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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:04:32 UTC
Update Date2021-10-13 06:40:00 UTC
HMDB IDHMDB0034271
Secondary Accession Numbers
  • HMDB34271
Metabolite Identification
Common NameHypericin
DescriptionHypericin is found in alcoholic beverages. Hypericin is widespread in Hypericum species especially Hypericum perforatum (St John's Wort) Hypericin is a red-coloured anthraquinone-derivative, which, together with hyperforin, is one of the principal active constituents of Hypericum (Saint John's wort). Hypericin is believed to act as an antibiotic and non-specific kinase inhibitor. Hypericin may inhibit the action of the enzyme dopamine -hydroxylase, leading to increased dopamine levels, although thus possibly decreasing norepinephrine and epinephrine
Structure
Data?1563862538
Synonyms
ValueSource
1:6:8:10:11:13-Hexahydroxy-3:4-dimethyl-meso-naphthodianthrene-7:14-dioneChEBI
HipericinaChEBI
HypericineChEBI
Hypericum redChEBI
HyperizinChEBI
1,3,4,6,8,13-Hexahydroxy-10,11-dimethylphenanthro[1,10,9,8-opqra]perylene-7,14-dione, 9ciHMDB
4,5,7,4',5',7'-Hexahydroxy-2,2'-dimethylnaphthodianthroneHMDB
Hypericin & visible lightHMDB
Hypericin from hypericum perforatumHMDB
Hypericum extractHMDB
MycoporphyrinHMDB
VimrxynHMDB
mono-(123I)iodohypericinMeSH
Chemical FormulaC30H16O8
Average Molecular Weight504.4432
Monoisotopic Molecular Weight504.084517488
IUPAC Name5,7,11,18,22,24-hexahydroxy-13,16-dimethyloctacyclo[13.11.1.1²,¹⁰.0³,⁸.0⁴,²⁵.0¹⁹,²⁷.0²¹,²⁶.0¹⁴,²⁸]octacosa-1(27),2(28),3,5,7,10,12,14,16,18,21,23,25-tridecaene-9,20-dione
Traditional Namehypericin
CAS Registry Number548-04-9
SMILES
CC1=CC(O)=C2C(=O)C3=C(O)C=C(O)C4=C3C3=C2C1=C1C(C)=CC(O)=C2C(=O)C5=C(O)C=C(O)C4=C5C3=C12
InChI Identifier
InChI=1S/C30H16O8/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/h3-6,31-36H,1-2H3
InChI KeyBTXNYTINYBABQR-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzopyrenes. These are organic compounds containing a benzene fused to a pyrene(benzo[def]phenanthrene) ring system.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPyrenes
Sub ClassBenzopyrenes
Direct ParentBenzopyrenes
Alternative Parents
Substituents
  • Benzo-a-pyrene
  • Benzo-e-pyrene
  • Phenanthro-perylenequinone
  • Perylenequinone
  • Chrysene
  • Triphenylene
  • Phenanthrol
  • Phenanthrene
  • Anthracene
  • 1-naphthol
  • 2-naphthol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Vinylogous acid
  • Polyol
  • Organic oxide
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point300 °CNot Available
Boiling Point1020.33 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility6.3e-06 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP10.827 (est)The Good Scents Company Information System
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0073 g/LALOGPS
logP10(3.92) g/LALOGPS
logP10(7.7) g/LChemAxon
logS10(-4.8) g/LALOGPS
pKa (Strongest Acidic)1.39ChemAxon
pKa (Strongest Basic)16.11ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area155.52 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity139.31 m³·mol⁻¹ChemAxon
Polarizability50.96 ųChemAxon
Number of Rings8ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+213.20631661259
DarkChem[M-H]-206.1431661259

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Hypericin,1TMS,#1CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O)C=C3O)C(=O)C3=C(O[Si](C)(C)C)C=C(C)C6=C1C2=C4C5=C365304.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,1TMS,#2CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O[Si](C)(C)C)C=C3O)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365298.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,1TMS,#3CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O)C=C3O[Si](C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365310.9Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,2TMS,#1CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O)C=C3O)C(=O)C3=C(O[Si](C)(C)C)C=C(C)C6=C1C2=C4C5=C365294.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,2TMS,#2CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O[Si](C)(C)C)C=C3O)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365288.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,2TMS,#3CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O)C=C3O[Si](C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365292.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,2TMS,#4CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O)C=C3O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(C)C6=C1C2=C4C5=C365293.5Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,2TMS,#5CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O[Si](C)(C)C)C=C3O)C(=O)C3=C(O[Si](C)(C)C)C=C(C)C6=C1C2=C4C5=C365294.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,2TMS,#6CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O[Si](C)(C)C)C3=C5C(=C(O[Si](C)(C)C)C=C3O)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365281.6Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,2TMS,#7CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O[Si](C)(C)C)C3=C5C(=C(O)C=C3O[Si](C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365285.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,2TMS,#8CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365264.6Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,2TMS,#9CC1=CC(O)=C2C(=O)C3=C4C(=C(O[Si](C)(C)C)C=C3O)C3=C5C(=C(O)C=C3O[Si](C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365306.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TMS,#1CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O[Si](C)(C)C)C=C3O)C(=O)C3=C(O[Si](C)(C)C)C=C(C)C6=C1C2=C4C5=C365181.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TMS,#2CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O)C=C3O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(C)C6=C1C2=C4C5=C365186.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TMS,#3CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O[Si](C)(C)C)C3=C5C(=C(O[Si](C)(C)C)C=C3O)C(=O)C3=C(O[Si](C)(C)C)C=C(C)C6=C1C2=C4C5=C365175.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TMS,#4CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O[Si](C)(C)C)C3=C5C(=C(O)C=C3O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(C)C6=C1C2=C4C5=C365181.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TMS,#5CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365168.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TMS,#6CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C4C(=C(O)C=C3O[Si](C)(C)C)C3=C5C(=C(O)C=C3O[Si](C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365182.6Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TMS,#7CC1=CC(O)=C2C(=O)C3=C4C(=C(O[Si](C)(C)C)C=C3O)C3=C5C(=C(O)C=C3O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(C)C6=C1C2=C4C5=C365200.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TMS,#8CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(C)C6=C1C2=C4C5=C365169.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TMS,#9CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O[Si](C)(C)C)C3=C5C(=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365162.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TMS,#10CC1=CC(O)=C2C(=O)C3=C4C(=C(O[Si](C)(C)C)C=C3O)C3=C5C(=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365175.6Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,4TMS,#1CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C4C(=C(O)C=C3O[Si](C)(C)C)C3=C5C(=C(O[Si](C)(C)C)C=C3O)C(=O)C3=C(O[Si](C)(C)C)C=C(C)C6=C1C2=C4C5=C365083.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,4TMS,#2CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C4C(=C(O)C=C3O[Si](C)(C)C)C3=C5C(=C(O)C=C3O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(C)C6=C1C2=C4C5=C365080.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,4TMS,#3CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(C)C6=C1C2=C4C5=C365079.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,4TMS,#4CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C4C(=C(O[Si](C)(C)C)C=C3O)C3=C5C(=C(O)C=C3O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(C)C6=C1C2=C4C5=C365085.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,4TMS,#5CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C4C(=C(O)C=C3O[Si](C)(C)C)C3=C5C(=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365070.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,4TMS,#6CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O[Si](C)(C)C)C3=C5C(=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(C)C6=C1C2=C4C5=C365070.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,4TMS,#7CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C4C(=C(O[Si](C)(C)C)C=C3O)C3=C5C(=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365074.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,4TMS,#8CC1=CC(O)=C2C(=O)C3=C4C(=C(O[Si](C)(C)C)C=C3O)C3=C5C(=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(C)C6=C1C2=C4C5=C365076.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,4TMS,#9CC1=CC(O)=C2C(=O)C3=C4C(=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C3=C5C(=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365059.5Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,5TMS,#1CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C4C(=C(O)C=C3O[Si](C)(C)C)C3=C5C(=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(C)C6=C1C2=C4C5=C364926.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,5TMS,#2CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C4C(=C(O[Si](C)(C)C)C=C3O)C3=C5C(=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(C)C6=C1C2=C4C5=C364929.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,5TMS,#3CC1=CC(O)=C2C(=O)C3=C4C(=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C3=C5C(=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(C)C6=C1C2=C4C5=C364916.9Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,1TBDMS,#1CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O)C=C3O)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(C)C6=C1C2=C4C5=C365509.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,1TBDMS,#2CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O[Si](C)(C)C(C)(C)C)C=C3O)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365504.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,1TBDMS,#3CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365508.5Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,2TBDMS,#1CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O)C=C3O)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(C)C6=C1C2=C4C5=C365698.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,2TBDMS,#2CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O[Si](C)(C)C(C)(C)C)C=C3O)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365694.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,2TBDMS,#3CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365697.6Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,2TBDMS,#4CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(C)C6=C1C2=C4C5=C365697.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,2TBDMS,#5CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O[Si](C)(C)C(C)(C)C)C=C3O)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(C)C6=C1C2=C4C5=C365694.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,2TBDMS,#6CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O[Si](C)(C)C(C)(C)C)C3=C5C(=C(O[Si](C)(C)C(C)(C)C)C=C3O)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365690.5Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,2TBDMS,#7CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O[Si](C)(C)C(C)(C)C)C3=C5C(=C(O)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365692.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,2TBDMS,#8CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365675.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,2TBDMS,#9CC1=CC(O)=C2C(=O)C3=C4C(=C(O[Si](C)(C)C(C)(C)C)C=C3O)C3=C5C(=C(O)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365706.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TBDMS,#1CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O[Si](C)(C)C(C)(C)C)C=C3O)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(C)C6=C1C2=C4C5=C365776.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TBDMS,#2CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(C)C6=C1C2=C4C5=C365776.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TBDMS,#3CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O[Si](C)(C)C(C)(C)C)C3=C5C(=C(O[Si](C)(C)C(C)(C)C)C=C3O)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(C)C6=C1C2=C4C5=C365766.9Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TBDMS,#4CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O[Si](C)(C)C(C)(C)C)C3=C5C(=C(O)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(C)C6=C1C2=C4C5=C365768.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TBDMS,#5CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365762.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TBDMS,#6CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=C4C(=C(O)C=C3O[Si](C)(C)C(C)(C)C)C3=C5C(=C(O)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365765.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TBDMS,#7CC1=CC(O)=C2C(=O)C3=C4C(=C(O[Si](C)(C)C(C)(C)C)C=C3O)C3=C5C(=C(O)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(C)C6=C1C2=C4C5=C365772.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TBDMS,#8CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O)C3=C5C(=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(C)C6=C1C2=C4C5=C365760.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TBDMS,#9CC1=CC(O)=C2C(=O)C3=C4C(=C(O)C=C3O[Si](C)(C)C(C)(C)C)C3=C5C(=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365752.5Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypericin,3TBDMS,#10CC1=CC(O)=C2C(=O)C3=C4C(=C(O[Si](C)(C)C(C)(C)C)C=C3O)C3=C5C(=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(C)C6=C1C2=C4C5=C365755.6Semi standard non polarhttps://arxiv.org/abs/1905.12712
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Hypericin GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udr-0000940000-0d62f6b32901e364142a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hypericin GC-MS (2 TMS) - 70eV, Positivesplash10-008a-5000049000-92bc0a911d1b58cfc8c02017-10-06Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Hypericin , negative-QTOFsplash10-0udi-0000090000-e9cd20b64eba34b7fb1e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hypericin , positive-QTOFsplash10-0a4i-0000590000-d6f4544a5f160b2a5b672017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypericin 10V, Positive-QTOFsplash10-0a4i-0000290000-6394299b12d4be2370c02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypericin 20V, Positive-QTOFsplash10-0a4i-0000690000-a414125d88c1d0a72c3d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypericin 40V, Positive-QTOFsplash10-014i-0000900000-cf0d93c0ba6c563a50282016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypericin 10V, Negative-QTOFsplash10-0udi-0000090000-19beb2301902b74901492016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypericin 20V, Negative-QTOFsplash10-0udi-0000190000-3347517bb50ff44b31052016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypericin 40V, Negative-QTOFsplash10-0f7c-1000910000-47bd0419d45b315930b32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypericin 10V, Negative-QTOFsplash10-0udi-0000090000-68abf5044d528fcc461f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypericin 20V, Negative-QTOFsplash10-0udi-0000090000-68abf5044d528fcc461f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypericin 40V, Negative-QTOFsplash10-0fb9-0000920000-c9ae44cdfd493073d84d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypericin 10V, Positive-QTOFsplash10-0a4i-0000090000-2f988b9a0dc0ff33b3b62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypericin 20V, Positive-QTOFsplash10-0a4i-0000090000-2f988b9a0dc0ff33b3b62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypericin 40V, Positive-QTOFsplash10-004i-0000920000-5ee63630602ca79b73292021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB13014
Phenol Explorer Compound IDNot Available
FooDB IDFDB012603
KNApSAcK IDC00002829
Chemspider ID4444511
KEGG Compound IDC07606
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkHypericin
METLIN IDNot Available
PubChem Compound5281051
PDB IDNot Available
ChEBI ID5835
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1667711
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Kang BY, Chung SW, Kim TS: Inhibition of interleukin-12 production in lipopolysaccharide-activated mouse macrophages by hpyericin, an active component of Hypericum perforatum. Planta Med. 2001 Jun;67(4):364-6. [PubMed:11458458 ]
  2. Butterweck V, Christoffel V, Nahrstedt A, Petereit F, Spengler B, Winterhoff H: Step by step removal of hyperforin and hypericin: activity profile of different Hypericum preparations in behavioral models. Life Sci. 2003 Jun 20;73(5):627-39. [PubMed:12770617 ]
  3. Park J, English DS, Wannemuehler Y, Carpenter S, Petrich JW: The role of oxygen in the antiviral activity of hypericin and hypocrellin. Photochem Photobiol. 1998 Oct;68(4):593-7. [PubMed:9796444 ]
  4. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .