[(3aR,4S,6aR,8S,9aR,9bR)-8-acetyloxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate

C22H26O6 — CID 14137180

IUPAC[(3aR,4S,6aR,8S,9aR,9bR)-8-acetyloxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate
SMILESC=C1C(=O)O[C@@H]2[C@H]3C(=C)[C@@H](OC(C)=O)C[C@H]3C(=C)C[C@H](OC(=O)/C(C)=C/C)[C@@H]12
InChIInChI=1S/C22H26O6/c1-7-10(2)21(24)27-17-8-11(3)15-9-16(26-14(6)23)12(4)18(15)20-19(17)13(5)22(25)28-20/h7,15-20H,3-5,8-9H2,1-2,6H3/b10-7+/t15-,16-,17-,18-,19+,20+/m0/s1
InChIKeyJBDONQKFZUGHPT-JRFMYVTQSA-N
MW386.44 g/mol
LogP3.05
Rot. Bonds3

About [(3aR,4S,6aR,8S,9aR,9bR)-8-acetyloxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate

[(3aR,4S,6aR,8S,9aR,9bR)-8-acetyloxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate (PubChem CID 14137180) has the molecular formula C22H26O6 and a molecular weight of 386.44 g/mol. Its IUPAC name is [(3aR,4S,6aR,8S,9aR,9bR)-8-acetyloxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate.

Molecular Properties

Compound Name[(3aR,4S,6aR,8S,9aR,9bR)-8-acetyloxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate
PubChem CID14137180
Molecular FormulaC22H26O6
Molecular Weight386.44 g/mol
Exact Mass386.17
IUPAC Name[(3aR,4S,6aR,8S,9aR,9bR)-8-acetyloxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate
SMILESC=C1C(=O)O[C@@H]2[C@H]3C(=C)[C@@H](OC(C)=O)C[C@H]3C(=C)C[C@H](OC(=O)/C(C)=C/C)[C@@H]12
InChIInChI=1S/C22H26O6/c1-7-10(2)21(24)27-17-8-11(3)15-9-16(26-14(6)23)12(4)18(15)20-19(17)13(5)22(25)28-20/h7,15-20H,3-5,8-9H2,1-2,6H3/b10-7+/t15-,16-,17-,18-,19+,20+/m0/s1
InChIKeyJBDONQKFZUGHPT-JRFMYVTQSA-N
XLogP3.05
TPSA78.90 Ų
H-Bond Donors
H-Bond Acceptors6
Rotatable Bonds3
Heavy Atoms28
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500386.44
LogP ≤ 53.05
H-Bond Donors ≤ 50
H-Bond Acceptors ≤ 106

Computed Properties (RDKit)

Structural Alerts{'alert_name': '>_2_ester_groups', 'substructure': 'N/A'}, {'alert_name': 'isolated_alkene', 'substructure': 'N/A'}, {'alert_name': 'Michael_acceptor_1', 'substructure': 'N/A'}

Analyze [(3aR,4S,6aR,8S,9aR,9bR)-8-acetyloxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate with MolForge

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Frequently Asked Questions

What is the IUPAC name of [(3aR,4S,6aR,8S,9aR,9bR)-8-acetyloxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate?
The IUPAC name of [(3aR,4S,6aR,8S,9aR,9bR)-8-acetyloxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate (CID 14137180) is [(3aR,4S,6aR,8S,9aR,9bR)-8-acetyloxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate.
What is the SMILES notation for [(3aR,4S,6aR,8S,9aR,9bR)-8-acetyloxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate?
The canonical SMILES for [(3aR,4S,6aR,8S,9aR,9bR)-8-acetyloxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate is C=C1C(=O)O[C@@H]2[C@H]3C(=C)[C@@H](OC(C)=O)C[C@H]3C(=C)C[C@H](OC(=O)/C(C)=C/C)[C@@H]12.
What is the InChIKey of [(3aR,4S,6aR,8S,9aR,9bR)-8-acetyloxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate?
The InChIKey is JBDONQKFZUGHPT-JRFMYVTQSA-N. The full InChI is InChI=1S/C22H26O6/c1-7-10(2)21(24)27-17-8-11(3)15-9-16(26-14(6)23)12(4)18(15)20-19(17)13(5)22(25)28-20/h7,15-20H,3-5,8-9H2,1-2,6H3/b10-7+/t15-,16-,17-,18-,19+,20+/m0/s1.
What are the key properties of [(3aR,4S,6aR,8S,9aR,9bR)-8-acetyloxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate?
[(3aR,4S,6aR,8S,9aR,9bR)-8-acetyloxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate has a molecular weight of 386.44 g/mol, XLogP of 3.05, 3 rotatable bonds, 0 hydrogen bond donors, and 6 hydrogen bond acceptors.
Where does this data come from?
All data for [(3aR,4S,6aR,8S,9aR,9bR)-8-acetyloxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate is sourced from PubChem (CID 14137180), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).