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Record Information
Version2.0
Created at2022-04-28 23:48:47 UTC
Updated at2022-04-28 23:48:47 UTC
NP-MRD IDNP0078742
Secondary Accession NumbersNone
Natural Product Identification
Common NameScutecolumnin C
Description(1'S,2R,2'R,4'R,5'R,6'S,8'S,11'S)-5'-[(2R,3aR,6aS)-hexahydrofuro[2,3-b]furan-2-yl]-11'-hydroxy-4',5'-dimethyl-12'-oxaspiro[oxirane-2,10'-tricyclo[6.2.2.0¹,⁶]Dodecane]-2'-yl acetate belongs to the class of organic compounds known as furofurans. These are organic compounds containing a two furan rings fused to each other. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Scutecolumnin C is found in Scutellaria columnae var. columnae. Based on a literature review very few articles have been published on (1'S,2R,2'R,4'R,5'R,6'S,8'S,11'S)-5'-[(2R,3aR,6aS)-hexahydrofuro[2,3-b]furan-2-yl]-11'-hydroxy-4',5'-dimethyl-12'-oxaspiro[oxirane-2,10'-tricyclo[6.2.2.0¹,⁶]Dodecane]-2'-yl acetate.
Structure
Thumb
Synonyms
ValueSource
(1's,2R,2'r,4'r,5'r,6's,8's,11's)-5'-[(2R,3AR,6as)-hexahydrofuro[2,3-b]furan-2-yl]-11'-hydroxy-4',5'-dimethyl-12'-oxaspiro[oxirane-2,10'-tricyclo[6.2.2.0,]dodecane]-2'-yl acetic acidGenerator
Chemical FormulaC22H32O7
Average Mass408.4910 Da
Monoisotopic Mass408.21480 Da
IUPAC Name(1'S,2R,2'R,4'R,5'R,6'S,8'S,11'S)-5'-[(2R,3aR,6aS)-hexahydrofuro[2,3-b]furan-2-yl]-11'-hydroxy-4',5'-dimethyl-12'-oxaspiro[oxirane-2,10'-tricyclo[6.2.2.0^{1,6}]dodecane]-2'-yl acetate
Traditional Name(1'S,2R,2'R,4'R,5'R,6'S,8'S,11'S)-5'-[(2R,3aR,6aS)-hexahydrofuro[2,3-b]furan-2-yl]-11'-hydroxy-4',5'-dimethyl-12'-oxaspiro[oxirane-2,10'-tricyclo[6.2.2.0^{1,6}]dodecane]-2'-yl acetate
CAS Registry NumberNot Available
SMILES
C[C@@H]1C[C@@H](OC(C)=O)[C@@]23[C@@H](O)O[C@@H](C[C@H]2[C@]1(C)[C@H]1C[C@H]2CCO[C@H]2O1)C[C@]31CO1
InChI Identifier
InChI=1S/C22H32O7/c1-11-6-17(27-12(2)23)22-15(8-14(28-19(22)24)9-21(22)10-26-21)20(11,3)16-7-13-4-5-25-18(13)29-16/h11,13-19,24H,4-10H2,1-3H3/t11-,13-,14+,15+,16-,17-,18+,19+,20-,21+,22-/m1/s1
InChI KeyLHQJJZZDFOZOIO-IURABULYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Scutellaria columnae var. columnaePlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as furofurans. These are organic compounds containing a two furan rings fused to each other. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassFurofurans
Sub ClassNot Available
Direct ParentFurofurans
Alternative Parents
Substituents
  • Furofuran
  • Oxane
  • Tetrahydrofuran
  • Hemiacetal
  • Carboxylic acid ester
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Ether
  • Oxirane
  • Dialkyl ether
  • Carboxylic acid derivative
  • Acetal
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.36ALOGPS
logP1.16ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)11.77ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area86.75 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity100.24 m³·mol⁻¹ChemAxon
Polarizability42.82 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound163104868
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available