Np mrd loader

Record Information
Version2.0
Created at2024-09-09 11:16:10 UTC
Updated at2025-12-20 20:41:06 UTC
NP-MRD IDNP0333798
Natural Product DOIhttps://doi.org/10.57994/3276
Secondary Accession NumbersNone
Natural Product Identification
Common NameBipolarolide O
DescriptionBipolarolide O belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. Based on a literature review very few articles have been published on Bipolarolide O.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC27H43NO3
Average Mass429.6450 Da
Monoisotopic Mass429.32429 Da
IUPAC Name(1S,3R,6R,7S,13R,15R)-15-hydroxy-12-(2-hydroxyethyl)-3,15-dimethyl-6-[(2S)-6-methylhept-5-en-2-yl]-12-azatetracyclo[8.5.1.0^{3,7}.0^{13,16}]hexadec-10(16)-en-11-one
Traditional Name(1S,3R,6R,7S,13R,15R)-15-hydroxy-12-(2-hydroxyethyl)-3,15-dimethyl-6-[(2S)-6-methylhept-5-en-2-yl]-12-azatetracyclo[8.5.1.0^{3,7}.0^{13,16}]hexadec-10(16)-en-11-one
CAS Registry NumberNot Available
SMILES
[H][C@@]1(CC[C@]2(C)C[C@@]3([H])C4=C(CC[C@@]12[H])C(=O)N(CCO)[C@]4([H])C[C@@]3(C)O)[C@@H](C)CCC=C(C)C
InChI Identifier
InChI=1S/C27H43NO3/c1-17(2)7-6-8-18(3)19-11-12-26(4)15-22-24-20(9-10-21(19)26)25(30)28(13-14-29)23(24)16-27(22,5)31/h7,18-19,21-23,29,31H,6,8-16H2,1-5H3/t18-,19+,21-,22-,23+,26+,27+/m0/s1
InChI KeyMLEQONALHVZALN-UWNPQPOISA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
ROESY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)sailesh.maharjan@uit.noUiT-The Arctic University of NorwaySailesh Maharjan2024-09-09View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)sailesh.maharjan@uit.noUiT-The Arctic University of NorwaySailesh Maharjan2024-09-09View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)sailesh.maharjan@uit.noUiT-The Arctic University of NorwaySailesh Maharjan2024-09-09View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)sailesh.maharjan@uit.noUiT-The Arctic University of NorwaySailesh Maharjan2024-09-09View Spectrum
1D_NOESY NMR1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)sailesh.maharjan@uit.noUiT-The Arctic University of NorwaySailesh Maharjan2024-09-09View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)sailesh.maharjan@uit.noUiT-The Arctic University of NorwaySailesh Maharjan2024-09-09View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Uzbekistanica storfjordensis
      Not Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesterterpenoids
Direct ParentSesterterpenoids
Alternative Parents
Substituents
  • Sesterterpenoid
  • N-acyl-amine
  • Tertiary carboxylic acid amide
  • Tertiary alcohol
  • Pyrroline
  • Cyclic alcohol
  • Lactam
  • Carboxamide group
  • Azacycle
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Alkanolamine
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen 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
logP3.81ChemAxon
pKa (Strongest Acidic)13.15ChemAxon
pKa (Strongest Basic)0.29ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area60.77 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity126.77 m³·mol⁻¹ChemAxon
Polarizability51.95 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
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 CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. DOI: 10.1021/acs.jnatprod.4c01105
  2. PMID: 39883606