Show more...
Record Information
Version2.0
Created at2022-09-06 23:03:50 UTC
Updated at2022-09-06 23:03:50 UTC
NP-MRD IDNP0239457
Secondary Accession NumbersNone
Natural Product Identification
Common Name(3ar,3bs,5ar,9ar,9bs)-1-[(2r,4s)-4-[(2r)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-3a,3b,6,6,9a-pentamethyl-3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-2,7-dione
Description(1S,2R,7R,10S,11R)-14-[(2R,4S)-4-[(2R)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-14-ene-5,13-dione belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (3ar,3bs,5ar,9ar,9bs)-1-[(2r,4s)-4-[(2r)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-3a,3b,6,6,9a-pentamethyl-3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-2,7-dione is found in Alisma plantago-aquatica. Based on a literature review very few articles have been published on (1S,2R,7R,10S,11R)-14-[(2R,4S)-4-[(2R)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-14-ene-5,13-dione.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC30H46O4
Average Mass470.6940 Da
Monoisotopic Mass470.33961 Da
IUPAC Name(1S,2R,7R,10S,11R)-14-[(2R,4S)-4-[(2R)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-14-ene-5,13-dione
Traditional Name(1S,2R,7R,10S,11R)-14-[(2R,4S)-4-[(2R)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-14-ene-5,13-dione
CAS Registry NumberNot Available
SMILES
C[C@H](C[C@H](O)[C@H]1OC1(C)C)C1=C2CC[C@H]3[C@@]4(C)CCC(=O)C(C)(C)[C@@H]4CC[C@]3(C)[C@@]2(C)CC1=O
InChI Identifier
InChI=1S/C30H46O4/c1-17(15-19(31)25-27(4,5)34-25)24-18-9-10-22-28(6)13-12-23(33)26(2,3)21(28)11-14-29(22,7)30(18,8)16-20(24)32/h17,19,21-22,25,31H,9-16H2,1-8H3/t17-,19+,21+,22+,25-,28+,29+,30+/m1/s1
InChI KeyLZUGYEMNRIVESU-UKRPUCOJSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Alisma plantago-aquaticaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTriterpenoids
Direct ParentTriterpenoids
Alternative Parents
Substituents
  • Triterpenoid
  • 23-hydroxysteroid
  • 3-oxosteroid
  • Hydroxysteroid
  • 16-oxosteroid
  • Oxosteroid
  • 3-oxo-5-alpha-steroid
  • Steroid
  • Secondary alcohol
  • Ketone
  • Cyclic ketone
  • Ether
  • Oxirane
  • Dialkyl ether
  • Organoheterocyclic compound
  • Oxacycle
  • Organic oxide
  • Carbonyl group
  • Organooxygen compound
  • Alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • 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
logP5.55ChemAxon
pKa (Strongest Acidic)14.09ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area66.9 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity134.61 m³·mol⁻¹ChemAxon
Polarizability54.7 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
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 Compound162990787
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]