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Lactucopicrin

PubChem CID: 174880

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Compound Synonyms Lactupicrin, Lactucopicrin, 65725-11-3, Lactopicrin, [(3aR,4S,9aS,9bR)-9-(hydroxymethyl)-6-methyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-(4-hydroxyphenyl)acetate, Benzeneacetic acid, 4-hydroxy-, 2,3,3a,4,5,7,9a,9b-octahydro-9-(hydroxymethyl)-6-methyl-3-methylene-2,7-dioxoazuleno(4,5-b)furan-4-yl ester, (3aR-(3aalpha,4alpha,9aalpha,9bbeta))-, Benzeneacetic acid, 4-hydroxy-,(3aR,4S,9aS,9bR)-2,3,3a,4,5,7,9a,9b-octahydro-9-(hydroxymethyl)-6-methyl-3-methylene-2,7-dioxoazuleno[4,5-b]furan-4-yl ester, C09490, MEGxp0_000597, ACon1_000375, ((3aR,4S,9aS,9bR)-9-(hydroxymethyl)-6-methyl-3-methylene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno(4,5-b)furan-4-yl) 2-(4-hydroxyphenyl)acetate, [(3aR,4S,9aS,9bR)-9-(hydroxymethyl)-6-methyl-3-methylene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-(4-hydroxyphenyl)acetate, 9-(Hydroxymethyl)-6-methyl-3-methylidene-2,7-dioxo-2H,3H,3ah,4H,5H,7H,9ah,9BH-azuleno(4,5-b)furan-4-yl 2-(4-hydroxyphenyl)acetic acid, 9-(Hydroxymethyl)-6-methyl-3-methylidene-2,7-dioxo-2H,3H,3ah,4H,5H,7H,9ah,9BH-azuleno[4,5-b]furan-4-yl 2-(4-hydroxyphenyl)acetic acid, Lactupicrin (Standard), CHEBI:6360, SCHEMBL14215977, CHEBI:90275, GTPL12499, HY-N8290R, DTXSID80984273, HY-N8290, AKOS040761962, NCGC00169137-01, DA-54767, MS-27071, CS-0142748, NS00094054, BRD-K08748182-001-01-9, Q27107162, 9-(Hydroxymethyl)-6-methyl-3-methylidene-2,7-dioxo-2,3,3a,4,5,7,9a,9b-octahydroazuleno[4,5-b]furan-4-yl (4-hydroxyphenyl)acetate
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 110.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CC1CCCCC1)CC1CCC2C(C)CCC2C2CC(C)C(C)C12
Np Classifier Class Guaiane sesquiterpenoids
Deep Smiles OCC=CC=O)C=CC)C[C@@H][C@@H][C@@H][C@@H]%107)OC=O)C5=C))))))OC=O)Ccccccc6))O
Heavy Atom Count 30.0
Classyfire Class Phenols
Scaffold Graph Node Level CC1C(O)OC2C3CCC(O)C3CCC(OC(O)CC3CCCCC3)C12
Classyfire Subclass 1-hydroxy-2-unsubstituted benzenoids
Isotope Atom Count 0.0
Molecular Complexity 844.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name [(3aR,4S,9aS,9bR)-9-(hydroxymethyl)-6-methyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-(4-hydroxyphenyl)acetate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Benzenoids
Xlogp 1.1
Gsk 4 400 Rule False
Molecular Formula C23H22O7
Scaffold Graph Node Bond Level C=C1C(=O)OC2C3C=CC(=O)C3=CCC(OC(=O)Cc3ccccc3)C12
Prediction Swissadme 1.0
Inchi Key UMVSOHBRAQTGQI-XGARDCMYSA-N
Silicos It Class Moderately soluble
Fcsp3 0.3478260869565217
Logs -3.096
Rotatable Bond Count 5.0
Logd 1.207
Synonyms lactucopicrin, lactupicrin
Esol Class Soluble
Functional Groups C=C1CCOC1=O, CC(=O)OC, CC1=CC(=O)C(=C(C)C)C1, CO, cO
Compound Name Lactucopicrin
Prediction Hob Swissadme 1.0
Exact Mass 410.137
Formal Charge 0.0
Monoisotopic Mass 410.137
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 410.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -2.8956164000000015
Inchi InChI=1S/C23H22O7/c1-11-7-17(29-18(27)8-13-3-5-15(25)6-4-13)20-12(2)23(28)30-22(20)21-14(10-24)9-16(26)19(11)21/h3-6,9,17,20-22,24-25H,2,7-8,10H2,1H3/t17-,20+,21-,22-/m0/s1
Smiles CC1=C2[C@@H]([C@@H]3[C@@H]([C@H](C1)OC(=O)CC4=CC=C(C=C4)O)C(=C)C(=O)O3)C(=CC2=O)CO
Nring 4.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Cichorium Intybus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Lactuca Sativa (Plant) Rel Props:Reference:https://doi.org/10.2174/0929867033456729
  • 3. Outgoing r'ship FOUND_IN to/from Lactuca Serriola (Plant) Rel Props:Reference:ISBN:9780387706375
  • 4. Outgoing r'ship FOUND_IN to/from Lactuca Virosa (Plant) Rel Props:Reference:ISBN:9780387706375