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Lantadene A

PubChem CID: 6436598

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Compound Synonyms Rehmannic acid, LANTADENE A, 467-81-2, HSDB 3503, 22-beta-Angeloyloxyoleanolic acid, 9SK62WCU1W, Olean-12-en-28-oic acid, 22beta-hydroxy-3-oxo-, 2-methylcrotonate, (Z)-, 22-((2-Methyl-1-oxo-2-butenyl)oxy)-3-oxo-olean-12-en-28-oic acid, 22-beta(Z)-, Olean-12-en-28-oic acid, 22-((2-methyl-1-oxo-2-butenyl)oxy)-3-oxo-, (22beta(Z))-, 22-((2-Methyl-1-oxo-2-butenyl)oxy)-3-oxo-olean-12-en-28-oic acid, (22beta), Olean-12-en-28-oic acid, 22-beta-hydroxy-3-oxo-, 2-methylcrotonate, (Z)-, (4R,4aS,6aR,6aS,6bR,8aR,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-4-[(Z)-2-methylbut-2-enoyl]oxy-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid, OLEAN-12-EN-28-OIC ACID, 22-(((2Z)-2-METHYL-1-OXO-2-BUTEN-1-YL)OXY)-3-OXO-, (22.BETA.)-, UNII-9SK62WCU1W, Rehmannicacid, (22beta)-22-(((2Z)-2-Methyl-1-oxo-2-buten-1-yl)oxy)-3-oxoolean-12-en-28-oic acid, (22beta)-22-[[(2Z)-2-Methyl-1-oxo-2-buten-1-yl]oxy]-3-oxoolean-12-en-28-oic acid, (4R,4aS,6aR,6aS,6bR,8aR,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-4-((Z)-2-methylbut-2-enoyl)oxy-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid, 22betaAngeloyloxyoleanolic acid, CHEMBL510691, DTXSID401139272, HY-N1521, AKOS040762278, FS-9303, CS-0017064, NS00094163, Q27273075, Olean12en28oic acid, 22betahydroxy3oxo, 2methylcrotonate, (Z), 22((2Methyl1oxo2butenyl)oxy)3oxoolean12en28oic acid, 22beta(Z), Olean12en28oic acid, 22((2methyl1oxo2butenyl)oxy)3oxo, (22beta(Z)), (22I(2))-22-[[(2Z)-2-Methyl-1-oxo-2-buten-1-yl]oxy]-3-oxoolean-12-en-28-oic acid, 22-((2-methyl-1-oxo-2-butenyl)oxy)-3-oxo-olean-12-en-28-oic acid, (22 beta), OLEAN-12-EN-28-OIC ACID, 22-BETA-HYDROXY-3-OXO, 2-METHYLCROTONATE, (Z)-, OLEAN-12-EN-28-OIC ACID, 22-(((2Z)-2-METHYL-1-OXO-2-BUTEN-1-YL)OXY)-3-OXO-, (22BETA)-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 80.7
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC2C(CCC3C2CCC2C4CCCCC4CCC23)C1
Np Classifier Class Oleanane triterpenoids
Deep Smiles C/C=CC=O)O[C@@H]CCC)C)C[C@@H][C@]6CC[C@@]C6=CC[C@H][C@@]6C)CC[C@@H][C@]6C)CCC=O)C6C)C))))))))))))))C))))C=O)O))))))))))/C
Heavy Atom Count 40.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CCC2C(CCC3C2CCC2C4CCCCC4CCC23)C1
Classyfire Subclass Triterpenoids
Isotope Atom Count 0.0
Molecular Complexity 1190.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 8.0
Uniprot Id n.a., Q07817, Q04206
Iupac Name (4R,4aS,6aR,6aS,6bR,8aR,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-4-[(Z)-2-methylbut-2-enoyl]oxy-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 7.8
Gsk 4 400 Rule False
Molecular Formula C35H52O5
Scaffold Graph Node Bond Level O=C1CCC2C(CCC3C4CCC5CCCCC5C4=CCC23)C1
Prediction Swissadme 0.0
Inchi Key KCLIRHUTOPOHKJ-LSZVMECJSA-N
Silicos It Class Poorly soluble
Fcsp3 0.8
Logs -5.373
Rotatable Bond Count 4.0
Logd 4.9
Synonyms 22β-angeloyloxy-3-oxo-olean-12-en-28-oic acid (lantadene a), lantadene a, lantadenes a
Esol Class Poorly soluble
Functional Groups C/C=C(/C)C(=O)OC, CC(=O)O, CC(C)=O, CC=C(C)C
Compound Name Lantadene A
Prediction Hob Swissadme 0.0
Exact Mass 552.381
Formal Charge 0.0
Monoisotopic Mass 552.381
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 552.8
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Esol -8.774185600000004
Inchi InChI=1S/C35H52O5/c1-10-21(2)28(37)40-27-20-30(3,4)19-23-22-11-12-25-32(7)15-14-26(36)31(5,6)24(32)13-16-34(25,9)33(22,8)17-18-35(23,27)29(38)39/h10-11,23-25,27H,12-20H2,1-9H3,(H,38,39)/b21-10-/t23-,24-,25+,27+,32-,33+,34+,35-/m0/s1
Smiles C/C=C(/C)\C(=O)O[C@@H]1CC(C[C@@H]2[C@]1(CC[C@@]3(C2=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CCC(=O)C5(C)C)C)C)C)C(=O)O)(C)C
Nring 5.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Cordia Multispicata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Euphorbia Pulcherrima (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Lannea Grandis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Lantana Camara (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Lycium Chinense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all