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Record Information
Version2.0
Created at2022-09-08 09:59:02 UTC
Updated at2022-09-08 09:59:03 UTC
NP-MRD IDNP0265849
Secondary Accession NumbersNone
Natural Product Identification
Common Namesinulobatin a
DescriptionSinulobatin a belongs to the class of organic compounds known as amphilectane, neoamphilectane, cycloamphilectane, and adociane diterpenoids. These are diterpenoids with a structure based on the amphilectane or a seco-,neo-, or cyclo- derivative thereof. Amphilectane is a tricyclic structure made up of three cyclohexane fused together, with a methyl group at the C11-, C7-, and C3- positions. Additionally, it carries a 2-methylpropyl group at the C1-position. Amphilectanes are presumably derived from serrulatanes. Cycloamphilectanes represent a further cyclisation. Thus, sinulobatin a is considered to be an isoprenoid. sinulobatin a is found in Sinularia nanolobata. Based on a literature review very few articles have been published on Sinulobatin a.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC22H30O3
Average Mass342.4790 Da
Monoisotopic Mass342.21949 Da
IUPAC Name(1S,2R,3aS,4S,6R,6aS)-1,4-dimethyl-7-methylidene-6-(2-methylprop-1-en-1-yl)-5-oxo-2,3,3a,4,5,6,6a,7,8,9-decahydro-1H-phenalen-2-yl acetate
Traditional Namesinulobatin A
CAS Registry NumberNot Available
SMILES
C[C@@H]1[C@@H](C[C@H]2[C@H](C)C(=O)[C@H](C=C(C)C)[C@H]3C(=C)CCC1=C23)OC(C)=O
InChI Identifier
InChI=1S/C22H30O3/c1-11(2)9-18-20-12(3)7-8-16-13(4)19(25-15(6)23)10-17(21(16)20)14(5)22(18)24/h9,13-14,17-20H,3,7-8,10H2,1-2,4-6H3/t13-,14-,17-,18+,19+,20+/m0/s1
InChI KeyGPKYQTWWGVHMSD-XYTVEFIISA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Sinularia nanolobataLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as amphilectane, neoamphilectane, cycloamphilectane, and adociane diterpenoids. These are diterpenoids with a structure based on the amphilectane or a seco-,neo-, or cyclo- derivative thereof. Amphilectane is a tricyclic structure made up of three cyclohexane fused together, with a methyl group at the C11-, C7-, and C3- positions. Additionally, it carries a 2-methylpropyl group at the C1-position. Amphilectanes are presumably derived from serrulatanes. Cycloamphilectanes represent a further cyclisation.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentAmphilectane, neoamphilectane, cycloamphilectane, and adociane diterpenoids
Alternative Parents
Substituents
  • Amphilectane, neoamphilectane, cycloamphilectane, or adociane diterpenoid
  • Cyclic ketone
  • Ketone
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
  • Amphilectane, cycloamphilectane, adociane and neoamphilectane diterpenoids (LMPR0104410001 )
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
logP3.81ChemAxon
pKa (Strongest Acidic)17.32ChemAxon
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity100.59 m³·mol⁻¹ChemAxon
Polarizability39.7 ųChemAxon
Number of Rings3ChemAxon
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 ID8602931
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10427503
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]