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7-Aminocephalosporanic acid

UUID b2c3ec67-018c-40df-ae31-4dc0ef7e784b
Deprecated yes
Replaced By ab7e2f71-b51f-428f-8a70-b37eefb01b1d
Flow Object IDfo-974cb0b51538fa83
Source EF 3.1
Context Environmental → Ground → Unknown
CAS Numbers 957-68-6
EC Numbers 213-485-0
prefLabel
Language Value Provenance
en 7-Aminocephalosporanic acid
altLabel ⓘ
Language Value Provenance
en (6R,7R)-3-(acetoxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
en (7R)-7-Aminocephalosporanate
en 3-acetoxymethyl-7beta-amino-3,4-didehydrocepham-4-carboxylic acid
en 7-ACA
en 7-Aminocephalosporinic acid
en (6<em>R</em>,7<em>R</em>)-3-[(Acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
en (7<em>R</em>)-7-Aminocephalosporanic acid
en 3-(Acetoxymethyl)-7-aminocephem-4-carboxylic acid
en 3-Acetoxymethyl-7-aminoceph-3-em-4-carboxylic acid
en 3-Acetoxymethyl-7β-aminoceph-3-em-4-carboxylic acid
en 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-amino-8-oxo-, (6<em>R</em>,7<em>R</em>)-
en 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-amino-8-oxo-, (6<em>R</em>-<em>trans</em>)-
en 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-(hydroxymethyl)-8-oxo-, acetate (ester)
en 7-ACS
en 7-Amino-3-acetoxymethyl-3-cephem-4-carboxylic acid
en 7-Amino-3-acetoxymethyl-Δ<sup>3</sup>-cephem-4-carboxylic acid
en 7β-Amino-3-acetoxymethylcephemcarboxylic acid
en 7β-Aminocephalosporanic acid
en (6r,7r)-3-[(acetyloxy)methyl)]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid
Definitions
Language Value Provenance
en The α,β-unsaturated monocarboxylic acid that is the active nucleus for the synthesis of cephalosporins and intermediates.
References
Shared Properties
Predicate Value
Formal charge 0
InChIKey HSHGZXNAXBPPDL-HZGVNTEJSA-N
InChI InChI=1S/C10H12N2O5S/c1-4(13)17-2-5-3-18-9-6(11)8(14)12(9)7(5)10(15)16/h6,9H,2-3,11H2,1H3,(H,15,16)/t6-,9-/m1/s1
IUPAC name (6R,7R)-3-(acetoxymethyl)-7-amino-8-keto-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, (6R,7R)-3-(acetoxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, (6R,7R)-3-(acetyloxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, (6R,7R)-3-(acetyloxymethyl)-7-azanyl-8-oxidanylidene-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Molecular formula C10H12N2O5S
Molecular mass 272.282
Monoisotopic mass 272.04669
SMILES CC(=O)OCC1=C(N2C(C(C2=O)N)SC1)C(=O)O, CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)N)SC1)C(=O)O, [H][C@]12SCC(COC(C)=O)=C(C(=O)O)N1C(=O)[C@H]2N

Source List References

List Version Source Flow UUID Source Flow Name
EF 3.1 b2c3ec67-018c-40df-ae31-4dc0ef7e784b (6r,7r)-3-[(acetyloxy)methyl)]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Consolidated Field Provenance

0 total PROV activity record(s) for this flow.

Field Change Count Latest Time Transformers Latest Comment
altLabel 1 — consensus_match group_key=(6r,7r)-3-[(acetyloxy)methyl)]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid||dimension=Environmental > media=Air > strata=Ground level > population_density=Urban (>1000 people/square mile); cas=957-68-6; added Common Chemistry CAS names as altLabel: (6<em>R</em>,7<em>R</em>)-3-[(Acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, (7<em>R</em>)-7-Aminocephalosporanic acid, 3-(Acetoxymethyl)-7-aminocephem-4-carboxylic acid, 3-Acetoxymethyl-7-aminoceph-3-em-4-carboxylic acid, 3-Acetoxymethyl-7β-aminoceph-3-em-4-carboxylic acid, 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-amino-8-oxo-, (6<em>R</em>,7<em>R</em>)-, 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-amino-8-oxo-, (6<em>R</em>-<em>trans</em>)-, 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-(hydroxymethyl)-8-oxo-, acetate (ester), 7-ACS, 7-Amino-3-acetoxymethyl-3-cephem-4-carboxylic acid, 7-Amino-3-acetoxymethyl-Δ<sup>3</sup>-cephem-4-carboxylic acid, 7β-Amino-3-acetoxymethylcephemcarboxylic acid, 7β-Aminocephalosporanic acid; object_uuid=fo-974cb0b51538fa83
cas_match_labels 1 — consensus_match group_key=(6r,7r)-3-[(acetyloxy)methyl)]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid||dimension=Environmental > media=Air > strata=Ground level > population_density=Urban (>1000 people/square mile); group_sources=['chebi', 'ec_inventory']; cas_sources={'957-68-6': ['chebi', 'ec_inventory']}; assigned CAS labels from group consensus; object_uuid=fo-974cb0b51538fa83: {'957-68-6': 'exactMatch'}

Context Attributes

AttributeValue
dimensionEnvironmental
mediaGround
geographyUnknown

Consensus Changes

Field Old Value New Value Comment
altLabel [{'@value': '(6R,7R)-3-(acetoxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'chebi_altlabels', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['label:(6R,7R)-3-(acetoxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid', 'http://purl.obolibrary.org/obo/CHEBI_2255', 'EF 3.1'], 'prov:wasDerivedFrom': 'chebi synonym match'}}, {'@value': '(7R)-7-Aminocephalosporanate', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'chebi_altlabels', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['label:(7R)-7-Aminocephalosporanate', 'http://purl.obolibrary.org/obo/CHEBI_2255', 'EF 3.1'], 'prov:wasDerivedFrom': 'chebi synonym match'}}, {'@value': '3-acetoxymethyl-7beta-amino-3,4-didehydrocepham-4-carboxylic acid', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'chebi_altlabels', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['label:3-acetoxymethyl-7beta-amino-3,4-didehydrocepham-4-carboxylic acid', 'http://purl.obolibrary.org/obo/CHEBI_2255', 'EF 3.1'], 'prov:wasDerivedFrom': 'chebi synonym match'}}, {'@value': '7-ACA', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'chebi_altlabels', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['label:7-ACA', 'http://purl.obolibrary.org/obo/CHEBI_2255', 'EF 3.1'], 'prov:wasDerivedFrom': 'chebi synonym match'}}, {'@value': '7-Aminocephalosporanic acid', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'chebi_altlabels', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['label:7-Aminocephalosporanic acid', 'http://purl.obolibrary.org/obo/CHEBI_2255', 'EF 3.1'], 'prov:wasDerivedFrom': 'chebi synonym match'}}, {'@value': '7-Aminocephalosporinic acid', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'chebi_altlabels', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['label:7-Aminocephalosporinic acid', 'http://purl.obolibrary.org/obo/CHEBI_2255', 'EF 3.1'], 'prov:wasDerivedFrom': 'chebi synonym match'}}] [{'@value': '(6R,7R)-3-(acetoxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'chebi_altlabels', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['label:(6R,7R)-3-(acetoxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid', 'http://purl.obolibrary.org/obo/CHEBI_2255', 'EF 3.1'], 'prov:wasDerivedFrom': 'chebi synonym match'}}, {'@value': '(7R)-7-Aminocephalosporanate', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'chebi_altlabels', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['label:(7R)-7-Aminocephalosporanate', 'http://purl.obolibrary.org/obo/CHEBI_2255', 'EF 3.1'], 'prov:wasDerivedFrom': 'chebi synonym match'}}, {'@value': '3-acetoxymethyl-7beta-amino-3,4-didehydrocepham-4-carboxylic acid', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'chebi_altlabels', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['label:3-acetoxymethyl-7beta-amino-3,4-didehydrocepham-4-carboxylic acid', 'http://purl.obolibrary.org/obo/CHEBI_2255', 'EF 3.1'], 'prov:wasDerivedFrom': 'chebi synonym match'}}, {'@value': '7-ACA', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'chebi_altlabels', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['label:7-ACA', 'http://purl.obolibrary.org/obo/CHEBI_2255', 'EF 3.1'], 'prov:wasDerivedFrom': 'chebi synonym match'}}, {'@value': '7-Aminocephalosporanic acid', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'chebi_altlabels', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['label:7-Aminocephalosporanic acid', 'http://purl.obolibrary.org/obo/CHEBI_2255', 'EF 3.1'], 'prov:wasDerivedFrom': 'chebi synonym match'}}, {'@value': '7-Aminocephalosporinic acid', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'chebi_altlabels', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['label:7-Aminocephalosporinic acid', 'http://purl.obolibrary.org/obo/CHEBI_2255', 'EF 3.1'], 'prov:wasDerivedFrom': 'chebi synonym match'}}, {'@value': '(6<em>R</em>,7<em>R</em>)-3-[(Acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'consensus_match', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['CAS:957-68-6', 'https://commonchemistry.cas.org/detail?cas_rn=957-68-6'], 'prov:wasDerivedFrom': 'common chemistry CAS lookup'}}, {'@value': '(7<em>R</em>)-7-Aminocephalosporanic acid', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'consensus_match', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['CAS:957-68-6', 'https://commonchemistry.cas.org/detail?cas_rn=957-68-6'], 'prov:wasDerivedFrom': 'common chemistry CAS lookup'}}, {'@value': '3-(Acetoxymethyl)-7-aminocephem-4-carboxylic acid', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'consensus_match', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['CAS:957-68-6', 'https://commonchemistry.cas.org/detail?cas_rn=957-68-6'], 'prov:wasDerivedFrom': 'common chemistry CAS lookup'}}, {'@value': '3-Acetoxymethyl-7-aminoceph-3-em-4-carboxylic acid', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'consensus_match', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['CAS:957-68-6', 'https://commonchemistry.cas.org/detail?cas_rn=957-68-6'], 'prov:wasDerivedFrom': 'common chemistry CAS lookup'}}, {'@value': '3-Acetoxymethyl-7β-aminoceph-3-em-4-carboxylic acid', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'consensus_match', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['CAS:957-68-6', 'https://commonchemistry.cas.org/detail?cas_rn=957-68-6'], 'prov:wasDerivedFrom': 'common chemistry CAS lookup'}}, {'@value': '5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-amino-8-oxo-, (6<em>R</em>,7<em>R</em>)-', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'consensus_match', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['CAS:957-68-6', 'https://commonchemistry.cas.org/detail?cas_rn=957-68-6'], 'prov:wasDerivedFrom': 'common chemistry CAS lookup'}}, {'@value': '5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-amino-8-oxo-, (6<em>R</em>-<em>trans</em>)-', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'consensus_match', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['CAS:957-68-6', 'https://commonchemistry.cas.org/detail?cas_rn=957-68-6'], 'prov:wasDerivedFrom': 'common chemistry CAS lookup'}}, {'@value': '5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-(hydroxymethyl)-8-oxo-, acetate (ester)', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'consensus_match', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['CAS:957-68-6', 'https://commonchemistry.cas.org/detail?cas_rn=957-68-6'], 'prov:wasDerivedFrom': 'common chemistry CAS lookup'}}, {'@value': '7-ACS', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'consensus_match', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['CAS:957-68-6', 'https://commonchemistry.cas.org/detail?cas_rn=957-68-6'], 'prov:wasDerivedFrom': 'common chemistry CAS lookup'}}, {'@value': '7-Amino-3-acetoxymethyl-3-cephem-4-carboxylic acid', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'consensus_match', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['CAS:957-68-6', 'https://commonchemistry.cas.org/detail?cas_rn=957-68-6'], 'prov:wasDerivedFrom': 'common chemistry CAS lookup'}}, {'@value': '7-Amino-3-acetoxymethyl-Δ<sup>3</sup>-cephem-4-carboxylic acid', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'consensus_match', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['CAS:957-68-6', 'https://commonchemistry.cas.org/detail?cas_rn=957-68-6'], 'prov:wasDerivedFrom': 'common chemistry CAS lookup'}}, {'@value': '7β-Amino-3-acetoxymethylcephemcarboxylic acid', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'consensus_match', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['CAS:957-68-6', 'https://commonchemistry.cas.org/detail?cas_rn=957-68-6'], 'prov:wasDerivedFrom': 'common chemistry CAS lookup'}}, {'@value': '7β-Aminocephalosporanic acid', '@language': 'en', 'source': {'prov:wasGeneratedBy': 'consensus_match', 'prov:wasAttributedTo': 'consensus-flow-list', 'prov:hadPrimarySource': ['CAS:957-68-6', 'https://commonchemistry.cas.org/detail?cas_rn=957-68-6'], 'prov:wasDerivedFrom': 'common chemistry CAS lookup'}}] group_key=(6r,7r)-3-[(acetyloxy)methyl)]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid||dimension=Environmental > media=Air > strata=Ground level > population_density=Urban (>1000 people/square mile); cas=957-68-6; added Common Chemistry CAS names as altLabel: (6<em>R</em>,7<em>R</em>)-3-[(Acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, (7<em>R</em>)-7-Aminocephalosporanic acid, 3-(Acetoxymethyl)-7-aminocephem-4-carboxylic acid, 3-Acetoxymethyl-7-aminoceph-3-em-4-carboxylic acid, 3-Acetoxymethyl-7β-aminoceph-3-em-4-carboxylic acid, 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-amino-8-oxo-, (6<em>R</em>,7<em>R</em>)-, 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-amino-8-oxo-, (6<em>R</em>-<em>trans</em>)-, 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-(hydroxymethyl)-8-oxo-, acetate (ester), 7-ACS, 7-Amino-3-acetoxymethyl-3-cephem-4-carboxylic acid, 7-Amino-3-acetoxymethyl-Δ<sup>3</sup>-cephem-4-carboxylic acid, 7β-Amino-3-acetoxymethylcephemcarboxylic acid, 7β-Aminocephalosporanic acid; object_uuid=fo-974cb0b51538fa83
cas_match_labels None {'957-68-6': 'exactMatch'} group_key=(6r,7r)-3-[(acetyloxy)methyl)]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid||dimension=Environmental > media=Air > strata=Ground level > population_density=Urban (>1000 people/square mile); group_sources=['chebi', 'ec_inventory']; cas_sources={'957-68-6': ['chebi', 'ec_inventory']}; assigned CAS labels from group consensus; object_uuid=fo-974cb0b51538fa83: {'957-68-6': 'exactMatch'}

PROV-O Consensus Activity Trail

No PROV-O consensus activities found for this flow.

Full Flow JSON

{
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  "name": null,
  "cas_numbers": [
    "957-68-6"
  ],
  "ec_numbers": [
    "213-485-0"
  ],
  "context": {
    "dimension": "Environmental",
    "media": "Ground",
    "geography": "Unknown"
  },
  "general_comment": null,
  "synonyms": [],
  "unit": "kg",
  "lcia_methods": [
    {
      "method_uuid": "05316e7a-b254-4bea-9cf0-6bf33eb5c630",
      "name": "Ecotoxicity, freshwater",
      "methodology": "Environmental Footprint",
      "impact_category": "Aquatic eco-toxicity",
      "impact_indicator": "Comparative Toxic Unit for ecosystems (CTUe) ",
      "characterization_factor": 34.417
    },
    {
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      "name": "Ecotoxicity, freshwater_organics",
      "methodology": "Environmental Footprint",
      "impact_category": "Aquatic eco-toxicity",
      "impact_indicator": "Comparative Toxic Unit for ecosystems (CTUe) ",
      "characterization_factor": 34.417
    }
  ],
  "source": "EF 3.1",
  "identifier": "b2c3ec67-018c-40df-ae31-4dc0ef7e784b",
  "input_datasets": [
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  "source_refs": [
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      "source_metadata": {
        "input_file": "/home/cmutel/.local/share/consensus-flow-list/ef-31-flows.json",
        "input_dataset": "EF 3.1",
        "original_context": [
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          "Emissions to soil",
          "Emissions to soil, unspecified"
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  ],
  "prefLabel": [
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  "properties": {
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      "rdfs:label": "Molecular formula",
      "provenance": [
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    },
    "https://w3id.org/chemrof/smiles_string": {
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      "rdfs:label": "SMILES",
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    "https://w3id.org/chemrof/inchi2d_string": {
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