheximid
- Cycloheximide
- FT 3422-2
- Glutarimide, 3-[2-(3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]-
- l-Cycloheximide
- MeSH ID: D003513
- naramycin
- naramycin A
- Naramycin Microcapsule D 80
- Naramycin NM-MCU 80
- NM-MCD 80
- TZA
- Zykloheximid
- β-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]glutarimide
Properties
| Property | Value |
|---|---|
| Elemental charge chemrof:elemental_charge | 0 |
| InChI2D key string chemrof:inchi2d_key_string | YPHMISFOHDHNIV-FSZOTQKASA-N |
| InChI2D string chemrof:inchi2d_string | InChI=1S/C15H23NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h8-12,17H,3-7H2,1-2H3,(H,16,18,19), InChI=1S/C15H23NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h8-12,17H,3-7H2,1-2H3,(H,16,18,19)/t8-,9-,11-,12+/m0/s1 |
| Isomeric SMILES string chemrof:isomeric_smiles_string | C[C@@H]1C[C@@H]([C@H](O)CC2CC(=O)NC(=O)C2)C(=O)[C@@H](C)C1 |
| IUPAC name chemrof:IUPAC_name | 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxidanylidene-cyclohexyl]-2-oxidanyl-ethyl]piperidine-2,6-dione, 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxo-cyclohexyl]-2-hydroxy-ethyl]piperidine-2,6-dione, 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione, 4-[(2R)-2-hydroxy-2-[(1S,3S,5S)-2-keto-3,5-dimethyl-cyclohexyl]ethyl]piperidine-2,6-quinone |
| Molecular formula chemrof:molecular_formula | C15H23NO4 |
| Molecular mass chemrof:molecular_mass | 281.352 |
| Monoisotopic mass chemrof:monoisotopic_mass | 281.162708, 281.16271 |
| SMILES string chemrof:smiles_string | CC1CC(C)C(=O)C(C(O)CC2CC(=O)NC(=O)C2)C1 |
Known URLs
40Where else this substance is described. Collected while the pipeline resolved it — from ChEBI's cross-references, from PubChem's identifier list, and from the CAS number — so a link here is a record the merge actually read, not a search it suggests.
| Resource | URL | Recorded by |
|---|---|---|
| CAS Common Chemistry | https://commonchemistry.cas.org/detail?cas_rn=4630-75-5 | enrich_references.pubchem_identifier_url |
| CAS Common Chemistry | https://commonchemistry.cas.org/detail?cas_rn=66-81-9 | enrich_references.chebi_xrefs |
| ChEBI | https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:27641 | enrich_references.chebi_id_link |
| chem.echa.europa.eu | https://chem.echa.europa.eu/100.000.578 | enrich_references.pubchem_identifier_url |
| chemicalsafety.ilo.org | https://chemicalsafety.ilo.org/dyn/icsc/showcard.display?p_card_id=0244 | enrich_references.pubchem_identifier_url |
| comptox.epa.gov | https://comptox.epa.gov/dashboard/DTXSID6024882 | enrich_references.pubchem_identifier_url |
| drugbank.ca | https://www.drugbank.ca/drugs/DB20401 | enrich_references.pubchem_identifier_url |
| dtp.cancer.gov | https://dtp.cancer.gov/dtpstandard/servlet/dwindex?searchtype=NSC&outputformat=html&searchlist=185 | enrich_references.pubchem_identifier_url |
| dtp.cancer.gov | https://dtp.cancer.gov/dtpstandard/servlet/dwindex?searchtype=NSC&outputformat=html&searchlist=758187 | enrich_references.pubchem_identifier_url |
| ebi.ac.uk | https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL123292 | enrich_references.pubchem_identifier_url |
| gsrs.ncats.nih.gov | https://gsrs.ncats.nih.gov/ginas/app/beta/substances/98600C0908 | enrich_references.pubchem_identifier_url |
| jglobal.jst.go.jp | http://jglobal.jst.go.jp/en/redirect?Nikkaji_No=J107.994H | enrich_references.pubchem_identifier_url |
| KEGG | https://www.genome.jp/entry/C06685 | enrich_references.chebi_xrefs |
| KEGG | https://www.genome.jp/entry/D03625 | enrich_references.chebi_xrefs |
| kegg.jp | https://www.kegg.jp/entry/C06685 | enrich_references.pubchem_identifier_url |
| kegg.jp | https://www.kegg.jp/entry/D03625 | enrich_references.pubchem_identifier_url |
| knapsack | knapsack:C00047211 | enrich_references.chebi_xrefs |
| lincs.smallmolecule | lincs.smallmolecule:LSM-2791 | enrich_references.chebi_xrefs |
| metabolomicsworkbench.org | https://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=51400 | enrich_references.pubchem_identifier_url |
| ncithesaurus.nci.nih.gov | https://ncithesaurus.nci.nih.gov/ncitbrowser/ConceptReport.jsp?dictionary=NCI_Thesaurus&ns=ncit&code=C171712 | enrich_references.pubchem_identifier_url |
| pdb-ccd | pdb-ccd:3HE | enrich_references.chebi_xrefs |
| pharos.nih.gov | https://pharos.nih.gov/ligands/LJHWJX8XBGWD | enrich_references.pubchem_identifier_url |
| platform.opentargets.org | https://platform.opentargets.org/drug/CHEMBL123292 | enrich_references.pubchem_identifier_url |
| ppdb | ppdb:1680 | enrich_references.chebi_xrefs |
| PubChem | https://pubchem.ncbi.nlm.nih.gov/compound/6197 | enrich_references.pubchem_compound |
| PubChem | https://pubchem.ncbi.nlm.nih.gov/erg/#2588 | enrich_references.pubchem_identifier_url |
| PubChem | https://pubchem.ncbi.nlm.nih.gov/substance/?source=niaid&sourceid=004418 | enrich_references.pubchem_identifier_url |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/11972861 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/16659174 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/25209664 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/26715760 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/27192630 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/27665925 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/30154175 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/30916348 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/32299921 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/33101237 | enrich_references.chebi_xrefs |
| reaxys | reaxys:88868 | enrich_references.chebi_xrefs |
| wikidata.org | https://www.wikidata.org/wiki/Q412895 | enrich_references.pubchem_identifier_url |
| Wikipedia | https://en.wikipedia.org/wiki/Cycloheximide | enrich_references.chebi_xrefs |
Elementary flows
14| Flow | Context | Source | Unit | CFs |
|---|---|---|---|---|
| fae99b79-f756-47cc-908f-9bf6580d6323 | Environmental → Air → Aircraft cruise height | EF 3.1 | kg | 2 |
| 4b772060-55ef-48e4-b48a-fc7d00a11156 | Environmental → Air → Ground level → Urban (>1000 people/square mile) | EF 3.1 | kg | 2 |
| 504da22c-9ca7-4b77-a083-1a69b169e376 | Environmental → Air → Indoor | EF 3.1 | kg | 2 |
| ddfee235-3940-411a-84c1-024d4b0eefe9 | Environmental → Air → Long-term | EF 3.1 | kg | 0 |
| d13f1834-a929-4ac3-b17d-8fd7cb96f734 | Environmental → Air → Medium stack, <150 meters → Rural (<1000 people/square mile) | EF 3.1 | kg | 2 |
| 85e18293-860c-4b85-9874-042036dbc4ca | Environmental → Air → Unknown | EF 3.1 | kg | 2 |
| 858774c5-28e2-4c7c-874e-18d880790648 | Environmental → Ground → Agricultural | EF 3.1 | kg | 2 |
| 6d4c3bbe-0420-4bb7-86b4-1c48ab3b85c6 | Environmental → Ground → Non-agricultural | EF 3.1 | kg | 2 |
| c2bfbf9276c34444f0bafc26b09cff6eae0ad1e4 | Environmental → Ground → Silvicultural | ecoinvent algorithm addition | kg | 0 |
| 82a199c5-f8c7-4742-923d-5aad0cfd8dbd | Environmental → Ground → Unknown | EF 3.1 | kg | 2 |
| 8fc6e6d9-8d9b-41e4-bdb4-da255babe5f6 | Environmental → Water → Long-term | EF 3.1 | kg | 0 |
| 36ffeb6e-6510-446f-bece-5c88d8b96f71 | Environmental → Water → Ocean | EF 3.1 | kg | 2 |
| 0e461991-9889-4a2e-a0fd-d08dd7773318 | Environmental → Water → Surface water | EF 3.1 | kg | 2 |
| 288a11f1-8bfc-4664-9b05-514e16a844bd | Environmental → Water → Unknown | EF 3.1 | kg | 2 |
History
Everything that changed this substance (58 changes)
Full record
Flow object JSON
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{
"@value": "Glutarimide, 3-[2-(3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]-",
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{
"@value": "l-Cycloheximide",
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},
{
"@value": "naramycin",
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{
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{
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{
"@value": "Naramycin NM-MCU 80",
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