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Record Information
Version2.0
Created at2022-09-12 12:29:15 UTC
Updated at2022-09-12 12:29:15 UTC
NP-MRD IDNP0328735
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1s,4s,5s,7r,8s,10e,12r,13s,15s,16r,17s)-4,13,19-trihydroxy-5,8,15,17-tetramethyl-14-methylidene-6-oxa-18-azatetracyclo[10.7.0.0¹,¹⁶.0⁵,⁷]nonadeca-10,18-dien-2-one
DescriptionAlachalasin D belongs to the class of organic compounds known as alachalasins. These are cytochalasans with a structure in which the hydrogenated isoindole bears a methyl group. (1s,4s,5s,7r,8s,10e,12r,13s,15s,16r,17s)-4,13,19-trihydroxy-5,8,15,17-tetramethyl-14-methylidene-6-oxa-18-azatetracyclo[10.7.0.0¹,¹⁶.0⁵,⁷]nonadeca-10,18-dien-2-one is found in Schizothecium vesticola. Based on a literature review very few articles have been published on Alachalasin D.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC22H31NO5
Average Mass389.4920 Da
Monoisotopic Mass389.22022 Da
IUPAC Name(1S,4S,5S,7R,8S,10E,12R,13S,15S,16R,17S)-4,13,19-trihydroxy-5,8,15,17-tetramethyl-14-methylidene-6-oxa-18-azatetracyclo[10.7.0.0^{1,16}.0^{5,7}]nonadeca-10,18-dien-2-one
Traditional Name(1S,4S,5S,7R,8S,10E,12R,13S,15S,16R,17S)-4,13,19-trihydroxy-5,8,15,17-tetramethyl-14-methylidene-6-oxa-18-azatetracyclo[10.7.0.0^{1,16}.0^{5,7}]nonadeca-10,18-dien-2-one
CAS Registry NumberNot Available
SMILES
C[C@@H]1N=C(O)[C@]23[C@H]1[C@H](C)C(=C)[C@@H](O)[C@@H]2\C=C\C[C@H](C)[C@H]1O[C@@]1(C)[C@@H](O)CC3=O
InChI Identifier
InChI=1S/C22H31NO5/c1-10-7-6-8-14-18(26)12(3)11(2)17-13(4)23-20(27)22(14,17)16(25)9-15(24)21(5)19(10)28-21/h6,8,10-11,13-15,17-19,24,26H,3,7,9H2,1-2,4-5H3,(H,23,27)/b8-6+/t10-,11+,13-,14-,15-,17-,18+,19+,21-,22+/m0/s1
InChI KeyJLIGZLZPWHFDND-WTFXJYTMSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Schizothecium vesticolaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alachalasins. These are cytochalasans with a structure in which the hydrogenated isoindole bears a methyl group.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassCytochalasans
Sub ClassAlachalasins
Direct ParentAlachalasins
Alternative Parents
Substituents
  • Carbocyclic alachalasin skeleton
  • Isoindolone
  • Isoindoline
  • Isoindole or derivatives
  • 2-pyrrolidone
  • Pyrrolidone
  • Cyclic alcohol
  • Pyrrolidine
  • Carboxamide group
  • Ketone
  • Lactam
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Carboxylic acid derivative
  • Dialkyl ether
  • Oxirane
  • Ether
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Organopnictogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Organic oxide
  • Hydrocarbon derivative
  • Alcohol
  • Organic oxygen compound
  • Organonitrogen compound
  • Organooxygen compound
  • 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
logP0.64ChemAxon
pKa (Strongest Acidic)2.76ChemAxon
pKa (Strongest Basic)5.58ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area102.65 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity105.06 m³·mol⁻¹ChemAxon
Polarizability41.43 ųChemAxon
Number of Rings4ChemAxon
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 ID78437484
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound24882544
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]