Hyperforin dicyclohexylammonium salt, active constituent of St. John#39s wort

Key facts

CAS number

238074-03-8

Purity

>97%

Form

Solid

form

Source

Hypericum perforatum

Molecular weight

718.1 Da

Molecular formula

C₄₇H₇₅NO₄

PubChem

46926346

Nature

Native

Solubility

Soluble in ethanol

Soluble in DMSO to 10 mM

Biochemical name

Hyperforin dicyclohexylammonium salt

Biological description

Key constituent of St. John's wort. Various pharmacological effects. Antibacterial, antimalarial, anti-inflammatory, anticancer, antiangiogenic and antidepressant effects. Potential anti-Alzheimer compound. Active in vitro and in vivo.

Canonical smiles

CC(C)C(=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.C1CCC(CC1)NC2CCCCC2

Isomeric 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.C1CCC(CC1)NC2CCCCC2

InChi

InChI=1S/C35H52O4.C12H23N/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;1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h13-15,18,26-27,37H,12,16-17,19-21H2,1-11H3;11-13H,1-10H2/t27-,33+,34+,35-;/m0./s1

InChiKey

KJVNMVCMFQAPDM-DNSWOBEMSA-N

IUPAC Name

N-cyclohexylcyclohexanamine;(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