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Record Information
Version2.0
Created at2021-06-19 17:57:03 UTC
Updated at2021-06-29 23:51:13 UTC
NP-MRD IDNP0025967
Secondary Accession NumbersNone
Natural Product Identification
Common Name7-acetoxy-7,8-dihydrobromodovulone I. Bromopunaglandin 8
Provided ByJEOL DatabaseJEOL Logo
Description 7-acetoxy-7,8-dihydrobromodovulone I. Bromopunaglandin 8 is found in Clavularia viridis. 7-acetoxy-7,8-dihydrobromodovulone I. Bromopunaglandin 8 was first documented in 2001 (Watanabe, K., et al.). Based on a literature review very few articles have been published on 7-acetoxy-7,8-dihydrobromovulone i.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC23H33BrO6
Average Mass485.4150 Da
Monoisotopic Mass484.14605 Da
IUPAC Namemethyl (5Z,7S)-7-(acetyloxy)-7-[(1R,2S)-4-bromo-2-hydroxy-2-[(2Z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-yl]hept-5-enoate
Traditional Namemethyl (5Z,7S)-7-(acetyloxy)-7-[(1R,2S)-4-bromo-2-hydroxy-2-[(2Z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-yl]hept-5-enoate
CAS Registry NumberNot Available
SMILES
[H]O[C@@]1(C([H])=C(Br)C(=O)[C@]1([H])[C@@]([H])(OC(=O)C([H])([H])[H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C(=O)OC([H])([H])[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]
InChI Identifier
InChI=1S/C23H33BrO6/c1-4-5-6-7-8-12-15-23(28)16-18(24)22(27)21(23)19(30-17(2)25)13-10-9-11-14-20(26)29-3/h8,10,12-13,16,19,21,28H,4-7,9,11,14-15H2,1-3H3/b12-8-,13-10-/t19-,21-,23+/m0/s1
InChI KeyKJIAAYSMTGAUFU-WAALSUGPSA-N
Experimental Spectra
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Clavularia viridisJEOL database
    • Watanabe, K., et al, J. Nat. Prod. 64, 1421 (2001)
Chemical Taxonomy
ClassificationNot classified
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
logP4.63ALOGPS
logP4.67ChemAxon
logS-5.4ALOGPS
pKa (Strongest Acidic)13.69ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area89.9 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity121.84 m³·mol⁻¹ChemAxon
Polarizability48.08 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
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 ID9104248
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. Watanabe, K., et al. (2001). Watanabe, K., et al, J. Nat. Prod. 64, 1421 (2001). J. Nat. Prod..