Human Metabolome Database Version 3.5

Showing metabocard for Punicafolin (HMDB29950)

Record Information
Version 3.5
Creation Date 2012-09-11 11:33:45 -0600
Update Date 2013-06-30 05:36:48 -0600
HMDB ID HMDB29950
Secondary Accession Numbers None
Metabolite Identification
Common Name Punicafolin
Description Punicafolin is found in fruits. Punicafolin is isolated from the leaf of Punica granatum (pomegranate) Punicafolin belongs to the family of Hydrolyzable Tannins. These are tannins whose structure is characterized by either ofthe following models: (1) contains galloyl units are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units, (2) contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.
Structure Thumb
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Display: 2D Structure | 3D Structure
Synonyms
  1. 1,2,4-Tri-O-galloyl-3,6-(R)-hexahydroxydiphenoyl-b-D-glucopyranose
  2. Punicafolin
Chemical Formula C41H30O26
Average Molecular Weight 938.6613
Monoisotopic Molecular Weight 938.102531132
IUPAC Name 6,7,8,11,12,13-hexahydroxy-3,16-dioxo-21,22-bis(3,4,5-trihydroxybenzoyloxy)-2,17,20-trioxatetracyclo[17.3.1.0⁴,⁹.0¹⁰,¹⁵]tricosa-4,6,8,10,12,14-hexaen-23-yl 3,4,5-trihydroxybenzoate
Traditional IUPAC Name 6,7,8,11,12,13-hexahydroxy-3,16-dioxo-21,22-bis(3,4,5-trihydroxybenzoyloxy)-2,17,20-trioxatetracyclo[17.3.1.0⁴,⁹.0¹⁰,¹⁵]tricosa-4,6,8,10,12,14-hexaen-23-yl 3,4,5-trihydroxybenzoate
CAS Registry Number 88847-11-4
SMILES OC1=CC(=CC(O)=C1O)C(=O)OC1OC2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC(C2OC(=O)C2=CC(O)=C(O)C(O)=C2)C1OC(=O)C1=CC(O)=C(O)C(O)=C1
InChI Identifier InChI=1/C41H30O26/c42-15-1-10(2-16(43)26(15)50)36(57)64-33-23-9-62-39(60)13-7-21(48)29(53)31(55)24(13)25-14(8-22(49)30(54)32(25)56)40(61)65-34(33)35(66-37(58)11-3-17(44)27(51)18(45)4-11)41(63-23)67-38(59)12-5-19(46)28(52)20(47)6-12/h1-8,23,33-35,41-56H,9H2
InChI Key DPBVYZVSXAZMAY-UHFFFAOYNA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Tannins
Class Hydrolyzable Tannins
Sub Class N/A
Other Descriptors
  • Aromatic Heteropolycyclic Compounds
  • Tannins
Substituents
  • 1,2 Diphenol
  • Benzoate
  • Benzoyl
  • Carboxylic Acid Ester
  • Gallic Acid Derivative
  • Hydroxybenzoic Acid
  • Lactone
  • Macrolide
  • Oxane
  • Phenol
  • Phenol Derivative
  • Pyrogallol Derivative
  • Resorcinol
  • Tricarboxylic Acid Derivative
Direct Parent Hydrolyzable Tannins
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
  • Food
Biofunction Not Available
Application
  • Nutrient
Cellular locations
  • Membrane
Physical Properties
State Not Available
Experimental Properties
Property Value Reference
Melting Point 235 - 237 °C Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 1.12 g/L ALOGPS
LogP 3.32 ALOGPS
LogP 4.26 ChemAxon
LogS -2.92 ALOGPS
pKa (strongest acidic) 7.29 ChemAxon
pKa (strongest basic) -6.1 ChemAxon
Hydrogen Acceptor Count 21 ChemAxon
Hydrogen Donor Count 15 ChemAxon
Polar Surface Area 444.18 A2 ChemAxon
Rotatable Bond Count 9 ChemAxon
Refractivity 213.83 ChemAxon
Polarizability 83.39 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Membrane
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB001230
KNApSAcK ID Not Available
Chemspider ID 417252 Link_out
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB29950 Link_out
Metagene Link HMDB29950 Link_out
METLIN ID Not Available
PubChem Compound 475273 Link_out
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References
  1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.
  2. Takashi Tanaka, Gen-Ichiro Nonaka, and Itsuo Nishioka: Punicafolin, an ellagitannin from the leaves of Punica granatum. Phytochemistry 24, no. 9 (1985): 2075-2078. [Isolation]