Bilobalide
PubChem CID: 73581
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| Compound Synonyms | Bilobalide, 33570-04-6, Bilobalid, (-)-Bilobalide, Bilobalide A, UNII-M81D2O8H7U, CHEBI:3103, M81D2O8H7U, DTXSID10873207, 4H,5aH,9H-Furo(2,3-b)furo(3',2':2,3)cyclopenta(1,2-c)furan-2,4,7(3H,8H)-trione, 9-(1,1-dimethylethyl)-10,10a-dihydro-8,9-dihydroxy-, (5aR-(3aS*,5aalpha,8beta,8aS*,9alpha,10aalpha))-, (1S,4R,7R,8S,9R,11S)-9-tert-butyl-7,9-dihydroxy-3,5,12-trioxatetracyclo[6.6.0.01,11.04,8]tetradecane-2,6,13-trione, (3aS,8R,8aS,9R,10aS)-9-tert-butyl-8,9-dihydroxydihydro-9H-furo[2,3-b]furo[3',2':2,3]cyclopenta[1,2-c]furan-2,4,7(3H,8H)-trione, 4H,5aH,9H-furo(2,3-b)furo(3',2':2,3)cyclopenta(1,2-c)furan-2,4,7(3H,8H)-trione, 9-(1,1-dimethylethyl)-10,10a-dihydro-8,9-dihydroxy-, (3aS,5aR,8R,8aS,9R,10aS)-, 4H,5aH,9H-Furo[2,3-b]furo[3',2':2,3]cyclopenta[1,2-c]furan-2,4,7(3H,8H)-trione, 9-(1,1-dimethylethyl)-10,10a-dihydro-8,9-dihydroxy-, (3aS,5aR,8R,8aS,9R,10aS)-, tert-butyl(dihydroxy)[?]trione, Bilobalide?, (3aS,8R,8aS,9R,10aS)-9-tert-butyl-8,9-dihydroxydihydro-9H-furo(2,3-b)furo(3',2':2,3)cyclopenta(1,2-c)furan-2,4,7(3H,8H)-trione, MFCD00132880, Bilobalide (Standard), (-)-Bilobalide from Ginkgo biloba leaves, BILOBALIDE [MI], BILOBALIDE [WHO-DD], MLS000563448, SCHEMBL285824, GTPL2366, CHEMBL1318117, HY-N0076R, DTXCID00820705, MOLPUWBMSBJXER-YDGSQGCISA-N, HMS2205O12, BCP28255, EX-A6793, HY-N0076, MFCD00238547, AKOS024282583, CCG-208160, CS-1517, FB65801, NCGC00142501-01, NCGC00142501-02, AS-17551, BILOBALIDE (CONSTITUENT OF GINKGO), SMR000232342, BILOBALIDE (CONSTITUENT OF GINKGO) [DSC], Q418459, SR-01000712074, SR-01000712074-4, (-)-Bilobalide from Ginkgo biloba leaves, >=93% (HPLC), (1S,4R,7R,8S,9R,11S)-9-tert-butyl-7,9-dihydroxy-3,5,12-trioxatetracyclo[6.6.0.0^{1,11}.0^{4,8}]tetradecane-2,6,13-trione, 4H,5aH,9H-Furo[2,3-b]furo[3',2':2,3]cyclopenta[1,2-c]furan-2,4,7(3H,8H)-trione, 9-(1,1-dimethylethyl)-10,10a-dihydro-8,9-dihydroxy-,(3aS,5aR,8R,8aS,9R,10aS)- |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 119.0 |
| Hydrogen Bond Donor Count | 2.0 |
| Pfizer 3 75 Rule | True |
| Scaffold Graph Level | CC1CC2CC(C)C34CC(C)CC3CCC24C1 |
| Deep Smiles | O=CO[C@@H][C@@]C5)C=O)O[C@H][C@]5[C@]C8)O)CC)C)C)))[C@@H]O)C=O)O5 |
| Heavy Atom Count | 23.0 |
| Classyfire Class | Prenol lipids |
| Scaffold Graph Node Level | OC1CC23CCC4OC(O)CC42C(O)OC3O1 |
| Classyfire Subclass | Terpene lactones |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 650.0 |
| Database Name | cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 6.0 |
| Uniprot Id | Q03164, Q16637, P10828, P16050, Q13951, P83916, O75496, P63092, Q9QUS1 |
| Iupac Name | (1S,4R,7R,8S,9R,11S)-9-tert-butyl-7,9-dihydroxy-3,5,12-trioxatetracyclo[6.6.0.01,11.04,8]tetradecane-2,6,13-trione |
| Prediction Hob | 1.0 |
| Veber Rule | True |
| Classyfire Superclass | Lipids and lipid-like molecules |
| Target Id | NPT93, NPT46, NPT792 |
| Xlogp | -0.3 |
| Gsk 4 400 Rule | True |
| Molecular Formula | C15H18O8 |
| Scaffold Graph Node Bond Level | O=C1CC23CCC4OC(=O)CC42C(=O)OC3O1 |
| Prediction Swissadme | 1.0 |
| Inchi Key | MOLPUWBMSBJXER-YDGSQGCISA-N |
| Silicos It Class | Soluble |
| Fcsp3 | 0.8 |
| Logs | -4.25 |
| Rotatable Bond Count | 1.0 |
| Logd | 0.224 |
| Synonyms | bilobalide |
| Esol Class | Very soluble |
| Functional Groups | CC(=O)OC, CO, O=C1CC2CC(=O)O[C@H]2O1 |
| Compound Name | Bilobalide |
| Prediction Hob Swissadme | 1.0 |
| Exact Mass | 326.1 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 326.1 |
| Hydrogen Bond Acceptor Count | 8.0 |
| Molecular Weight | 326.3 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 6.0 |
| Total Bond Stereocenter Count | 0.0 |
| Lipinski Rule Of 5 | True |
| Esol | -1.6269662 |
| Inchi | InChI=1S/C15H18O8/c1-12(2,3)14(20)4-6-13(5-7(16)21-6)10(19)23-11-15(13,14)8(17)9(18)22-11/h6,8,11,17,20H,4-5H2,1-3H3/t6-,8-,11-,13-,14+,15+/m0/s1 |
| Smiles | CC(C)(C)[C@@]1(C[C@H]2[C@@]3([C@]14[C@H](C(=O)O[C@H]4OC3=O)O)CC(=O)O2)O |
| Nring | 4.0 |
| Np Classifier Biosynthetic Pathway | Terpenoids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
- 1. Outgoing r'ship
FOUND_INto/from Ginkgo Biloba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 2. Outgoing r'ship
FOUND_INto/from Ginkgo Semen (Plant) Rel Props:Reference: - 3. Outgoing r'ship
FOUND_INto/from Ipomoea Biloba (Plant) Rel Props:Reference: - 4. Outgoing r'ship
FOUND_INto/from Magnolia Biloba (Plant) Rel Props:Reference: