Show more...
Record Information
Version2.0
Created at2022-09-09 03:18:46 UTC
Updated at2022-09-09 03:18:46 UTC
NP-MRD IDNP0278327
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1s,2r)-1-[(1s,4ar,8r,9s,11as)-1-(acetyloxy)-8,9-dihydroxy-7-methyl-11-methylidene-1h,4ah,5h,8h,9h,10h,11ah-cyclonona[c]pyran-4-yl]-1-(acetyloxy)-4-methylpent-3-en-2-yl acetate
Description(1S,2R)-1-[(1S,4aR,8R,9S,11aS)-1-(acetyloxy)-8,9-dihydroxy-7-methyl-11-methylidene-1H,4aH,5H,8H,9H,10H,11H,11aH-cyclonona[c]pyran-4-yl]-1-(acetyloxy)-4-methylpent-3-en-2-yl acetate belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. (1s,2r)-1-[(1s,4ar,8r,9s,11as)-1-(acetyloxy)-8,9-dihydroxy-7-methyl-11-methylidene-1h,4ah,5h,8h,9h,10h,11ah-cyclonona[c]pyran-4-yl]-1-(acetyloxy)-4-methylpent-3-en-2-yl acetate is found in Asterospicularia laurae. Based on a literature review very few articles have been published on (1S,2R)-1-[(1S,4aR,8R,9S,11aS)-1-(acetyloxy)-8,9-dihydroxy-7-methyl-11-methylidene-1H,4aH,5H,8H,9H,10H,11H,11aH-cyclonona[c]pyran-4-yl]-1-(acetyloxy)-4-methylpent-3-en-2-yl acetate.
Structure
Thumb
Synonyms
ValueSource
(1S,2R)-1-[(1S,4AR,8R,9S,11as)-1-(acetyloxy)-8,9-dihydroxy-7-methyl-11-methylidene-1H,4ah,5H,8H,9H,10H,11H,11ah-cyclonona[c]pyran-4-yl]-1-(acetyloxy)-4-methylpent-3-en-2-yl acetic acidGenerator
Chemical FormulaC26H36O9
Average Mass492.5650 Da
Monoisotopic Mass492.23593 Da
IUPAC Name(1S,2R)-1-[(1S,4aR,8R,9S,11aS)-1-(acetyloxy)-8,9-dihydroxy-7-methyl-11-methylidene-1H,4aH,5H,8H,9H,10H,11H,11aH-cyclonona[c]pyran-4-yl]-1-(acetyloxy)-4-methylpent-3-en-2-yl acetate
Traditional Name(1S,2R)-1-[(1S,4aR,8R,9S,11aS)-1-(acetyloxy)-8,9-dihydroxy-7-methyl-11-methylidene-1H,4aH,5H,8H,9H,10H,11aH-cyclonona[c]pyran-4-yl]-1-(acetyloxy)-4-methylpent-3-en-2-yl acetate
CAS Registry NumberNot Available
SMILES
CC(C)=C[C@@H](OC(C)=O)[C@@H](OC(C)=O)C1=CO[C@@H](OC(C)=O)[C@H]2[C@H]1C\C=C(C)/[C@@H](O)[C@@H](O)CC2=C
InChI Identifier
InChI=1S/C26H36O9/c1-13(2)10-22(33-16(5)27)25(34-17(6)28)20-12-32-26(35-18(7)29)23-15(4)11-21(30)24(31)14(3)8-9-19(20)23/h8,10,12,19,21-26,30-31H,4,9,11H2,1-3,5-7H3/b14-8-/t19-,21-,22+,23+,24+,25-,26-/m0/s1
InChI KeyVFJIIFXMPRKDFM-KQZYTMPPSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Asterospicularia lauraeLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentBicyclic monoterpenoids
Alternative Parents
Substituents
  • Bicyclic monoterpenoid
  • Tricarboxylic acid or derivatives
  • 1,2-diol
  • Carboxylic acid ester
  • Secondary alcohol
  • Acetal
  • Carboxylic acid derivative
  • Oxacycle
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • 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
logP1.51ChemAxon
pKa (Strongest Acidic)13.49ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area128.59 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity127.42 m³·mol⁻¹ChemAxon
Polarizability51.15 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
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 Compound162916948
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]