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Record Information
Version2.0
Created at2022-09-07 09:38:50 UTC
Updated at2022-09-07 09:38:51 UTC
NP-MRD IDNP0247703
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2s)-1-{21-[(2s)-2-(acetyloxy)propyl]-9,17-dihydroxy-6,20-dimethoxy-7,19-dioxo-12,14-dioxahexacyclo[13.8.0.0²,¹¹.0³,⁸.0⁴,²².0¹⁸,²³]tricosa-1(15),2,4(22),5,8,10,16,18(23),20-nonaen-5-yl}propan-2-yl acetate
Description(2S)-1-{21-[(2S)-2-(acetyloxy)propyl]-9,17-dihydroxy-6,20-dimethoxy-7,19-dioxo-12,14-dioxahexacyclo[13.8.0.0²,¹¹.0³,⁸.0⁴,²².0¹⁸,²³]Tricosa-1(15),2(11),3(8),4(22),5,9,16,18(23),20-nonaen-5-yl}propan-2-yl acetate belongs to the class of organic compounds known as perylenequinones. These are heterocyclic compounds characterized by two 8-hydroxy-1,4-dihydronaphthalen-1-one moieties joined together one or two CC-bonds. Based on a literature review very few articles have been published on (2S)-1-{21-[(2S)-2-(acetyloxy)propyl]-9,17-dihydroxy-6,20-dimethoxy-7,19-dioxo-12,14-dioxahexacyclo[13.8.0.0²,¹¹.0³,⁸.0⁴,²².0¹⁸,²³]Tricosa-1(15),2(11),3(8),4(22),5,9,16,18(23),20-nonaen-5-yl}propan-2-yl acetate.
Structure
Thumb
Synonyms
ValueSource
(2S)-1-{21-[(2S)-2-(acetyloxy)propyl]-9,17-dihydroxy-6,20-dimethoxy-7,19-dioxo-12,14-dioxahexacyclo[13.8.0.0,.0,.0,.0,]tricosa-1(15),2(11),3(8),4(22),5,9,16,18(23),20-nonaen-5-yl}propan-2-yl acetic acidGenerator
Chemical FormulaC33H30O12
Average Mass618.5910 Da
Monoisotopic Mass618.17373 Da
IUPAC Name(2S)-1-{21-[(2S)-2-(acetyloxy)propyl]-9,17-dihydroxy-6,20-dimethoxy-7,19-dioxo-12,14-dioxahexacyclo[13.8.0.0^{2,11}.0^{3,8}.0^{4,22}.0^{18,23}]tricosa-1(23),2,4(22),5,8,10,15,17,20-nonaen-5-yl}propan-2-yl acetate
Traditional Name(2S)-1-{21-[(2S)-2-(acetyloxy)propyl]-9,17-dihydroxy-6,20-dimethoxy-7,19-dioxo-12,14-dioxahexacyclo[13.8.0.0^{2,11}.0^{3,8}.0^{4,22}.0^{18,23}]tricosa-1(23),2,4(22),5,8,10,15,17,20-nonaen-5-yl}propan-2-yl acetate
CAS Registry NumberNot Available
SMILES
COC1=C(C[C@H](C)OC(C)=O)C2=C3C(C[C@H](C)OC(C)=O)=C(OC)C(=O)C4=C(O)C=C5OCOC6=CC(O)=C(C1=O)C2=C6C5=C34
InChI Identifier
InChI=1S/C33H30O12/c1-12(44-14(3)34)7-16-22-23-17(8-13(2)45-15(4)35)33(41-6)31(39)25-19(37)10-21-27(29(23)25)26-20(42-11-43-21)9-18(36)24(28(22)26)30(38)32(16)40-5/h9-10,12-13,36-37H,7-8,11H2,1-6H3/t12-,13-/m0/s1
InChI KeyAAWYBWDUDOICBF-STQMWFEESA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as perylenequinones. These are heterocyclic compounds characterized by two 8-hydroxy-1,4-dihydronaphthalen-1-one moieties joined together one or two CC-bonds.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPerylenequinones
Sub ClassNot Available
Direct ParentPerylenequinones
Alternative Parents
Substituents
  • Perylenequinone
  • Phenanthrol
  • Anthracene
  • Phenanthrene
  • 2-naphthol
  • 1-naphthol
  • Anisole
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Dicarboxylic acid or derivatives
  • Vinylogous acid
  • Carboxylic acid ester
  • Acetal
  • Organoheterocyclic compound
  • Ether
  • Oxacycle
  • Carboxylic acid derivative
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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
logP4.22ChemAxon
pKa (Strongest Acidic)6.42ChemAxon
pKa (Strongest Basic)3.19ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area164.12 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity160.41 m³·mol⁻¹ChemAxon
Polarizability61.66 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityYesChemAxon
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 ID68004032
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. LOTUS database [Link]