(3aS,3'As,6aR,6'ar,7'as,8'R,9aR,9bS,10'as,10'bs,10'cs)-eicosahydro-7'a,10'a-dihydroxy-3,3',6,6'-tetrakis(methylene)spiro(azuleno(4,5-b)furan-9(2H),8'-(8H)cyclopent(2,3)azuleno(4,5-b)furan)-2,2',8(3H,3'H)-trione
Basic information
- CAS
1039431-94-1- Standard SMILES
C=C1C(=O)O[C@@H]2[C@@H]3[C@@H](C[C@@]4(O)[C@]3(O)CC[C@]43C(=O)C[C@H]4C(=C)CC[C@H]5C(=C)C(=O)O[C@@H]5[C@H]43)C(=C)CC[C@@H]12- InChIKey
QYIHABZOQGFHJO-RLKQMHIPSA-N- Molecular formula
- C30H34O7
- Average molar mass
- 506.6 g/mol
- Monoisotopic mass
- 506.23045342
Overview
Ainsliadimer A is a sesquiterpene lactone isolated from the whole plants of Ainsliaea macrocephala; exhibits inhibitory activity against production of nitric oxide (NO). It has a role as a metabolite and an EC 1.14.13.39 (nitric oxide synthase) inhibitor. It is a spiro compound and a sesquiterpene lactone.
Names & identifiers
- Preferred name
- (3aS,3'As,6aR,6'ar,7'as,8'R,9aR,9bS,10'as,10'bs,10'cs)-eicosahydro-7'a,10'a-dihydroxy-3,3',6,6'-tetrakis(methylene)spiro(azuleno(4,5-b)furan-9(2H),8'-(8H)cyclopent(2,3)azuleno(4,5-b)furan)-2,2',8(3H,3'H)-trione
- IUPAC
- (1S,2S,3'aS,6S,6'aR,9'aR,9'bS,10R,12S,13R,16S)-12,16-dihydroxy-3',5,6',9-tetramethylidenespiro[3-oxatetracyclo[8.6.0.02,6.012,16]hexadecane-13,9'-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan]-2',4,8'-trione
- English name
- ainsliadimer A
- Molecular formula
- C30H34O7
- Molecular weight
- 506.6
Names & synonyms
Ainsliadimer A(+)-ainsliadimer A1039431-94-1OFP6EZ7DZUCHEBI:65376DTXSID001098274(3aS,3'As,6aR,6'ar,7'as,8'R,9aR,9bS,10'as,10'bs,10'cs)-eicosahydro-7'a,10'a-dihydroxy-3,3',6,6'-tetrakis(methylene)spiro(azuleno(4,5-b)furan-9(2H),8'-(8H)cyclopent(2,3)azuleno(4,5-b)furan)-2,2',8(3H,3'H)-trioneSpiro(azuleno(4,5-b)furan-9(2H),8'-(8H)cyclopent(2,3)azuleno(4,5-b)furan)-2,2',8(3H,3'H)-trione, eicosahydro-7'a,10'a-dihydroxy-3,3',6,6'-tetrakis(methylene)-, (3aS,3'as,6aR,6'ar,7'as,8'R,9aR,9bS,10'as,10'bs,10'cs)-(3aS,3'aS,6aR,6'aR,7'aS,8'R,9aR,9bS,10'aS,10'bS,10'cS)-Eicosahydro-7'a,10'a-dihydroxy-3,3',6,6'-tetrakis(methylene)spiro[azuleno[4,5-b]furan-9(2H),8'-[8H]cyclopent[2,3]azuleno[4,5-b]furan]-2,2',8(3H,3'H)-trione(3aS,3a'S,6aR,6a'R,7a'S,9R,9aR,9bS,10a'S,10b'S,10c'S)-7a',10a'-dihydroxy-3,3',6,6'-tetramethylideneicosahydro-2H-spiro[azuleno[4,5-b]furan-9,8'-cyclopenta[2,3]azuleno[4,5-b]furan]-2,2',8(3H,3'H)-trione(1S,2S,3'aS,6S,6'aR,9'aR,9'bS,10R,12S,13R,16S)-12,16-dihydroxy-3',5,6',9-tetramethylidenespiro(3-oxatetracyclo(8.6.0.02,6.012,16)hexadecane-13,9'-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno(4,5-b)furan)-2',4,8'-trione
Properties
Computed structural properties
- XLogP
- 1.7
- Topological polar surface area
- 110 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 0
- Heavy atoms
- 37
- Formal charge
- 0
- Complexity
- 1,230
Physicochemical properties
- Melting point
- 223 · 223-225 °C
- Boiling point
- 741.9 · 741.9±60.0 °C(Predicted)
- Density
- 1.36 · 1.36±0.1 g/cm3(Predicted)
- pka
- 12.99 · 12.99±0.40(Predicted)
- FDA UNII
- 6 EZ7DZU · OFP6EZ7DZU
Chemistry & industry
Additional notes
DefinitionChEBI: Ainsliadimer A is a sesquiterpene lactone isolated from the whole plants of Ainsliaea macrocephala; exhibits inhibitory activity against production of nitric oxide (NO). It has a role as a metabolite and an EC 1.14.13.39 (nitric oxide synthase) inhibitor. It is a spiro compound and a sesquiterpene lactone.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…