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[(1S)-2-[(1S,2S,4R,4aR,5S,8aR)-4,8-diacetyloxy-4a-(acetyloxymethyl)-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] 2-methylbutanoate

PubChem CID: 101370736

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 144.0
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC(CCC2CCCC3C2CCCC32CC2)C1
Np Classifier Class Colensane and Clerodane diterpenoids
Deep Smiles CCCC=O)O[C@H]C=CC=O)OC5)))))C[C@@]C)[C@@H]C)C[C@H][C@@][C@@H]6CCC[C@@]6CO3)))))OC=O)C)))))COC=O)C)))))OC=O)C)))))))))))C
Heavy Atom Count 42.0
Classyfire Class Carboxylic acids and derivatives
Scaffold Graph Node Level OC1CC(CCC2CCCC3C2CCCC32CO2)CO1
Classyfire Subclass Pentacarboxylic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 1150.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 7.0
Iupac Name [(1S)-2-[(1S,2S,4R,4aR,5S,8aR)-4,8-diacetyloxy-4a-(acetyloxymethyl)-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] 2-methylbutanoate
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Organic acids and derivatives
Xlogp 3.0
Gsk 4 400 Rule False
Molecular Formula C31H44O11
Scaffold Graph Node Bond Level O=C1C=C(CCC2CCCC3C2CCCC32CO2)CO1
Prediction Swissadme 0.0
Inchi Key JPFTWOXTEMZXOG-TZSZWNSHSA-N
Silicos It Class Moderately soluble
Fcsp3 0.7741935483870968
Logs -4.215
Rotatable Bond Count 14.0
Logd 2.723
Synonyms ajugamacrin b
Esol Class Moderately soluble
Functional Groups CC(=O)OC, CC1=CC(=O)OC1, COC(C)=O, C[C@]1(C)CO1
Compound Name [(1S)-2-[(1S,2S,4R,4aR,5S,8aR)-4,8-diacetyloxy-4a-(acetyloxymethyl)-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] 2-methylbutanoate
Prediction Hob Swissadme 0.0
Exact Mass 592.288
Formal Charge 0.0
Monoisotopic Mass 592.288
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 592.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Esol -4.480628400000002
Inchi InChI=1S/C31H44O11/c1-8-17(2)28(36)42-24(22-12-26(35)37-14-22)13-29(7)18(3)11-25(41-21(6)34)31(16-38-19(4)32)27(29)23(40-20(5)33)9-10-30(31)15-39-30/h12,17-18,23-25,27H,8-11,13-16H2,1-7H3/t17?,18-,23?,24-,25+,27+,29-,30+,31+/m0/s1
Smiles CCC(C)C(=O)O[C@@H](C[C@]1([C@H](C[C@H]([C@@]2([C@@H]1C(CC[C@@]23CO3)OC(=O)C)COC(=O)C)OC(=O)C)C)C)C4=CC(=O)OC4
Nring 4.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Diterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Ajuga Macrosperma (Plant) Rel Props:Reference:ISBN:9788185042145
  • 2. Outgoing r'ship FOUND_IN to/from Ajuga Taiwanensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all