Np mrd loader

Record Information
Version2.0
Created at2022-03-17 20:46:07 UTC
Updated at2026-02-13 04:02:13 UTC
NP-MRD IDNP0047796
Natural Product DOIhttps://doi.org/10.57994/6602
Secondary Accession NumbersNone
Natural Product Identification
Common NameScopolin
Description Scopolin is found in Acer saccharum, Achillea biserrata, Achillea impatiens, Aesculus hippocastanum, Aesculus pavia L., Ailanthus triphysa, Althaea officinalis, Angelica dahurica, Anthemis spp., Arabidopsis thaliana, Artemisia alba, Artemisia annua , Artemisia capillaris, Artemisia chamaemelifolia, Artemisia iwayomogi, Artemisia minor, Artemisia ordosica, Artemisia spp. , Artemisia suksdorfii, Artemisia vestita, Astragalus brachycarpus, Astragalus falcatus, Astragalus onobrychis, Baccharis tricuneata, Baptisia arachnifera, Baptisia bracteata, Baptisia calycosa, Baptisia cinerea, Baptisia lanceolata, Baptisia nuttalliana, Baptisia perfoliata, Baptisia simplicifolia, Baptisia tinctoria , Beaumontia grandiflora, Catunaregam obovata, Celtis spp., Cephalanthus occidentalis, Corchorus olitorius, Dendrobium densiflorum, Echinacea purpurea, Erycibe obtusifolia, Erycibe schmidtii, Eucalyptus viminalis, Eurycoma longifolia, Evolvulus alsinoides, Fraxinus chinensis, Hannoa klaineana, Haplophyllum acutifolium, Hedera spp., Helianthus annuus , Helichrysum arenarium, Diodella teres, Hydrophyllum virginianum, Hymenodictyon floribundum, Ipomoea nil, Macaranga tanarius, Machilus thunbergii, Mandragora autumnalis , Mandragora officinarum, Manihot esculenta, Mentzelia albescens, Mentzelia arborescens, Morus alba L. , Murraya paniculata , Nerium odorum, Nicotiana tabacum , Olea europaea, Peucedanum praeruptorum, Phellinus igniarius , Physochlaina physaloides, Prunus persica, Quassia undulata, Catunaregam spinosa, Rhus lanceolata, Sida hermaphrodita, Salsola laricifolia, Santolina oblongifolia, Saussurea hieracioides, Saussurea superba, Scaphopetalum thonneri, Scopolia japonica , Skimmia japonica, Swertia spp., Tetracentron sinense , Viburnum suspensum and Weigela subsessilis. Scopolin was first documented in 2005 (PMID: 15787250).
Structure
Thumb
SynonymsNot Available
Chemical FormulaC16H18O9
Average Mass354.3087 Da
Monoisotopic Mass354.09508 Da
IUPAC Name6-methoxy-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-chromen-2-one
Traditional Name6-methoxy-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-one
CAS Registry Number531-44-2
SMILES
COC1=CC2=C(OC(=O)C=C2)C=C1OC1OC(CO)C(O)C(O)C1O
InChI Identifier
InChI=1S/C16H18O9/c1-22-9-4-7-2-3-12(18)23-8(7)5-10(9)24-16-15(21)14(20)13(19)11(6-17)25-16/h2-5,11,13-17,19-21H,6H2,1H3
InChI KeySGTCGCCQZOUMJJ-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Acer saccharumLOTUS Database
Achillea biserrataLOTUS Database
Achillea impatiensLOTUS Database
Aesculus hippocastanumLOTUS Database
Aesculus paviaPlant
Ailanthus triphysusLOTUS Database
Althaea officinalisLOTUS Database
Angelica dahuricaLOTUS Database
Anthemis spp.Plant
Apium graveolensFooDB
Arabidopsis thalianaPlant
Artemisia albaLOTUS Database
Artemisia annuaPlant
Artemisia capillarisLOTUS Database
Artemisia chamaemelifoliaLOTUS Database
Artemisia iwayomogiLOTUS Database
Artemisia minorPlant
Artemisia ordosicaLOTUS Database
Artemisia spp.Plant
Artemisia suksdorfiiLOTUS Database
Artemisia vestitaLOTUS Database
Astragalus brachycarpusPlant
Astragalus falcatusPlant
Astragalus onobrychisLOTUS Database
Avena sativa L.FooDB
Baccharis tricuneataLOTUS Database
Baptisia arachniferaPlant
Baptisia bracteataPlant
Baptisia calycosaPlant
Baptisia cinereaPlant
Baptisia lanceolataPlant
Baptisia nuttallianaPlant
Baptisia perfoliataPlant
Baptisia simplicifoliaPlant
Baptisia tinctoriaPlant
Beaumontia grandifloraLOTUS Database
Catunaregam obovataLOTUS Database
Celtis spp.Plant
Cephalanthus occidentalisLOTUS Database
Chamaemelum nobileFooDB
Corchorus olitoriusLOTUS Database
Dendrobium densiflorumLOTUS Database
Echinacea purpureaLOTUS Database
Erycibe obtusifoliaPlant
Erycibe schmidtiiPlant
Eucalyptus viminalisLOTUS Database
Eurycoma longifoliaLOTUS Database
Evolvulus alsinoidesLOTUS Database
Fraxinus chinensisLOTUS Database
Fusarium oxysporum
      Not Available
Hannoa klaineanaLOTUS Database
Haplophyllum acutifoliumLOTUS Database
Hedera spp.Plant
Helianthus annuus L.Plant
Helichrysum arenariumLOTUS Database
Hexasepalum teresLOTUS Database
Hydrophyllum virginianumLOTUS Database
Hymenodictyon floribundumLOTUS Database
Ipomoea batatasFooDB
Ipomoea nilLOTUS Database
Macaranga tanariusPlant
Machilus thunbergiiLOTUS Database
Mandragora autumnalisPlant
Mandragora officinarumLOTUS Database
Manihot esculentaLOTUS Database
Mentzelia albescensLOTUS Database
Mentzelia arborescensLOTUS Database
Morus albaPlant
Murraya paniculataPlant
Nerium oleanderPlant
Nicotiana tabacumPlant
Olea europaeaLOTUS Database
Peucedanum praeruptorumLOTUS Database
Phellinus igniariusFungi
Physochlaina physaloidesLOTUS Database
Prunus persicaLOTUS Database
Quassia undulataLOTUS Database
Randia dumetorumLOTUS Database
Rhus lanceolataPlant
Ripariosida hermaphroditaLOTUS Database
Salsola laricifoliaLOTUS Database
Santolina oblongifoliaLOTUS Database
Saussurea hieracioidesLOTUS Database
Saussurea superbaLOTUS Database
Scaphopetalum thonneriLOTUS Database
Scopolia japonicaPlant
Skimmia japonicaLOTUS Database
Solanum tuberosumFooDB
Swertia spp.Plant
Tetracentron sinensePlant
Viburnum suspensumLOTUS Database
Weigela subsessilisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassCoumarin glycosides
Direct ParentCoumarin glycosides
Alternative Parents
Substituents
  • Coumarin-7-o-glycoside
  • Coumarin o-glycoside
  • Phenolic glycoside
  • Hexose monosaccharide
  • Glycosyl compound
  • O-glycosyl compound
  • Benzopyran
  • 1-benzopyran
  • Anisole
  • Alkyl aryl ether
  • Pyranone
  • Benzenoid
  • Monosaccharide
  • Oxane
  • Pyran
  • Heteroaromatic compound
  • Secondary alcohol
  • Lactone
  • Acetal
  • Organoheterocyclic compound
  • Ether
  • Oxacycle
  • Polyol
  • Organooxygen compound
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Primary alcohol
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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
logP-0.56ALOGPS
logP-0.95ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)12.2ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area134.91 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity82.14 m³·mol⁻¹ChemAxon
Polarizability33.65 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012168
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkScopolin
METLIN IDNot Available
PubChem Compound346340
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. DOI: 10.1515/znc-2005-1-216
  2. PMID: 15787250