Lovastatin
fo-4ea022a76e8d0690
Identity
- Type
- Neutral molecule
- CAS
- 75330-75-5
- EC
- 616-212-7
- 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.
Alternative labels
26- (+)-Mevinolin
- (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-(2-(2R,4R)-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthalenyl (S)-2-methyl-butyrate
- (1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate
- 2beta,6alpha-dimethyl-8alpha-(2-methyl-1-oxobutoxy)-mevinic acid lactone
- 6alpha-methylcompactin
- 6α-Methylcompactin
- Altocor
- Altoprev
- Antibiotic MB 530B
- Butanoic acid, 2-methyl-, (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl ester, (2S)-
- Butanoic acid, 2-methyl-, 1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthalenyl ester, [1S-[1α(R*),3α,7β,8β(2S*,4S*),8aβ]]-
- L 154803
- Lestric
- Lostatin
- Lovacard
- Lovalip
- Lovastatin lactone
- Lovex
- MeSH ID: D008148
- Mevacor
- Mevinacor
- Mevinolin
- Mevlor
- Monacolin K
- Monacolin K lactone
- Sivlor
Properties
| Property | Value |
|---|---|
| Elemental charge chemrof:elemental_charge | 0 |
| InChI2D key string chemrof:inchi2d_key_string | PCZOHLXUXFIOCF-BXMDZJJMSA-N |
| InChI2D string chemrof:inchi2d_string | InChI=1S/C24H36O5/c1-5-15(3)24(27)29-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-19-12-18(25)13-22(26)28-19/h6-7,10,14-16,18-21,23,25H,5,8-9,11-13H2,1-4H3/t14-,15-,16-,18+,19+,20-,21-,23-/m0/s1 |
| Isomeric SMILES string chemrof:isomeric_smiles_string | CC[C@H](C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@@H](O)CC(=O)O3)[C@H]21 |
| IUPAC name chemrof:IUPAC_name | (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-(2-(2R,4R)-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthalenyl (S)-2-methyl-butyrate |
| Molecular formula chemrof:molecular_formula | C24H36O5 |
| Molecular mass chemrof:molecular_mass | 404.547 |
| Monoisotopic mass chemrof:monoisotopic_mass | 404.25627, 404.256274 |
| SMILES string chemrof:smiles_string | CCC(C)C(=O)OC1CC(C)C=C2C=CC(C)C(CCC3CC(O)CC(=O)O3)C21 |
Known URLs
46Where 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 |
|---|---|---|
| beilstein | beilstein:3631989 | enrich_references.chebi_xrefs |
| CAS Common Chemistry | https://commonchemistry.cas.org/detail?cas_rn=75330-75-5 | enrich_references.chebi_xrefs |
| ChEBI | https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:40303 | enrich_references.chebi_id_link |
| chem.echa.europa.eu | https://chem.echa.europa.eu/100.115.931 | enrich_references.pubchem_identifier_url |
| chem.echa.europa.eu | https://chem.echa.europa.eu/100.221.293 | enrich_references.pubchem_identifier_url |
| chem.echa.europa.eu | https://chem.echa.europa.eu/100.256.073 | enrich_references.pubchem_identifier_url |
| comptox.epa.gov | https://comptox.epa.gov/dashboard/DTXSID5020784 | enrich_references.pubchem_identifier_url |
| DrugBank | https://go.drugbank.com/drugs/DB00227 | enrich_references.chebi_xrefs |
| drugbank.ca | https://www.drugbank.ca/drugs/DB00227 | enrich_references.pubchem_identifier_url |
| drugcentral | drugcentral:1612 | enrich_references.chebi_xrefs |
| drugcentral.org | https://drugcentral.org/drugcard/1612 | enrich_references.pubchem_identifier_url |
| dtp.cancer.gov | https://dtp.cancer.gov/dtpstandard/servlet/dwindex?searchtype=NSC&outputformat=html&searchlist=633781 | enrich_references.pubchem_identifier_url |
| dtp.cancer.gov | https://dtp.cancer.gov/dtpstandard/servlet/dwindex?searchtype=NSC&outputformat=html&searchlist=758662 | enrich_references.pubchem_identifier_url |
| dtp.cancer.gov | https://dtp.cancer.gov/dtpstandard/servlet/dwindex?searchtype=NSC&outputformat=html&searchlist=779704 | enrich_references.pubchem_identifier_url |
| ebi.ac.uk | https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL503 | enrich_references.pubchem_identifier_url |
| gsrs.ncats.nih.gov | https://gsrs.ncats.nih.gov/ginas/app/beta/substances/9LHU78OQFD | enrich_references.pubchem_identifier_url |
| HMDB | https://hmdb.ca/metabolites/HMDB0014372 | enrich_references.chebi_xrefs |
| jglobal.jst.go.jp | http://jglobal.jst.go.jp/en/redirect?Nikkaji_No=J22.276C | enrich_references.pubchem_identifier_url |
| KEGG | https://www.genome.jp/entry/C07074 | enrich_references.chebi_xrefs |
| KEGG | https://www.genome.jp/entry/D00359 | enrich_references.chebi_xrefs |
| kegg.jp | https://www.kegg.jp/entry/C07074 | enrich_references.pubchem_identifier_url |
| kegg.jp | https://www.kegg.jp/entry/D00359 | enrich_references.pubchem_identifier_url |
| knapsack | knapsack:C00000547 | enrich_references.chebi_xrefs |
| lincs.smallmolecule | lincs.smallmolecule:LSM-2189 | enrich_references.chebi_xrefs |
| metabolomicsworkbench.org | https://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=109902 | enrich_references.pubchem_identifier_url |
| metabolomicsworkbench.org | https://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=42629 | enrich_references.pubchem_identifier_url |
| ncithesaurus.nci.nih.gov | https://ncithesaurus.nci.nih.gov/ncitbrowser/ConceptReport.jsp?dictionary=NCI_Thesaurus&ns=ncit&code=C620 | enrich_references.pubchem_identifier_url |
| patent | patent:CN103172602 | enrich_references.chebi_xrefs |
| patent | patent:WO2013090461 | enrich_references.chebi_xrefs |
| pdb-ccd | pdb-ccd:803 | enrich_references.chebi_xrefs |
| pharmgkb.org | https://www.pharmgkb.org/chemical/PA450272 | enrich_references.pubchem_identifier_url |
| pharos.nih.gov | https://pharos.nih.gov/ligands/3ZS5RF3ZSR46 | enrich_references.pubchem_identifier_url |
| platform.opentargets.org | https://platform.opentargets.org/drug/CHEMBL503 | enrich_references.pubchem_identifier_url |
| PubChem | https://pubchem.ncbi.nlm.nih.gov/compound/53232 | enrich_references.pubchem_compound |
| PubChem | https://pubchem.ncbi.nlm.nih.gov/substance/?source=niaid&sourceid=059059 | enrich_references.pubchem_identifier_url |
| PubChem | https://pubchem.ncbi.nlm.nih.gov/substance/?source=niaid&sourceid=497636 | enrich_references.pubchem_identifier_url |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/11375168 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/11389707 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/11483865 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/18642339 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/24093797 | enrich_references.chebi_xrefs |
| PubMed | https://pubmed.ncbi.nlm.nih.gov/7720768 | enrich_references.chebi_xrefs |
| reaxys | reaxys:4720754 | enrich_references.chebi_xrefs |
| rxnav.nlm.nih.gov | https://rxnav.nlm.nih.gov/id/rxnorm/6472 | enrich_references.pubchem_identifier_url |
| wikidata.org | https://www.wikidata.org/wiki/Q417740 | enrich_references.pubchem_identifier_url |
| Wikipedia | https://en.wikipedia.org/wiki/Lovastatin | enrich_references.chebi_xrefs |
Elementary flows
13| Flow | Context | Source | Unit | CFs |
|---|---|---|---|---|
| 73ec6155-2278-44c9-9e8a-17eff6daecad | Environmental → Air → Aircraft cruise height | EF 3.1 | kg | 2 |
| ca658706-3fd7-4ab4-a64c-1e8db07a94e8 | Environmental → Air → Ground level → Urban (>1000 people/square mile) | EF 3.1 | kg | 2 |
| e5ac521c-e745-4767-b24c-ee0816893fc2 | Environmental → Air → Indoor | EF 3.1 | kg | 2 |
| 90292a68-f80c-44d5-aa6f-c4ac2e65924f | Environmental → Air → Long-term | EF 3.1 | kg | 0 |
| 613a5cae-3c20-4aa2-92b3-ad71e6b5cfd8 | Environmental → Air → Medium stack, <150 meters → Rural (<1000 people/square mile) | EF 3.1 | kg | 2 |
| df32db43-ac64-4238-94dc-1f8831c56b25 | Environmental → Air → Unknown | EF 3.1 | kg | 2 |
| 3bf6a4ab-8608-43a1-b9e3-9cab7ea35088 | Environmental → Ground → Agricultural | EF 3.1 | kg | 2 |
| 373c0897-d4d7-4302-a2cd-0768d49d5cc9 | Environmental → Ground → Non-agricultural | EF 3.1 | kg | 2 |
| 1990e8d1-e287-43bc-a4bb-c8f2a8e2ef54 | Environmental → Ground → Unknown | EF 3.1 | kg | 2 |
| f1edc305-5319-443e-9b9c-3293ec83694f | Environmental → Water → Long-term | EF 3.1 | kg | 0 |
| 41c96210-83f5-4d27-955b-8d8ae1b70ab1 | Environmental → Water → Ocean | EF 3.1 | kg | 2 |
| f86f0d2d-1099-4492-8b97-7ffcdc18a084 | Environmental → Water → Surface water | EF 3.1 | kg | 2 |
| 79479052-d7ba-4769-bdff-e26c5361af75 | Environmental → Water → Unknown | EF 3.1 | kg | 2 |
History
Everything that changed this substance (58 changes)
Full record
Flow object JSON
{
"flow_object_id": "fo-4ea022a76e8d0690",
"prefLabel": [
{
"@value": "Lovastatin",
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],
"altLabel": [
{
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},
{
"@value": "(1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-(2-(2R,4R)-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthalenyl (S)-2-methyl-butyrate",
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},
{
"@value": "(1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate",
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},
{
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{
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{
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},
{
"@value": "Altocor",
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},
{
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},
{
"@value": "Antibiotic MB 530B",
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},
{
"@value": "Butanoic acid, 2-methyl-, (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl ester, (2S)-",
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],
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}
},
{
"@value": "Butanoic acid, 2-methyl-, 1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthalenyl ester, [1S-[1α(R*),3α,7β,8β(2S*,4S*),8aβ]]-",
"@language": "en",
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],
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}
},
{
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],
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}
},
{
"@value": "Lestric",
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],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "Lostatin",
"@language": "en",
"@lang": "en",
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],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "Lovacard",
"@language": "en",
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],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "Lovalip",
"@language": "en",
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],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "Lovastatin lactone",
"@language": "en",
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],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "Lovex",
"@language": "en",
"@lang": "en",
"provenance": {
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"prov:hadPrimarySource": [
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],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "MeSH ID: D008148",
"@language": "en",
"@lang": "en",
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],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "Mevacor",
"@language": "en",
"@lang": "en",
"provenance": {
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}
},
{
"@value": "Mevinacor",
"@language": "en",
"@lang": "en",
"provenance": {
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],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "Mevinolin",
"@language": "en",
"@lang": "en",
"provenance": {
"prov:wasGeneratedBy": "chebi_altlabels",
"prov:wasAttributedTo": "consensus-flow-list",
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"prov:wasDerivedFrom": "chebi synonym match"
}
},
{
"@value": "Mevlor",
"@language": "en",
"@lang": "en",
"provenance": {
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"prov:hadPrimarySource": [
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],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "Monacolin K",
"@language": "en",
"@lang": "en",
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],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "Monacolin K lactone",
"@language": "en",
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"provenance": {
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],
"prov:wasDerivedFrom": "common chemistry CAS lookup"
}
},
{
"@value": "Sivlor",
"@language": "en",
"@lang": "en",
"provenance": {
"prov:wasGeneratedBy": "consensus_match",
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