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Hyperforin - solution in methanol

CAT: 0926-FH64889-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0926-FH64889-01Size:1 mg
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CAS Number
11079-53-1
MDL Number
MFCD01861497
Smiles
CC (C) C (=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
Molecular Formula
C35H52O4
Molecular Weight
536.78 g/mol
Controlled
No

Chemical Information

Hyperforin

Hyperforin is a cyclic terpene ketone that is a prenylated carbobicyclic acylphloroglucinol derivative produced by St. John's Wort, Hypericum perforatum. It has a role as an antibacterial agent, an antidepressant, an antineoplastic agent, an anti-inflammatory agent, an apoptosis inducer, a plant metabolite and a GABA reuptake inhibitor. It is a cyclic terpene ketone, a carbobicyclic compound and a sesquarterpenoid.

CAS Number11079-53-1
PubChem CID441298
IUPAC Name(1R,5R,7S,8R)-4-hydroxy-8-methyl-3,5,7-tris(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-1-(2-methylpropanoyl)bicyclo[3.3.1]non-3-ene-2,9-dione
Molecular FormulaC35H52O4
Molecular Weight536.8
XLogP9.6
Topological Polar Surface Area71.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count11
Heavy Atom Count39
Formal Charge0
Complexity1140
SMILES
CC(C)C(=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/c1-22(2)13-12-19-33(11)27(16-14-23(3)4)21-34(20-18-25(7)8)30(37)28(17-15-24(5)6)31(38)35(33,32(34)39)29(36)26(9)10/h13-15,18,26-27,37H,12,16-17,19-21H2,1-11H3/t27-,33+,34+,35-/m0/s1
InChIKey
KGSZHKRKHXOAMG-HQKKAZOISA-N
Chemical Structure
2D Structure
2D structure of Hyperforin
CAS: 11079-53-1
CID: 441298
Formula: C35H52O4
MW: 536.8
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight536.8
XLogP39.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count11
Exact Mass536.38656014
Monoisotopic Mass536.38656014
Topological Polar Surface Area71.4 Ų
Heavy Atom Count39
Formal Charge0
Complexity1140
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes