(R)-Byakangelicin (CHEM024664)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 21:50:49 UTC
Update Date2016-11-09 01:17:56 UTC
Accession NumberCHEM024664
Identification
Common Name(R)-Byakangelicin
ClassSmall Molecule
Description(S)-Byakangelicin is found in herbs and spices. (S)-Byakangelicin is a constituent of common rue (Ruta graveolens).
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
BiacangelicinHMDB
BjacangelicinHMDB
BjakangelicinHMDB
Byak-angelicinHMDB
ByakangelicinHMDB
ByankagelicineHMDB
Chemical FormulaC17H18O7
Average Molecular Mass334.321 g/mol
Monoisotopic Mass334.105 g/mol
CAS Registry Number482-25-7
IUPAC Name9-(2,3-dihydroxy-3-methylbutoxy)-4-methoxy-7H-furo[3,2-g]chromen-7-one
Traditional Name9-(2,3-dihydroxy-3-methylbutoxy)-4-methoxyfuro[3,2-g]chromen-7-one
SMILESCOC1=C2C=CC(=O)OC2=C(OCC(O)C(C)(C)O)C2=C1C=CO2
InChI IdentifierInChI=1S/C17H18O7/c1-17(2,20)11(18)8-23-16-14-10(6-7-22-14)13(21-3)9-4-5-12(19)24-15(9)16/h4-7,11,18,20H,8H2,1-3H3
InChI KeyPKRPFNXROFUNDE-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 5-methoxypsoralens. These are psoralens containing a methoxy group attached at the C5 position of the psoralen group.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassFuranocoumarins
Direct Parent5-methoxypsoralens
Alternative Parents
Substituents
  • 5-methoxypsoralen
  • Benzopyran
  • 1-benzopyran
  • Benzofuran
  • Anisole
  • Alkyl aryl ether
  • Pyranone
  • Pyran
  • Benzenoid
  • Tertiary alcohol
  • Furan
  • Heteroaromatic compound
  • Secondary alcohol
  • Lactone
  • 1,2-diol
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Alcohol
  • Organooxygen compound
  • 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 Solubility0.33 g/LALOGPS
logP1.79ALOGPS
logP1ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)13.2ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area98.36 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity84.63 m³·mol⁻¹ChemAxon
Polarizability33.46 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9021000000-12ad37832d5b3de8a251Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-01qi-9733800000-d31e4a379f71b1469a37Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-001i-0390000000-c586449ed45eaee81d8aSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-001i-0290000000-796c6a46fff10057402aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kr-1019000000-3e264c7c7edefbc26387Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fri-6379000000-510238678d6075731097Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0159-5190000000-373623545e67ed55afe5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-1179000000-ed28fa0609b236d64228Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01q9-0190000000-f8292e207a57ca902087Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01p9-1690000000-b0fdb0d762b64ab18847Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0019000000-729d33fafdc4746072bfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0090000000-e840455dd074d6704a7dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-1090000000-b2c6e785182b030b7295Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001r-0094000000-db20911d6dfaa342a6b3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0090000000-67e39f66dccaa4f22478Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-2191000000-53148137c244da57086aSpectrum
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 IDHMDB0030651
FooDB IDFDB002557
Phenol Explorer IDNot Available
KNApSAcK IDC00002453
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID535438
ChEBI IDNot Available
PubChem Compound ID616063
Kegg Compound IDC09141
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Ngwendson JN, Bedir E, Efange SM, Okunji CO, Iwu MM, Schuster BG, Khan IA: Constituents of Peucedanum zenkeri seeds and their antimicrobial effects. Pharmazie. 2003 Aug;58(8):587-9.
2. Marumoto S, Miyazawa M: beta-secretase inhibitory effects of furanocoumarins from the root of Angelica dahurica. Phytother Res. 2010 Apr;24(4):510-3. doi: 10.1002/ptr.2967.
3. Kwon OS, Song YS, Shin KH, Ryu JC: Identification of new urinary metabolites of byakangelicin, a component of Angelicae dahuricae Radix, in rats. Arch Pharm Res. 2003 Aug;26(8):606-11.
4. Chen Q, Li P, He J, Zhang Z, Liu J: Supercritical fluid extraction for identification and determination of volatile metabolites from Angelica dahurica by GC-MS. J Sep Sci. 2008 Oct;31(18):3218-24. doi: 10.1002/jssc.200800325.
5. Zhao AH, Yang XB, Yang XW, Zhang YB, Xu W, Liu JX: Biotransformation products of phellopterin by rat liver microsomes and the inhibition on NO production in LPS-activated RAW264.7 cells. J Asian Nat Prod Res. 2012;14(10):956-65. doi: 10.1080/10286020.2012.729506.
6. Zhang Y, Xu H, Chen X, Chen C, Wang H, Meng F, Yang H, Huang L: Simultaneous quantification of 17 constituents from Yuanhu Zhitong tablet using rapid resolution liquid chromatography coupled with a triple quadrupole electrospray tandem mass spectrometry. J Pharm Biomed Anal. 2011 Nov 1;56(3):497-504. doi: 10.1016/j.jpba.2011.06.008. Epub 2011 Jun 16.
7. Chen Z, Wang J, Chen D, Fan G, Wu Y: Sodium desoxycholate-assisted capillary electrochromatography with methacrylate ester-based monolithic column on fast separation and determination of coumarin analogs in Angelica dahurica extract. Electrophoresis. 2012 Sep;33(18):2884-91. doi: 10.1002/elps.201200120. Epub 2012 Aug 28.
8. Song DK, Kim JY, Li G, Lee KS, Seo CS, Yan JJ, Jung JS, Kim HJ, Chang HW, Son JK: Agents protecting against sepsis from the roots of Angelica dahurica. Biol Pharm Bull. 2005 Feb;28(2):380-2.
9. Chen Y, Fan G, Chen B, Xie Y, Wu H, Wu Y, Yan C, Wang J: Separation and quantitative analysis of coumarin compounds from Angelica dahurica (Fisch. ex Hoffm) Benth. et Hook. f by pressurized capillary electrochromatography. J Pharm Biomed Anal. 2006 Apr 11;41(1):105-16. Epub 2005 Nov 28.
10. Piao XL, Park IH, Baek SH, Kim HY, Park MK, Park JH: Antioxidative activity of furanocoumarins isolated from Angelicae dahuricae. J Ethnopharmacol. 2004 Aug;93(2-3):243-6.
11. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.