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Record Information
Version2.0
Created at2022-09-10 06:31:40 UTC
Updated at2022-09-10 06:31:41 UTC
NP-MRD IDNP0296755
Secondary Accession NumbersNone
Natural Product Identification
Common Name(s)-{[(6r)-6-[(1r,5as,6s,7s,9as,9br,11ar)-6,9a,11a-trimethyl-7-(sulfooxy)-1h,2h,3h,4h,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-1-hydroxy-3-methyl-2-methylideneheptylidene]amino}(phenyl)acetic acid
DescriptionPolymastiamide E belongs to the class of organic compounds known as glycinated bile acids and derivatives. Glycinated bile acids and derivatives are compounds with a structure characterized by the presence of a glycine linked to a bile acid skeleton. (s)-{[(6r)-6-[(1r,5as,6s,7s,9as,9br,11ar)-6,9a,11a-trimethyl-7-(sulfooxy)-1h,2h,3h,4h,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-1-hydroxy-3-methyl-2-methylideneheptylidene]amino}(phenyl)acetic acid is found in Polymastia boletiformis. Based on a literature review very few articles have been published on Polymastiamide E.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC37H53NO7S
Average Mass655.8900 Da
Monoisotopic Mass655.35427 Da
IUPAC Name(2S)-2-{[(6R)-1-hydroxy-3-methyl-2-methylidene-6-[(1R,2S,5S,6S,7S,14R,15R)-2,6,15-trimethyl-5-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-10-en-14-yl]heptylidene]amino}-2-phenylacetic acid
Traditional Name(S)-{[(6R)-1-hydroxy-3-methyl-2-methylidene-6-[(1R,2S,5S,6S,7S,14R,15R)-2,6,15-trimethyl-5-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-10-en-14-yl]heptylidene]amino}(phenyl)acetic acid
CAS Registry NumberNot Available
SMILES
C[C@H](CCC(C)C(=C)C(O)=N[C@H](C(O)=O)C1=CC=CC=C1)[C@H]1CCC2=C3CC[C@H]4[C@H](C)[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)OS(O)(=O)=O
InChI Identifier
InChI=1S/C37H53NO7S/c1-22(24(3)34(39)38-33(35(40)41)26-10-8-7-9-11-26)12-13-23(2)28-16-17-30-27-14-15-29-25(4)32(45-46(42,43)44)19-21-37(29,6)31(27)18-20-36(28,30)5/h7-11,22-23,25,28-29,31-33H,3,12-21H2,1-2,4-6H3,(H,38,39)(H,40,41)(H,42,43,44)/t22?,23-,25+,28-,29+,31+,32+,33+,36-,37+/m1/s1
InChI KeyMFZRLBIXSBCNCK-FNMYTKCTSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Polymastia boletiformisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as glycinated bile acids and derivatives. Glycinated bile acids and derivatives are compounds with a structure characterized by the presence of a glycine linked to a bile acid skeleton.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassBile acids, alcohols and derivatives
Direct ParentGlycinated bile acids and derivatives
Alternative Parents
Substituents
  • Glycinated bile acid
  • Ergostane-skeleton
  • Sulfated steroid skeleton
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • Alpha-amino acid or derivatives
  • Benzenoid
  • Sulfuric acid ester
  • Alkyl sulfate
  • Sulfate-ester
  • Sulfuric acid monoester
  • Monocyclic benzene moiety
  • Organic sulfuric acid or derivatives
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Carboximidic acid derivative
  • Carboximidic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic 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
logP6.87ChemAxon
pKa (Strongest Acidic)-1.3ChemAxon
pKa (Strongest Basic)1.16ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area133.49 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity178.54 m³·mol⁻¹ChemAxon
Polarizability74.1 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityNoChemAxon
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 Compound15225914
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]