4-Prenylphaseollidin
PubChem CID: 21141346
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| Compound Synonyms | 4-Prenylphaseollidin, CHEBI:65862, (6aR,11aR)-4,10-bis(3-methylbut-2-en-1-yl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol, (6aR,11aR-cis)-6a,11a-dihydro-4,10-bis(3-methyl-2-butenyl)-6H-benzofuro(3,2-c)(1)benzopyran-3,9-diol, CHEMBL564141, 4-(gamma,gamma-Dimethylallyl)-phaseollidin, Q27134354, (6aR,11aR)-4,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol |
|---|---|
| Topological Polar Surface Area | 58.9 |
| Hydrogen Bond Donor Count | 2.0 |
| Heavy Atom Count | 29.0 |
| Description | 4-(gamma,gamma-dimethylallyl)-phaseollidin, also known as 4-prenylphaseollidin, is a member of the class of compounds known as pterocarpans. Pterocarpans are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. 4-(gamma,gamma-dimethylallyl)-phaseollidin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 4-(gamma,gamma-dimethylallyl)-phaseollidin can be found in lima bean, which makes 4-(gamma,gamma-dimethylallyl)-phaseollidin a potential biomarker for the consumption of this food product. |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 633.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 2.0 |
| Iupac Name | (6aR,11aR)-4,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol |
| Prediction Hob | 1.0 |
| Class | Isoflavonoids |
| Xlogp | 6.1 |
| Superclass | Phenylpropanoids and polyketides |
| Subclass | Furanoisoflavonoids |
| Molecular Formula | C25H28O4 |
| Prediction Swissadme | 0.0 |
| Inchi Key | HOGHBEDTLGAJAS-CPJSRVTESA-N |
| Fcsp3 | 0.36 |
| Logs | -2.769 |
| Rotatable Bond Count | 4.0 |
| Logd | 4.473 |
| Synonyms | 4-(GAMMA,GAMMA-DIMETHYLALLYL)PHASEOLLIDIN, (6AR,11ar-cis)-6a,11a-dihydro-4,10-bis(3-methyl-2-butenyl)-6H-benzofuro(3,2-c)(1)benzopyran-3,9-diol, 4-Prenylphaseollidin, 4-(g,g-Dimethylallyl)-phaseollidin, 4-(Γ,γ-dimethylallyl)-phaseollidin |
| Compound Name | 4-Prenylphaseollidin |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 392.199 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 392.199 |
| Hydrogen Bond Acceptor Count | 4.0 |
| Molecular Weight | 392.5 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 2.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Esol | -6.183875896551724 |
| Inchi | InChI=1S/C25H28O4/c1-14(2)5-7-17-21(26)12-10-19-23(17)28-13-20-16-9-11-22(27)18(8-6-15(3)4)24(16)29-25(19)20/h5-6,9-12,20,25-27H,7-8,13H2,1-4H3/t20-,25-/m0/s1 |
| Smiles | CC(=CCC1=C(C=CC2=C1O[C@@H]3[C@H]2COC4=C3C=CC(=C4CC=C(C)C)O)O)C |
| Nring | 4.0 |
| Defined Bond Stereocenter Count | 0.0 |
| Taxonomy Direct Parent | Pterocarpans |
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FOUND_INto/from Acokanthera Oblongifolia (Plant) Rel Props:Reference: - 2. Outgoing r'ship
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FOUND_INto/from Arnica Longifolia (Plant) Rel Props:Reference: - 4. Outgoing r'ship
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FOUND_INto/from Asteracantha Longifolia (Plant) Rel Props:Reference: - 6. Outgoing r'ship
FOUND_INto/from Bassia Longifolia (Plant) Rel Props:Reference: - 7. Outgoing r'ship
FOUND_INto/from Berberis Floribunda (Plant) Rel Props:Reference: - 8. Outgoing r'ship
FOUND_INto/from Berchemia Floribunda (Plant) Rel Props:Reference: - 9. Outgoing r'ship
FOUND_INto/from Berkheya Zeyheri (Plant) Rel Props:Reference: - 10. Outgoing r'ship
FOUND_INto/from Blumea Membranacea (Plant) Rel Props:Reference: - 11. Outgoing r'ship
FOUND_INto/from Brickellia Longifolia (Plant) Rel Props:Reference: - 12. Outgoing r'ship
FOUND_INto/from Bulbinella Floribunda (Plant) Rel Props:Reference: - 13. Outgoing r'ship
FOUND_INto/from Cacalia Robusta (Plant) Rel Props:Reference: - 14. Outgoing r'ship
FOUND_INto/from Callicarpa Longifolia (Plant) Rel Props:Reference: - 15. Outgoing r'ship
FOUND_INto/from Calycopteris Floribunda (Plant) Rel Props:Reference: - 16. Outgoing r'ship
FOUND_INto/from Casearia Membranacea (Plant) Rel Props:Reference: - 17. Outgoing r'ship
FOUND_INto/from Cinchona Robusta (Plant) Rel Props:Reference: - 18. Outgoing r'ship
FOUND_INto/from Coelogyne Stricta (Plant) Rel Props:Reference: - 19. Outgoing r'ship
FOUND_INto/from Conyza Stricta (Plant) Rel Props:Reference: - 20. Outgoing r'ship
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FOUND_INto/from Dryobalanops Oblongifolia (Plant) Rel Props:Reference: - 28. Outgoing r'ship
FOUND_INto/from Embelia Oblongifolia (Plant) Rel Props:Reference: - 29. Outgoing r'ship
FOUND_INto/from Embelia Robusta (Plant) Rel Props:Reference: - 30. Outgoing r'ship
FOUND_INto/from Eria Floribunda (Plant) Rel Props:Reference: - 31. Outgoing r'ship
FOUND_INto/from Eria Robusta (Plant) Rel Props:Reference: - 32. Outgoing r'ship
FOUND_INto/from Erythrina Abyssinica (Plant) Rel Props:Reference: - 33. Outgoing r'ship
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FOUND_INto/from Erythrina Arborescens (Plant) Rel Props:Reference: - 35. Outgoing r'ship
FOUND_INto/from Erythrina Berteroana (Plant) Rel Props:Reference: - 36. Outgoing r'ship
FOUND_INto/from Erythrina Burttii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 37. Outgoing r'ship
FOUND_INto/from Erythrina Chiriquensis (Plant) Rel Props:Reference: - 38. Outgoing r'ship
FOUND_INto/from Erythrina Folkersii (Plant) Rel Props:Reference: - 39. Outgoing r'ship
FOUND_INto/from Erythrina Fusca (Plant) Rel Props:Reference: - 40. Outgoing r'ship
FOUND_INto/from Erythrina Glauca (Plant) Rel Props:Reference: - 41. Outgoing r'ship
FOUND_INto/from Erythrina Hypaphorus (Plant) Rel Props:Reference: - 42. Outgoing r'ship
FOUND_INto/from Erythrina Latissima (Plant) Rel Props:Reference: - 43. Outgoing r'ship
FOUND_INto/from Erythrina Lithosperma (Plant) Rel Props:Reference: - 44. Outgoing r'ship
FOUND_INto/from Erythrina Lysistemon (Plant) Rel Props:Reference: - 45. Outgoing r'ship
FOUND_INto/from Erythrina Melanacantha (Plant) Rel Props:Reference: - 46. Outgoing r'ship
FOUND_INto/from Erythrina Orientalis (Plant) Rel Props:Reference: - 47. Outgoing r'ship
FOUND_INto/from Erythrina Pallida (Plant) Rel Props:Reference: - 48. Outgoing r'ship
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FOUND_INto/from Erythrina Sacleuxii (Plant) Rel Props:Reference: - 51. Outgoing r'ship
FOUND_INto/from Erythrina Salviiflora (Plant) Rel Props:Reference: - 52. Outgoing r'ship
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FOUND_INto/from Erythrina Subumbrans (Plant) Rel Props:Source_db:npass_chem_all - 59. Outgoing r'ship
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FOUND_INto/from Erythrina Variegate (Plant) Rel Props:Reference: - 61. Outgoing r'ship
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FOUND_INto/from Grevillea Robusta (Plant) Rel Props:Reference: - 70. Outgoing r'ship
FOUND_INto/from Helichrysum Zeyheri (Plant) Rel Props:Reference: - 71. Outgoing r'ship
FOUND_INto/from Holarrhena Floribunda (Plant) Rel Props:Reference: - 72. Outgoing r'ship
FOUND_INto/from Holigarna Longifolia (Plant) Rel Props:Reference: - 73. Outgoing r'ship
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FOUND_INto/from Hymenaea Oblongifolia (Plant) Rel Props:Reference: - 75. Outgoing r'ship
FOUND_INto/from Indigofera Arrecta (Plant) Rel Props:Reference: - 76. Outgoing r'ship
FOUND_INto/from Indigofera Aspalathoides (Plant) Rel Props:Reference: - 77. Outgoing r'ship
FOUND_INto/from Indigofera Astragalina (Plant) Rel Props:Reference: - 78. Outgoing r'ship
FOUND_INto/from Indigofera Caerulea (Plant) Rel Props:Reference: - 79. Outgoing r'ship
FOUND_INto/from Indigofera Cassioides (Plant) Rel Props:Reference: - 80. Outgoing r'ship
FOUND_INto/from Indigofera Cordifolia (Plant) Rel Props:Reference: - 81. Outgoing r'ship
FOUND_INto/from Indigofera Ennaephylla (Plant) Rel Props:Reference: - 82. Outgoing r'ship
FOUND_INto/from Indigofera Galegoides (Plant) Rel Props:Reference: - 83. Outgoing r'ship
FOUND_INto/from Indigofera Glabra (Plant) Rel Props:Reference: - 84. Outgoing r'ship
FOUND_INto/from Indigofera Hebepetala (Plant) Rel Props:Reference: - 85. Outgoing r'ship
FOUND_INto/from Indigofera Heterantha (Plant) Rel Props:Reference: - 86. Outgoing r'ship
FOUND_INto/from Indigofera Hirsuta (Plant) Rel Props:Reference: - 87. Outgoing r'ship
FOUND_INto/from Indigofera Hochstetteri (Plant) Rel Props:Reference: - 88. Outgoing r'ship
FOUND_INto/from Indigofera Ioides (Plant) Rel Props:Reference: - 89. Outgoing r'ship
FOUND_INto/from Indigofera Linifolia (Plant) Rel Props:Reference: - 90. Outgoing r'ship
FOUND_INto/from Indigofera Linnaei (Plant) Rel Props:Reference: - 91. Outgoing r'ship
FOUND_INto/from Indigofera Longiracemosa (Plant) Rel Props:Reference: - 92. Outgoing r'ship
FOUND_INto/from Indigofera Mysorensis (Plant) Rel Props:Reference: - 93. Outgoing r'ship
FOUND_INto/from Indigofera Nummulariifolia (Plant) Rel Props:Reference: - 94. Outgoing r'ship
FOUND_INto/from Indigofera Oblongifolia (Plant) Rel Props:Source_db:npass_chem_all - 95. Outgoing r'ship
FOUND_INto/from Indigofera Spicata (Plant) Rel Props:Reference: - 96. Outgoing r'ship
FOUND_INto/from Indigofera Suffruticosa (Plant) Rel Props:Reference: - 97. Outgoing r'ship
FOUND_INto/from Indigofera Tinctoria (Plant) Rel Props:Reference: - 98. Outgoing r'ship
FOUND_INto/from Indigofera Uniflora (Plant) Rel Props:Reference: - 99. Outgoing r'ship
FOUND_INto/from Indigofera Wightii (Plant) Rel Props:Reference: - 100. Outgoing r'ship
FOUND_INto/from Ledebouria Floribunda (Plant) Rel Props:Reference: - 101. Outgoing r'ship
FOUND_INto/from Leea Robusta (Plant) Rel Props:Reference: - 102. Outgoing r'ship
FOUND_INto/from Lespedeza Bicolor (Plant) Rel Props:Reference: - 103. Outgoing r'ship
FOUND_INto/from Lespedeza Cuneata (Plant) Rel Props:Reference: - 104. Outgoing r'ship
FOUND_INto/from Lespedeza Cyrtobotrya (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 105. Outgoing r'ship
FOUND_INto/from Lespedeza Davidii (Plant) Rel Props:Reference: - 106. Outgoing r'ship
FOUND_INto/from Lespedeza Floribunda (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 107. Outgoing r'ship
FOUND_INto/from Lespedeza Homoloba (Plant) Rel Props:Reference: - 108. Outgoing r'ship
FOUND_INto/from Lespedeza Juncea (Plant) Rel Props:Reference: - 109. Outgoing r'ship
FOUND_INto/from Lespedeza Maximowiczi (Plant) Rel Props:Reference: - 110. Outgoing r'ship
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FOUND_INto/from Maackia Floribunda (Plant) Rel Props:Reference: - 114. Outgoing r'ship
FOUND_INto/from Machilus Robusta (Plant) Rel Props:Reference: - 115. Outgoing r'ship
FOUND_INto/from Madhuca Longifolia (Plant) Rel Props:Reference: - 116. Outgoing r'ship
FOUND_INto/from Maerua Oblongifolia (Plant) Rel Props:Reference: - 117. Outgoing r'ship
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FOUND_INto/from Mentha Longifolia (Plant) Rel Props:Reference: - 119. Outgoing r'ship
FOUND_INto/from Michelia Longifolia (Plant) Rel Props:Reference: - 120. Outgoing r'ship
FOUND_INto/from Mikania Oblongifolia (Plant) Rel Props:Reference: - 121. Outgoing r'ship
FOUND_INto/from Mollugo Stricta (Plant) Rel Props:Reference: - 122. Outgoing r'ship
FOUND_INto/from Morina Longifolia (Plant) Rel Props:Reference: - 123. Outgoing r'ship
FOUND_INto/from Mycetia Longifolia (Plant) Rel Props:Reference: - 124. Outgoing r'ship
FOUND_INto/from Opuntia Stricta (Plant) Rel Props:Reference: - 125. Outgoing r'ship
FOUND_INto/from Pajanelia Longifolia (Plant) Rel Props:Reference: - 126. Outgoing r'ship
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FOUND_INto/from Pandanus Thwaitesii (Plant) Rel Props:Reference: - 134. Outgoing r'ship
FOUND_INto/from Phaseolus Lunatus (Plant) Rel Props:Source_db:fooddb_chem_all - 135. Outgoing r'ship
FOUND_INto/from Physalis Longifolia (Plant) Rel Props:Reference: - 136. Outgoing r'ship
FOUND_INto/from Pinalia Stricta (Plant) Rel Props:Reference: - 137. Outgoing r'ship
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FOUND_INto/from Polyalthia Longifolia (Plant) Rel Props:Reference: - 139. Outgoing r'ship
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FOUND_INto/from Polythia Longifolia (Plant) Rel Props:Reference: - 141. Outgoing r'ship
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FOUND_INto/from Spirotropis Longifolia (Plant) Rel Props:Reference: - 147. Outgoing r'ship
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FOUND_INto/from Teucrium Betonicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 150. Outgoing r'ship
FOUND_INto/from Teucrium Bidentatum (Plant) Rel Props:Reference: - 151. Outgoing r'ship
FOUND_INto/from Teucrium Chamaedrys (Plant) Rel Props:Reference: - 152. Outgoing r'ship
FOUND_INto/from Teucrium Cossonii (Plant) Rel Props:Reference: - 153. Outgoing r'ship
FOUND_INto/from Teucrium Depressum (Plant) Rel Props:Reference: - 154. Outgoing r'ship
FOUND_INto/from Teucrium Fragile (Plant) Rel Props:Reference: - 155. Outgoing r'ship
FOUND_INto/from Teucrium Fruticans (Plant) Rel Props:Reference: - 156. Outgoing r'ship
FOUND_INto/from Teucrium Heterophyllum (Plant) Rel Props:Reference: - 157. Outgoing r'ship
FOUND_INto/from Teucrium Lanigerum (Plant) Rel Props:Reference: - 158. Outgoing r'ship
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FOUND_INto/from Teucrium Marum (Plant) Rel Props:Reference: - 160. Outgoing r'ship
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FOUND_INto/from Teucrium Nuchense (Plant) Rel Props:Reference: - 162. Outgoing r'ship
FOUND_INto/from Teucrium Orientale (Plant) Rel Props:Reference: - 163. Outgoing r'ship
FOUND_INto/from Teucrium Oxylepis (Plant) Rel Props:Reference: - 164. Outgoing r'ship
FOUND_INto/from Teucrium Pernyi (Plant) Rel Props:Reference: - 165. Outgoing r'ship
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FOUND_INto/from Teucrium Pilosum (Plant) Rel Props:Reference: - 167. Outgoing r'ship
FOUND_INto/from Teucrium Polium (Plant) Rel Props:Reference: - 168. Outgoing r'ship
FOUND_INto/from Teucrium Quadrifarium (Plant) Rel Props:Reference: - 169. Outgoing r'ship
FOUND_INto/from Teucrium Scordium (Plant) Rel Props:Reference: - 170. Outgoing r'ship
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FOUND_INto/from Toddalia Floribunda (Plant) Rel Props:Reference: - 174. Outgoing r'ship
FOUND_INto/from Turraea Floribunda (Plant) Rel Props:Reference: - 175. Outgoing r'ship
FOUND_INto/from Tylophora Floribunda (Plant) Rel Props:Reference: - 176. Outgoing r'ship
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FOUND_INto/from Veronica Longifolia (Plant) Rel Props:Reference: - 178. Outgoing r'ship
FOUND_INto/from Veronica Stricta (Plant) Rel Props:Reference: - 179. Outgoing r'ship
FOUND_INto/from Viguiera Oblongifolia (Plant) Rel Props:Reference: - 180. Outgoing r'ship
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FOUND_INto/from Xylosma Longifolia (Plant) Rel Props:Reference: