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(1'R,3R,3'R,3aR,7R,7'R,8aS,9'S,10'R)-12'-acetyl-10'-hydroxy-7,9'-dimethyl-4'-methylidene-6-[(E)-3-oxobut-1-enyl]spiro[4,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-3,13'-6,14-dioxatricyclo[8.4.0.03,7]tetradec-11-ene]-2,5'-dione

PubChem CID: 73348839

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Compound Synonyms CHEMBL2380790, BDBM50433450
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 116.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CCC3CCC4(CC3CC2C1C)C(C)CC1CCCCCC14
Deep Smiles CC=O)/C=C/C=CC[C@@H][C@H]C[C@H]7C)))OC=O)[C@@]5O[C@@H]C[C@H][C@@H]C[C@@H][C@]7C=C%11C=O)C))))O))C)))OC=O)C5=C
Heavy Atom Count 37.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1C(O)OC2CCC3CCC4(OC3CC21)C(O)OC1CCCCCC14
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 1180.0
Database Name imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Uniprot Id P01103
Iupac Name (1'R,3R,3'R,3aR,7R,7'R,8aS,9'S,10'R)-12'-acetyl-10'-hydroxy-7,9'-dimethyl-4'-methylidene-6-[(E)-3-oxobut-1-enyl]spiro[4,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-3,13'-6,14-dioxatricyclo[8.4.0.03,7]tetradec-11-ene]-2,5'-dione
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.2
Gsk 4 400 Rule False
Molecular Formula C29H34O8
Scaffold Graph Node Bond Level C=C1C(=O)OC2CCC3C=CC4(OC3CC12)C(=O)OC1CCC=CCC14
Inchi Key BGZGKGJBTWDZQU-PKNRYQKPSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms pungiolide a
Esol Class Moderately soluble
Functional Groups C=C1CCOC1=O, CC(=O)C(C)=CC, CC=C(C)/C=C/C(C)=O, CO, COC, COC(C)=O
Compound Name (1'R,3R,3'R,3aR,7R,7'R,8aS,9'S,10'R)-12'-acetyl-10'-hydroxy-7,9'-dimethyl-4'-methylidene-6-[(E)-3-oxobut-1-enyl]spiro[4,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-3,13'-6,14-dioxatricyclo[8.4.0.03,7]tetradec-11-ene]-2,5'-dione
Exact Mass 510.225
Formal Charge 0.0
Monoisotopic Mass 510.225
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 510.6
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C29H34O8/c1-14-10-24-21(9-8-19(14)7-6-16(3)30)29(27(33)36-24)22(18(5)31)13-28(34)15(2)11-23-20(12-25(28)37-29)17(4)26(32)35-23/h6-8,13-15,20-21,23-25,34H,4,9-12H2,1-3,5H3/b7-6+/t14-,15+,20-,21-,23-,24+,25-,28+,29-/m1/s1
Smiles C[C@@H]1C[C@H]2[C@@H](CC=C1/C=C/C(=O)C)[C@@]3(C(=C[C@@]4([C@H](C[C@@H]5[C@H](C[C@H]4O3)C(=C)C(=O)O5)C)O)C(=O)C)C(=O)O2
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule True