Show more...
Record Information
Version2.0
Created at2022-09-12 14:18:37 UTC
Updated at2022-09-12 14:18:37 UTC
NP-MRD IDNP0329691
Secondary Accession NumbersNone
Natural Product Identification
Common Namemethyl (2r)-2-[(1r,2r)-2-[(1s,4as,6r,8as)-1-(furan-3-yl)-4a-hydroxy-8a-methyl-5-methylidene-3-oxo-tetrahydro-1h-2-benzopyran-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]-2-(acetyloxy)acetate
DescriptionMethyl (2R)-2-[(1R,2R)-2-[(1R,4aS,6R,8aS)-1-(furan-3-yl)-4a-hydroxy-8a-methyl-5-methylidene-3-oxo-octahydro-1H-2-benzopyran-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]-2-(acetyloxy)acetate belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. methyl (2r)-2-[(1r,2r)-2-[(1s,4as,6r,8as)-1-(furan-3-yl)-4a-hydroxy-8a-methyl-5-methylidene-3-oxo-tetrahydro-1h-2-benzopyran-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]-2-(acetyloxy)acetate is found in Lansium domesticum. Based on a literature review very few articles have been published on methyl (2R)-2-[(1R,2R)-2-[(1R,4aS,6R,8aS)-1-(furan-3-yl)-4a-hydroxy-8a-methyl-5-methylidene-3-oxo-octahydro-1H-2-benzopyran-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]-2-(acetyloxy)acetate.
Structure
Thumb
Synonyms
ValueSource
Methyl (2R)-2-[(1R,2R)-2-[(1R,4as,6R,8as)-1-(furan-3-yl)-4a-hydroxy-8a-methyl-5-methylidene-3-oxo-octahydro-1H-2-benzopyran-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]-2-(acetyloxy)acetic acidGenerator
Chemical FormulaC29H36O9
Average Mass528.5980 Da
Monoisotopic Mass528.23593 Da
IUPAC Namemethyl (2R)-2-[(1R,2R)-2-[(1R,4aS,6R,8aS)-1-(furan-3-yl)-4a-hydroxy-8a-methyl-5-methylidene-3-oxo-octahydro-1H-2-benzopyran-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]-2-(acetyloxy)acetate
Traditional Name(R)-(methyl [(1R,2R)-2-[(1R,4aS,6R,8aS)-1-(furan-3-yl)-4a-hydroxy-8a-methyl-5-methylidene-3-oxo-tetrahydro-1H-2-benzopyran-6-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl](acetyloxy)acetate)
CAS Registry NumberNot Available
SMILES
COC(=O)[C@H](OC(C)=O)[C@H]1C(C)(C)C(=O)C=C[C@]1(C)[C@H]1CC[C@@]2(C)[C@@H](OC(=O)C[C@]2(O)C1=C)C1=COC=C1
InChI Identifier
InChI=1S/C29H36O9/c1-16-19(8-12-28(6)24(18-10-13-36-15-18)38-21(32)14-29(16,28)34)27(5)11-9-20(31)26(3,4)23(27)22(25(33)35-7)37-17(2)30/h9-11,13,15,19,22-24,34H,1,8,12,14H2,2-7H3/t19-,22+,23-,24-,27+,28-,29-/m0/s1
InChI KeyVTJUVXVINSZWCE-AOTPXYBKSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Lansium domesticumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub ClassNot Available
Direct ParentBenzopyrans
Alternative Parents
Substituents
  • Benzopyran
  • Tricarboxylic acid or derivatives
  • Cyclohexenone
  • Delta valerolactone
  • Delta_valerolactone
  • Oxane
  • Cyclic alcohol
  • Heteroaromatic compound
  • Methyl ester
  • Tertiary alcohol
  • Furan
  • Carboxylic acid ester
  • Cyclic ketone
  • Lactone
  • Ketone
  • Carboxylic acid derivative
  • Oxacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Alcohol
  • Carbonyl group
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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
logP3.38ChemAxon
pKa (Strongest Acidic)13.48ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area129.34 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity135.2 m³·mol⁻¹ChemAxon
Polarizability53.94 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
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 Compound163185685
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]