Basic information
- CAS
1372719-41-9- Standard SMILES
Cc1cc(=O)c2c(O)c3c(O)cc(O)c4c5c(O)cc(O)c6c(O)c7c(=O)cc(C)c8c1c2c(c34)c(c65)c78- InChIKey
BTXNYTINYBABQR-UHFFFAOYSA-N- Molecular formula
- C30H16O8
- Average molar mass
- 504.4 g/mol
- Monoisotopic mass
- 504.08451746
Overview
Hypericin is a carbopolycyclic compound. It has a role as an antidepressant. It derives from a hydride of a bisanthene.
Names & identifiers
- Preferred name
- Hypericin
- IUPAC
- 9,11,13,16,18,20-hexahydroxy-5,24-dimethyloctacyclo[13.11.1.12,10.03,8.04,25.019,27.021,26.014,28]octacosa-1(26),2,4(25),5,8,10,12,14(28),15(27),16,18,20,23-tridecaene-7,22-dione
- English name
- Hypericin
- Molecular formula
- C30H16O8
- Molecular weight
- 504.44
Names & synonyms
hypericin548-04-9Hypericum redhypericinehipericinaMycoporphyrinHyperizin1,3,4,6,8,13-Hexahydroxy-10,11-dimethylphenanthro[1,10,9,8-opqra]perylene-7,14-dioneC30H16O8Hypericin [USAN]SGX301Cyclo-Werol
Show more names
HypericinsHypericiCYCLOSANVIMRxynypericinMYCOPOPHYRIN
NSC407313Hypericin & Visible lightNSC-407313CHEMBL2864944,5,7,4',5',7'-Hexahydroxy-2,2'-dimethylnaphthodianthroneSGX-3017V2F1075HDHypericin (USAN)
Database identifiers
- CAS
1372719-41-9、548-04-9、68917-49-7- PubChem CID
- 3663
- DTXSID
DTXSID40203270- ChEMBL
CHEMBL286494- ChEBI
CHEBI:5835- UNII
- 7V2F1075HD
- EC Number
Properties
Computed structural properties
- XLogP
- 5.7
- Topological polar surface area
- 156 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 0
- Heavy atoms
- 38
- Formal charge
- 0
- Complexity
- 1,090
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Melting point
- 299 · 299-301°C
- Boiling point
- 1020.3 · 1020.3±65.0 °C(Predicted)
- Density
- 1.915 · 1.915±0.06 g/cm3(Predicted)
- RTECS
- 8472000 · SF8472000
- storage temp.
- -20 °C · -20°C
- solubility
- 1 M · 1 M NaOH: 10 mg/mL
- form
- powder
- pka
- 6.91 · 6.91±0.20(Predicted)
- color
- black
- Water Solubility
- Soluble in ethanol, dimethyl sulfoxide, methanol, acetone, ethylmethylketone, pyridine and sodium hydroxide. Insoluble in water.
- Sensitive
- Light Sensitive
- Merck
- 14 · 14,4863
- BRN
- 1917913 · 1917913
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS ClassificationNot Classified
Hazard information
Hazard Classes and CategoriesNot Classified
Safety data
- F
- 8
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- ridadr
- 2811
- hs_code
- 29145090
- risk_code
- 22-40-43
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 22-36-36/37
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312-P501
Chemistry & industry
Applications
Uses(1) Antidepressant, increase immunity. (2) For the treatment of antidepressants, increase immunity.
DescriptionAn anthroquinone derivative that is naturally found in the flower of H. perforatum (St. John’s wort) and has antidepressant, antiviral, and anticancer activities. Hypericin inhibits neuronal uptake of serotonin, norepinephrine, dopamine, GABA and L-glutamate, contributing to its antidepressant effects. It exerts broad spectrum phototoxic affects (IC50 = 140 - 1,570 nM) through induction of apoptotic signaling and formation of reactive oxygen species (ROS) in cancer cells. Hypericin also has in vitro activity, which can be enhanced with photo-activation, against a variety of viruses including HIV, influenza virus, hepatitis C, murine cytolomegalovirus, and herpes viruses.
UsesIt was used as reference standard in determining hypericins in St. John′s Wort using HPLC method.
General DescriptionProduced by HWI AnalytikExact content can be found on the certificate
Suppliers33 total
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
陕西缔都化学有限公司029-029-81123119 17391733320 · [email protected]
Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]
武汉绿景丰华生物科技有限公司19972070065 · [email protected]
吉安市国光香料厂
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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