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Hypericin sodium

CAT: 0926-UFA78848-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0926-UFA78848-02Size:10 mg
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CAS Number
144788-48-7
MDL Number
MFCD08276481
Smiles
CC1=CC (=C2C3=C4C5=C (C (=CC (=O) C5=C2O) [O-]) C6=C7C4=C8C (=C13) C (=CC (=O) C8=C (C7=C (C=C6O) O) O) C) O.[Na+]
Molecular Formula
C30H16O8•Na
Molecular Weight
527.43 g/mol
Controlled
No

Chemical Information

Hypericin Sodium

Hypericin Sodium is the sodium salt form of hypericin, an anthraquinone derivative that is naturally found in the yellow flower of Hypericum perforatum (St. John's wort) with antidepressant, potential antiviral, antineoplastic and immunostimulating activities. Hypericin appears to inhibit the neuronal uptake of serotonin, norepinephrine, dopamine, gamma-amino butyric acid (GABA) and L-glutamate, which may contribute to its antidepressant effect. Hypericin may also prevent the replication of encapsulated viruses probably due to inhibition of the assembly and shedding of virus particles in infected cells. This agent also exerts potent phototoxic effects by triggering apoptotic signaling that results in formation of reactive oxygen species.

CAS Number144788-48-7
PubChem CID137126456
IUPAC Namesodium 9,11,20,22,24-pentahydroxy-13,16-dimethyl-7,18-dioxooctacyclo[13.11.1.12,10.03,8.04,25.019,27.021,26.014,28]octacosa-1(27),2(28),3,5,8,10,12,14,16,19,21,23,25-tridecaen-5-olate
Molecular FormulaC30H15NaO8
Molecular Weight526.4
Topological Polar Surface Area158
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count8
Rotatable Bond Count0
Heavy Atom Count39
Formal Charge0
Complexity1180
SMILES
CC1=CC(=C2C3=C4C5=C(C(=CC(=O)C5=C2O)[O-])C6=C7C4=C8C(=C13)C(=CC(=O)C8=C(C7=C(C=C6O)O)O)C)O.[Na+]
InChI
InChI=1S/C30H16O8.Na/c1-7-3-9(31)19-23-15(7)16-8(2)4-10(32)20-24(16)28-26-18(12(34)6-14(36)22(26)30(20)38)17-11(33)5-13(35)21(29(19)37)25(17)27(23)28;/h3-6,31,33-34,36-38H,1-2H3;/q;+1/p-1
InChIKey
WPEQYQAKKJNBIA-UHFFFAOYSA-M
Chemical Structure
2D Structure
2D structure of Hypericin Sodium
CAS: 144788-48-7
CID: 137126456
Formula: C30H15NaO8
MW: 526.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight526.4
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count8
Rotatable Bond Count0
Exact Mass526.06646171
Monoisotopic Mass526.06646171
Topological Polar Surface Area158 Ų
Heavy Atom Count39
Formal Charge0
Complexity1180
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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