[(3R,3aS,4R,4aR,9aS,9bR)-4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl] (2S)-2-methylbutanoate

C20H28O5 — CID 162971408

IUPAC[(3R,3aS,4R,4aR,9aS,9bR)-4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl] (2S)-2-methylbutanoate
SMILESC=C1CCC=C(C)[C@@]2(O)[C@H](OC(=O)[C@@H](C)CC)[C@@H]3[C@@H](OC(=O)[C@@H]3C)[C@H]12
InChIInChI=1S/C20H28O5/c1-6-10(2)18(21)25-17-14-13(5)19(22)24-16(14)15-11(3)8-7-9-12(4)20(15,17)23/h9-10,13-17,23H,3,6-8H2,1-2,4-5H3/t10-,13+,14-,15-,16+,17+,20-/m0/s1
InChIKeyWGWCVNUPNYGXFP-OQMAZPNUSA-N
MW348.44 g/mol
LogP2.78
Rot. Bonds3

About [(3R,3aS,4R,4aR,9aS,9bR)-4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl] (2S)-2-methylbutanoate

[(3R,3aS,4R,4aR,9aS,9bR)-4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl] (2S)-2-methylbutanoate (PubChem CID 162971408) has the molecular formula C20H28O5 and a molecular weight of 348.44 g/mol. Its IUPAC name is [(3R,3aS,4R,4aR,9aS,9bR)-4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl] (2S)-2-methylbutanoate.

Molecular Properties

Compound Name[(3R,3aS,4R,4aR,9aS,9bR)-4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl] (2S)-2-methylbutanoate
PubChem CID162971408
Molecular FormulaC20H28O5
Molecular Weight348.44 g/mol
Exact Mass348.19
IUPAC Name[(3R,3aS,4R,4aR,9aS,9bR)-4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl] (2S)-2-methylbutanoate
SMILESC=C1CCC=C(C)[C@@]2(O)[C@H](OC(=O)[C@@H](C)CC)[C@@H]3[C@@H](OC(=O)[C@@H]3C)[C@H]12
InChIInChI=1S/C20H28O5/c1-6-10(2)18(21)25-17-14-13(5)19(22)24-16(14)15-11(3)8-7-9-12(4)20(15,17)23/h9-10,13-17,23H,3,6-8H2,1-2,4-5H3/t10-,13+,14-,15-,16+,17+,20-/m0/s1
InChIKeyWGWCVNUPNYGXFP-OQMAZPNUSA-N
XLogP2.78
TPSA72.83 Ų
H-Bond Donors1
H-Bond Acceptors5
Rotatable Bonds3
Heavy Atoms25
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500348.44
LogP ≤ 52.78
H-Bond Donors ≤ 51
H-Bond Acceptors ≤ 105

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'isolated_alkene', 'substructure': 'N/A'}

Analyze [(3R,3aS,4R,4aR,9aS,9bR)-4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl] (2S)-2-methylbutanoate with MolForge

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Related Compounds

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[(3R,3aS,4R,4aR,9aS,9bR)-4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl] (2R,3R)-2,3-dimethyloxirane-2-carboxylate
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Eupachinilide A
CID 21578008
Saharanolide A
CID 44566953
6Alpha-Acetoxyisoinuviscolide
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12-Hydroxy-Scabrolide A
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[(3S,3aR,4S,8S,9R,9aS,9bS)-8,9-dihydroxy-3,6,9-trimethyl-2-oxo-3,3a,4,5,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate
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Carolenalin monoacetate
CID 16745505
Carolenalol
CID 157491
(1S,2R,3R,7S,11R,12R)-11-hydroxy-1,10-dimethyl-6-methylidene-4,13-dioxatetracyclo[10.1.1.02,11.03,7]tetradec-9-en-5-one
CID 11139916

Frequently Asked Questions

What is the IUPAC name of [(3R,3aS,4R,4aR,9aS,9bR)-4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl] (2S)-2-methylbutanoate?
The IUPAC name of [(3R,3aS,4R,4aR,9aS,9bR)-4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl] (2S)-2-methylbutanoate (CID 162971408) is [(3R,3aS,4R,4aR,9aS,9bR)-4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl] (2S)-2-methylbutanoate.
What is the SMILES notation for [(3R,3aS,4R,4aR,9aS,9bR)-4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl] (2S)-2-methylbutanoate?
The canonical SMILES for [(3R,3aS,4R,4aR,9aS,9bR)-4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl] (2S)-2-methylbutanoate is C=C1CCC=C(C)[C@@]2(O)[C@H](OC(=O)[C@@H](C)CC)[C@@H]3[C@@H](OC(=O)[C@@H]3C)[C@H]12.
What is the InChIKey of [(3R,3aS,4R,4aR,9aS,9bR)-4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl] (2S)-2-methylbutanoate?
The InChIKey is WGWCVNUPNYGXFP-OQMAZPNUSA-N. The full InChI is InChI=1S/C20H28O5/c1-6-10(2)18(21)25-17-14-13(5)19(22)24-16(14)15-11(3)8-7-9-12(4)20(15,17)23/h9-10,13-17,23H,3,6-8H2,1-2,4-5H3/t10-,13+,14-,15-,16+,17+,20-/m0/s1.
What are the key properties of [(3R,3aS,4R,4aR,9aS,9bR)-4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl] (2S)-2-methylbutanoate?
[(3R,3aS,4R,4aR,9aS,9bR)-4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl] (2S)-2-methylbutanoate has a molecular weight of 348.44 g/mol, XLogP of 2.78, 3 rotatable bonds, 1 hydrogen bond donors, and 5 hydrogen bond acceptors.
Where does this data come from?
All data for [(3R,3aS,4R,4aR,9aS,9bR)-4a-hydroxy-3,5-dimethyl-9-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydro-3H-azuleno[1,2-b]furan-4-yl] (2S)-2-methylbutanoate is sourced from PubChem (CID 162971408), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).