Home › Entities › 4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione › lactucin

lactucin

chemical compound
Class type of: 4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione Q6469057

Facts

9 properties
Instance of
type of chemical entity
Subclass of
4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione
Canonical SMILES
CC1=C2C(C3C(C(C1)O)C(=C)C(=O)O3)C(=CC2=O)CO
Chemical formula
C₁₅H₁₆O₅
Found in taxon
Cichorium intybus, Ixeris chinensis, Picris hieracioides, Lactuca sativa, Launaea mucronata, Lactuca saligna, Lactuca serriola, Lactuca tatarica, Lactuca virosa, Crepidiastrum denticulatum, Lactuca quercina, Cichorium endivia
Has characteristic
bitterness
Isomeric SMILES
C=C1C(=O)O[C@@H]2[C@H]3C(CO)=CC(=O)C3=C(C)C[C@H](O)[C@@H]12
Mass
+276.099774
Stereoisomer of
4-epi-lactucin, (3aS,4R,9aS,9bR)-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione, (3aS,4R,9aR,9bS)-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione, (3aR,4S,9aR,9bR)-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione
🏷️ Also known as
en lactucin ar لاکتوسین fr Lactucine ja ラクチュシン zh 山萵苣素 zh 莴苣素
🔖 Identifiers · 20
CAS Registry Number
1891-29-8
ChEBI ID
6358
ChEMBL ID
CHEMBL521177
ChemSpider ID
717609
DSSTOX compound identifier
DTXCID001324308
DSSTox substance ID
DTXSID70894751
EC number
112-288-6
ECHA Substance Infocard ID
100.440.674
Freebase ID
/m/09w9vn
Human Metabolome Database ID
HMDB0035814
InChI
InChI=1S/C15H16O5/c1-6-3-9(17)12-7(2)15(19)20-14(12)13-8(5-16)4-10(18)11(6)13/h4,9,12-14,16-17H,2-3,5H2,1H3/t9-,12+,13-,14-/m0/s1
InChIKey
VJQAFLAZRVKAKM-VZLIPTOUSA-N
Show all 20 identifiers +8
KEGG ID
C09489
Microsoft Academic ID (discontinued)
2781067966
NMRShiftDB structure ID
20173378
Nikkaji ID
J336.202G
PubChem CID
442266
SureChEMBL ID
14215975
UNII
R6E2918904
UniChem compound ID
1074410

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🔗 Connections
Found in taxon 10
Lactuca sativa, Cichorium intybus, Cichorium endivia, Lactuca serriola, Lactuca virosa, Picris hieracioides, Lactuca tatarica, Lactuca saligna +2 more
Has characteristic 1
bitterness
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Summary

lactucin is a type of chemical entity[1]. lactucin is a type of 4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione[2].

Key Facts

  • Canonical SMILES: CC1=C2C(C3C(C(C1)O)C(=C)C(=O)O3)C(=CC2=O)CO[3]
  • Chemical formula: C₁₅H₁₆O₅[4]
  • Found in taxon: Cichorium intybus[5], Ixeris chinensis[6], Picris hieracioides[7], Lactuca sativa[8], Launaea mucronata[9], Lactuca saligna[10], Lactuca serriola[11], Lactuca tatarica[12], Lactuca virosa[13], Crepidiastrum denticulatum[14], Lactuca quercina[15], Cichorium endivia[16]
  • Has characteristic: bitterness[17]
  • Isomeric SMILES: C=C1C(=O)O[C@@H]2[C@H]3C(CO)=CC(=O)C3=C(C)CC@H[C@@H]12C@H[C@@H]12">[18]
  • Mass: 276.099774 dalton[19]
  • Stereoisomer of: 4-epi-lactucin[20], (3aS,4R,9aS,9bR)-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione[21], (3aS,4R,9aR,9bS)-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione[22], (3aR,4S,9aR,9bR)-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione[23]

References

Programmatic citations — every numbered marker resolves to a verifiable graph row below.

Direct Wikidata claims

  1. [3] ↑ . PubChem. Retrieved . wikidata.org.
  2. [4] ↑ . PubChem. Retrieved . wikidata.org.
  3. [2] ↑ . wikidata.org.
  4. [5] ↑ . Antimalarial activity of lactucin and lactucopicrin: sesquiterpene lactones isolated from Cichorium intybus L. wikidata.org.
  5. [6] ↑ . Two new sesquiterpene lactones from Ixeris chinensis.. wikidata.org.
  6. [7] ↑ . Sesquiterpene lactones from Picris hieracioides L. var. japonica Regel. I.. wikidata.org.
  7. [8] ↑ . Sesquiterpene lactones from Lactuca sativa. wikidata.org.
  8. [9] ↑ . 11β,13-Dihydrolactucin, a sesquiterpene lactone from Launaea mucronata. wikidata.org.
  9. [10] ↑ . A New Guaianolide Glycoside fromLactuca saligna. wikidata.org.
  10. [11] ↑ . A sesquiterpene ester from Lactuca serriola. wikidata.org.
  11. [12] ↑ . Guaianolides of Lactuca tatarica. wikidata.org.
  12. [13] ↑ . Biologically active preparations from Lactuca virosa L.. wikidata.org.
  13. [14] ↑ . A new guaiane sesquiterpene from Paraixeris pinnatipartita. wikidata.org.
  14. [15] ↑ . Sesquiterpene lactones from roots of Lactuca georgica. wikidata.org.
  15. [16] ↑ . Sesquiterpene lactones from Cichorium endivia L. and C. intybus L. and cytotoxic activity. wikidata.org.
  16. [17] ↑ . BitterDB. wikidata.org.
  17. [18] ↑ . wikidata.org.
  18. [19] ↑ . PubChem. Retrieved . wikidata.org.
  19. [20] ↑ . wikidata.org.
  20. [21] ↑ . wikidata.org.
  21. [22] ↑ . wikidata.org.
  22. [23] ↑ . wikidata.org.

Class ancestry

  1. [1] ↑ . Wikidata. wikidata.org.

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Use these citations when quoting this entity in research, articles, AI prompts, or wherever provenance matters. We aggregate Wikidata + Wikipedia + authoritative open-data sources; the stitched, scored, cross-referenced view is what 4ort.xyz contributes.

APA 4ort.xyz Knowledge Graph. (2026). lactucin. Retrieved November 6, 2026, from https://4ort.xyz/entity/lactucin
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BibTeX @misc{4ortxyz_lactucin_2026, author = {{4ort.xyz Knowledge Graph}}, title = {{lactucin}}, year = {2026}, url = {https://4ort.xyz/entity/lactucin}, note = {Accessed: 2026-11-06}}
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Edit History

Rolling log of changes to this entity's Wikidata record. Values shown reflect the current state of each edited property — follow the history link to see the precise diff for any edit.

  1. 20w ago · Nabbegat · 2026-06-19 view diff on Wikidata ↗
    Stereoisomer of → 4-epi-lactucin, (3aS,4R,9aS,9bR)-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-meth, (3aS,4R,9aR,9bS)-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-meth +1
    Instance of → type of chemical entity
    Has characteristic → bitterness
    Found in taxon → Cichorium intybus, Ixeris chinensis, Picris hieracioides +1
    + 2 other properties edited (see Wikidata diff for full list)
    "Changed [tr] labels, descriptions or aliases: QuickStatements 3.0 batch #37300"
Live feed via Wikidata EventStreams. New edits appear within minutes of being made on Wikidata.