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Record Information
Version2.0
Created at2022-04-28 15:50:28 UTC
Updated at2022-04-28 15:50:28 UTC
NP-MRD IDNP0070440
Secondary Accession NumbersNone
Natural Product Identification
Common Name(+)-Siwanine A
Description(1R,2S,3S,4R,5R,6S,8S,12S,13S,16R,19S,20R,21R)-14-ethyl-2-hydroxy-4,6,19-trimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.1²,⁵.0¹,¹³.0³,⁸.0⁸,¹².0¹⁶,²⁰]Docos-17-en-21-yl acetate belongs to the class of organic compounds known as aconitane-type diterpenoid alkaloids. These are alkaloid diterpenoids with a structure based on the hexacyclic aconitane skeleton. These compounds have no oxygen functionality at the C7 atom. (+)-Siwanine A is found in Delphinium giraldii and Delphinium siwanense var. leptogen. Based on a literature review very few articles have been published on (1R,2S,3S,4R,5R,6S,8S,12S,13S,16R,19S,20R,21R)-14-ethyl-2-hydroxy-4,6,19-trimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.1²,⁵.0¹,¹³.0³,⁸.0⁸,¹².0¹⁶,²⁰]Docos-17-en-21-yl acetate.
Structure
Thumb
Synonyms
ValueSource
(1R,2S,3S,4R,5R,6S,8S,12S,13S,16R,19S,20R,21R)-14-Ethyl-2-hydroxy-4,6,19-trimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.1,.0,.0,.0,.0,]docos-17-en-21-yl acetic acidGenerator
Chemical FormulaC27H39NO8
Average Mass505.6080 Da
Monoisotopic Mass505.26757 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
CCN1C[C@]2(C)C=C[C@H](OC)[C@]34[C@@H]2[C@@H](OC(C)=O)[C@@]2(OCO[C@]22C[C@H](OC)[C@H]5C[C@]3(O)[C@@H]2[C@@H]5OC)[C@@H]14
InChI Identifier
InChI=1S/C27H39NO8/c1-7-28-12-23(3)9-8-17(32-5)26-20(23)21(36-14(2)29)27(22(26)28)25(34-13-35-27)11-16(31-4)15-10-24(26,30)19(25)18(15)33-6/h8-9,15-22,30H,7,10-13H2,1-6H3/t15-,16+,17+,18-,19+,20-,21-,22+,23+,24+,25+,26-,27-/m1/s1
InChI KeyYYUVFZSRVMIIEY-NWGCFNHFSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Delphinium giraldiiPlant
Delphinium siwanense var. leptogenPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aconitane-type diterpenoid alkaloids. These are alkaloid diterpenoids with a structure based on the hexacyclic aconitane skeleton. These compounds have no oxygen functionality at the C7 atom.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentAconitane-type diterpenoid alkaloids
Alternative Parents
Substituents
  • Aconitane-type diterpenoid alkaloid
  • Quinolidine
  • Alkaloid or derivatives
  • Azepane
  • Piperidine
  • Tertiary alcohol
  • Cyclic alcohol
  • Meta-dioxolane
  • Tertiary aliphatic amine
  • Tertiary amine
  • Carboxylic acid ester
  • Amino acid or derivatives
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Ether
  • Dialkyl ether
  • Carboxylic acid derivative
  • Acetal
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Amine
  • Alcohol
  • 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
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 Compound162926212
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available