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| Name |
Hyperforin |
EINECS | 200-659-6 |
| CAS No. | 11079-53-1 | Density | 1.011 g/cm3 |
| PSA | 71.44000 | LogP | 8.98970 |
| Solubility | N/A | Melting Point |
79-80℃ |
| Formula | C35H52O4 | Boiling Point | 616.825 °C at 760 mmHg |
| Molecular Weight | 536.795 | Flash Point | 340.861 °C |
| Transport Information | N/A | Appearance | White to off-white powder. |
| Safety | 7-16-36/37-45 | Risk Codes | 11-23/24/25-39/23/24/25 |
| Molecular Structure |
|
Hazard Symbols | F,T |
| Synonyms |
Bicyclo[3.3.1]non-3-ene-2,9-dione,4-hydroxy-6-methyl-1,3,7-tris(3-methyl-2-butenyl)-5-(2-methyl-1-oxopropyl)-6-(4-methyl-3-pentenyl)-,(1R,5S,6R,7S)- (9CI);Bicyclo[3.3.1]non-3-ene-2,9-dione,4-hydroxy-6-methyl-1,3,7-tris(3-methyl-2-butenyl)-5-(2-methyl-1-oxopropyl)-6-(4-methyl-3-pentenyl)-,[1R-(6-endo,7-exo)]-;Bicyclo[3.3.1]non-3-ene-2,9-dione,4-hydroxy-6-methyl-1,3,7-tris(3-methyl-2-butenyl)-S-(2-methyl-1-oxopropyl)-6-(4-methyl-3-pentenyl)-,[1R-(1a,5a,6b,7a)]-; |
Hyperforin Chemical Properties
Molecular Structure of Hyperforin (11079-53-1):
IUPAC Name: (1R,5R,7S,8R)-1-Butanoyl-4-hydroxy-8-methyl-3,5,7-tris(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)bicyclo[3.3.1]non-3-ene-2,9-dione
Molecular Formula: C35H52O4
Molecular Weight: 536.784980 g/mol
Canonical SMILES: CCCC(=O)C12C(=O)C(=C(C(C1=O)(CC(C2(C)CCC=C(C)C)CC=C(C)C)CC=C(C)C)O)CC=C(C)C
Isomeric SMILES: CCCC(=O)[C@]12C(=O)C(=C([C@](C1=O)(C[C@@H]([C@@]2(C)CCC=C(C)C)CC=C(C)C)CC=C(C)C)O)CC=C(C)C
InChI: InChI=1S/C35H52O4/c1-11-13-29(36)35-31(38)28(18-16-25(6)7)30(37)34(32(35)39,21-19-26(8)9)22-27(17-15-24(4)5)33(35,10)20-12-14-23(2)3/h14-16,19,27,37H,11-13,17-18,20-22H2,1-10H3/t27-,33+,34+,35-/m0/s1
InChIKey: RDEVUJPZGWFVRQ-HQKKAZOISA-N
Index of Refraction: 1.518
Molar Refractivity: 160.98 cm3
Molar Volume: 531 cm3
Surface Tension: 36.5 dyne/cm
Density: 1.01 g/cm3
Flash Point: 340.9 °C
Enthalpy of Vaporization: 104.9 kJ/mol
Boiling Point: 616.8 °C at 760 mmHg
Vapour Pressure: 8.53E-18 mmHg at 25 °C
Hyperforin Production
Hyperforin (11079-53-1) can be extracted from Hypericum perforatum (St John's wort), other Hypericum species contain low amounts of hyperforin. Total synthesis of Hyperforin has not yet been accomplished, despite attempts by several research groups.
Hyperforin Safety Profile
Safety Information of Hyperforin (11079-53-1):
WGK Germany: 3
Hyperforin Specification
Hyperforin (11079-53-1) is a prenylated phloroglucinol derivative, known as HSDB 7646 ; 4-Hydroxy-6-methyl-1,3,7-tris(3-methyl-2-butenyl)-5-(2-methyl-1-oxopropyl)-6-(4-methyl-3-pentenyl) bicyclo(3.3.1)non-3-ene-2,9-dione ; Bicyclo(3.3.1)(1,4)benzodiazepin-5-one, 4-Hydroxy-6-methyl-1,3,7-tris(3-methyl-2-butenyl)-5-(2-methyl-1-oxopropyl)-6-(4-methyl-3-pentenyl)-, (1R,5S,6R,7S)- . It is unstable in the presence of light and oxygen. It is active against methicillin-resistant strains of Staphylococcus aureus (MRSA) and other gram-positive bacteria.
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