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Record Information
Version2.0
Created at2022-09-09 01:59:11 UTC
Updated at2022-09-09 01:59:11 UTC
NP-MRD IDNP0277370
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1r,2r,4z,6s,7s,9s,13z)-6,7,12-trihydroxy-4,13-bis[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]tridec-11-ene-3,5,10-trione
Description(1R,2R,4Z,6S,7S,9S,13Z)-6,7,12-trihydroxy-4-(1-hydroxyhexa-2,4-dien-1-ylidene)-13-[(4E)-1-hydroxyhexa-2,4-dien-1-ylidene]-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]Tridec-11-ene-3,5,10-trione belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. (1r,2r,4z,6s,7s,9s,13z)-6,7,12-trihydroxy-4,13-bis[(2e,4e)-1-hydroxyhexa-2,4-dien-1-ylidene]-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]tridec-11-ene-3,5,10-trione is found in Sarocladium strictum. Based on a literature review very few articles have been published on (1R,2R,4Z,6S,7S,9S,13Z)-6,7,12-trihydroxy-4-(1-hydroxyhexa-2,4-dien-1-ylidene)-13-[(4E)-1-hydroxyhexa-2,4-dien-1-ylidene]-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0²,⁷]Tridec-11-ene-3,5,10-trione.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC28H32O9
Average Mass512.5550 Da
Monoisotopic Mass512.20463 Da
IUPAC Name(1R,2R,4Z,6S,7S,9S,13Z)-6,7,12-trihydroxy-4,13-bis[(2E,4E)-1-hydroxyhexa-2,4-dien-1-ylidene]-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0^{2,7}]tridec-11-ene-3,5,10-trione
Traditional Name(1R,2R,4Z,6S,7S,9S,13Z)-6,7,12-trihydroxy-4,13-bis[(2E,4E)-1-hydroxyhexa-2,4-dien-1-ylidene]-2,6,9,11-tetramethyl-8-oxatricyclo[7.4.0.0^{2,7}]tridec-11-ene-3,5,10-trione
CAS Registry NumberNot Available
SMILES
C\C=C\C=C\C(\O)=C1/[C@H]2[C@](C)(O[C@@]3(O)[C@@]2(C)C(=O)\C(=C(\O)/C=C/C=C/C)C(=O)[C@]3(C)O)C(=O)C(C)=C1O
InChI Identifier
InChI=1S/C28H32O9/c1-7-9-11-13-16(29)18-20(31)15(3)22(32)26(5)21(18)25(4)23(33)19(17(30)14-12-10-8-2)24(34)27(6,35)28(25,36)37-26/h7-14,21,29-31,35-36H,1-6H3/b9-7+,10-8+,13-11+,14-12+,18-16+,19-17-/t21-,25-,26+,27+,28+/m1/s1
InChI KeyNWYGQCMFWAOARK-TZCGFCPBSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Acremonium strictumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentCyclohexenones
Alternative Parents
Substituents
  • Cyclohexenone
  • Acyloin
  • Vinylogous acid
  • Tetrahydrofuran
  • Tertiary alcohol
  • Cyclic alcohol
  • Hemiacetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Enol
  • Organic oxide
  • Hydrocarbon derivative
  • 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
logP3.25ChemAxon
pKa (Strongest Acidic)3.71ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area161.59 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity143.76 m³·mol⁻¹ChemAxon
Polarizability52.09 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
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 ID78438478
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound139588220
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]