Chemistry:Adhyperforin

Adhyperforin
Clinical data
Routes of; administration	Oral
ATC code	none;
Legal status
Legal status	In general: Over-the-counter (OTC);
Identifiers
	IUPAC name (1R,5S,6R,7S)-4-Hydroxy-6-methyl-5-(2-methylbutanoyl)-1,3,7-tris(3-methyl-2-buten-1-yl)-6-(4-methyl-3-penten-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione;
CAS Number	143183-63-5 ;
PubChem CID	9963735;
ChemSpider	25066875 ;
UNII	EC9K3C78V8;
ChEMBL	ChEMBL388948 ;
Chemical and physical data
Formula	C36H54O4
Molar mass	550.824 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCC(C)C(=O)C12C(=C(C(=O)C(C1=O)(CC(C2(C)CCC=C(C)C)CC=C(C)C)CC=C(C)C)CC=C(C)C)O;
	InChI InChI=1S/C36H54O4/c1-12-27(10)30(37)36-32(39)29(18-16-25(6)7)31(38)35(33(36)40,21-19-26(8)9)22-28(17-15-24(4)5)34(36,11)20-13-14-23(2)3/h14-16,19,27-28,39H,12-13,17-18,20-22H2,1-11H3/t27?,28-,34+,35+,36-/m0/s1 ; Key:DHPDSOCOUJHGHE-ACJQSPJVSA-N ;
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Short description: Chemical compound

Adhyperforin is a phytochemical found in the members of the plant genus Hypericum including St. John's Wort.^[1] It has a very similar pharmacological profile to hyperforin and acts as a TRPC6 ion channel activator,^[1] thereby inhibiting the reuptake of various neurotransmitters including serotonin, norepinephrine, dopamine, GABA, and glutamate.^[1] Adhyperforin is found in St. John's Wort in levels approximately 1/10 those of hyperforin.^[1]

References

↑ ^1.0 ^1.1 ^1.2 ^1.3 "Adhyperforin as a contributor to the effect of Hypericum perforatum L. in biochemical models of antidepressant activity.". Life Sci. 68 (14): 1593–1605. 2001. doi:10.1016/S0024-3205(01)00946-8. PMID 11263672.

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Clinical data


Routes of administration	Oral
ATC code	none
Legal status
Legal status	In general: Over-the-counter (OTC)
Identifiers
IUPAC name (1R,5S,6R,7S)-4-Hydroxy-6-methyl-5-(2-methylbutanoyl)-1,3,7-tris(3-methyl-2-buten-1-yl)-6-(4-methyl-3-penten-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione
CAS Number	143183-63-5^N
PubChem CID	9963735
ChemSpider	25066875^N
UNII	EC9K3C78V8
ChEMBL	ChEMBL388948^Y
Chemical and physical data
Formula	C₃₆H₅₄O₄
Molar mass	550.824 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCC(C)C(=O)C12C(=C(C(=O)C(C1=O)(CC(C2(C)CCC=C(C)C)CC=C(C)C)CC=C(C)C)CC=C(C)C)O
InChI InChI=1S/C36H54O4/c1-12-27(10)30(37)36-32(39)29(18-16-25(6)7)31(38)35(33(36)40,21-19-26(8)9)22-28(17-15-24(4)5)34(36,11)20-13-14-23(2)3/h14-16,19,27-28,39H,12-13,17-18,20-22H2,1-11H3/t27?,28-,34+,35+,36-/m0/s1^N Key:DHPDSOCOUJHGHE-ACJQSPJVSA-N^N
^NY (what is this?) (verify)