Psiguavin (CHEM032948)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 03:49:27 UTC
Update Date2016-11-09 01:20:49 UTC
Accession NumberCHEM032948
Identification
Common NamePsiguavin
ClassSmall Molecule
DescriptionPsiguavin is found in fruits. Tannin derived from the bark of Psidium guajava (guava).
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
b-SantalateHMDB
b-Santalic acidHMDB
beta-SantalateHMDB
Β-santalateHMDB
Β-santalic acidHMDB
b-Santala-3(15),10-dien-12-Oic acidHMDB
Chemical FormulaC55H34O31
Average Molecular Mass1190.840 g/mol
Monoisotopic Mass1190.108 g/mol
CAS Registry Number145826-29-5
IUPAC Name9,11,19,25,26,27,30,31,32,42,43,44,47,48,49,61-hexadecahydroxy-3,14,21,35,38,53,55-heptaoxatetradecacyclo[26.26.3.2¹²,¹⁵.1⁶,²².1¹⁶,¹⁹.1²⁹,³³.0²,⁷.0⁵,²³.0⁸,¹³.0²⁴,⁵⁷.0³⁶,⁵⁴.0⁴⁰,⁴⁵.0⁴⁶,⁵¹.0²²,⁶⁰]dohexaconta-5,8(13),9,11,16,24(57),25,27,29(58),30,32,40,42,44,46(51),47,49-heptadecaen-4,18,20,34,39,52,56,59-octone
Traditional Name9,11,19,25,26,27,30,31,32,42,43,44,47,48,49,61-hexadecahydroxy-3,14,21,35,38,53,55-heptaoxatetradecacyclo[26.26.3.2¹²,¹⁵.1⁶,²².1¹⁶,¹⁹.1²⁹,³³.0²,⁷.0⁵,²³.0⁸,¹³.0²⁴,⁵⁷.0³⁶,⁵⁴.0⁴⁰,⁴⁵.0⁴⁶,⁵¹.0²²,⁶⁰]dohexaconta-5,8(13),9,11,16,24(57),25,27,29(58),30,32,40,42,44,46(51),47,49-heptadecaen-4,18,20,34,39,52,56,59-octone
SMILES[H][C@@]12C3=C4C(=O)[C@]11OC(=O)[C@@]5(O)C(=O)C=C([C@H]6OC7=C(C[C@@H]6O)C(O)=CC(O)=C7[C@]4([H])[C@H](OC3=O)[C@H]3OC(=O)C4=C(C(O)=C(O)C(O)=C24)C2=C(C=C(O)C(O)=C2O)C(=O)O[C@@H]2COC(=O)C4=CC(O)=C(O)C(O)=C4C4=C(C=C(O)C(O)=C4O)C(=O)O[C@@H]32)[C@@]15[H]
InChI IdentifierInChI=1S/C55H34O31/c56-13-6-14(57)24-26-27-30-31(55(47(27)72)46-12(5-20(62)54(46,79)53(78)86-55)41-18(61)1-8(13)42(24)82-41)29-28-25(38(69)40(71)39(29)70)23-11(4-17(60)34(65)37(23)68)49(74)81-19-7-80-48(73)9-2-15(58)32(63)35(66)21(9)22-10(3-16(59)33(64)36(22)67)50(75)83-43(19)45(85-51(28)76)44(26)84-52(30)77/h2-6,18-19,26,31,41,43-46,56-61,63-71,79H,1,7H2/t18-,19+,26-,31+,41+,43+,44-,45-,46+,54+,55-/m0/s1
InChI KeyFBMMPPRXNHNHJR-ZHHLGMFXSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassTannins
Sub ClassHydrolyzable tannins
Direct ParentHydrolyzable tannins
Alternative Parents
Substituents
  • Hydrolyzable tannin
  • Hexacarboxylic acid or derivatives
  • Gallic acid or derivatives
  • Chromane
  • Benzopyran
  • 1-benzopyran
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Dihydropyranone
  • Alpha-acyloxy ketone
  • Gamma butyrolactone
  • Benzenoid
  • Pyran
  • Tertiary alcohol
  • Enoate ester
  • Alpha,beta-unsaturated carboxylic ester
  • Tetrahydrofuran
  • Vinylogous acid
  • Secondary alcohol
  • Lactone
  • Ketone
  • Carboxylic acid ester
  • Polyol
  • Carboxylic acid derivative
  • Oxacycle
  • Ether
  • Organoheterocyclic compound
  • Carbonyl group
  • Organic oxygen compound
  • Organooxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility11.3 g/LALOGPS
logP2.85ALOGPS
logP2.39ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)4.42ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count25ChemAxon
Hydrogen Donor Count16ChemAxon
Polar Surface Area524.85 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity271.87 m³·mol⁻¹ChemAxon
Number of Rings14ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-006x-0900000000-a296ec258b97ddcd9935Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03k9-0900000000-2f22bb0efa39cbac6800Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-08fr-1900000000-13e656612fef9f2ac3e8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000j-0900000000-ba1dd7ef15f0e8042522Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-022i-0900000000-e5e3f5890fbb088f4c76Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0lk9-2900000000-e37ba7799df1b79aaceeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0900000000-4be1d704e02bf3645fafSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0900000000-ee41cc81e28ed608faf1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0h2f-3900000000-be1dcabb51d889f73f52Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-7c717c512e0c03ab048fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0079-0900000000-e151eb4fc6c255eeb041Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0wa0-2900000000-6f2b2dbdd44f58b38fdbSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0039627
FooDB IDFDB019249
Phenol Explorer IDNot Available
KNApSAcK IDC00009337
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID35014840
ChEBI IDNot Available
PubChem Compound ID131752692
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.