[(3aR,4S,6aR,8S,9S,9aS,9bS)-8-acetyloxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] 2-methyloxirane-2-carboxylate

C21H24O8 — CID 162969752

IUPAC[(3aR,4S,6aR,8S,9S,9aS,9bS)-8-acetyloxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] 2-methyloxirane-2-carboxylate
SMILESC=C1C(=O)O[C@H]2[C@H]1[C@@H](OC(=O)C1(C)CO1)CC(=C)[C@@H]1C[C@H](OC(C)=O)[C@@]3(CO3)[C@H]21
InChIInChI=1S/C21H24O8/c1-9-5-13(28-19(24)20(4)7-25-20)15-10(2)18(23)29-17(15)16-12(9)6-14(27-11(3)22)21(16)8-26-21/h12-17H,1-2,5-8H2,3-4H3/t12-,13-,14-,15+,16-,17-,20?,21-/m0/s1
InChIKeyASFJLXDTSOQTGS-RFCMEEIRSA-N
MW404.42 g/mol
LogP1.08
Rot. Bonds3

About [(3aR,4S,6aR,8S,9S,9aS,9bS)-8-acetyloxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] 2-methyloxirane-2-carboxylate

[(3aR,4S,6aR,8S,9S,9aS,9bS)-8-acetyloxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] 2-methyloxirane-2-carboxylate (PubChem CID 162969752) has the molecular formula C21H24O8 and a molecular weight of 404.42 g/mol. Its IUPAC name is [(3aR,4S,6aR,8S,9S,9aS,9bS)-8-acetyloxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] 2-methyloxirane-2-carboxylate.

Molecular Properties

Compound Name[(3aR,4S,6aR,8S,9S,9aS,9bS)-8-acetyloxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] 2-methyloxirane-2-carboxylate
PubChem CID162969752
Molecular FormulaC21H24O8
Molecular Weight404.42 g/mol
Exact Mass404.15
IUPAC Name[(3aR,4S,6aR,8S,9S,9aS,9bS)-8-acetyloxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] 2-methyloxirane-2-carboxylate
SMILESC=C1C(=O)O[C@H]2[C@H]1[C@@H](OC(=O)C1(C)CO1)CC(=C)[C@@H]1C[C@H](OC(C)=O)[C@@]3(CO3)[C@H]21
InChIInChI=1S/C21H24O8/c1-9-5-13(28-19(24)20(4)7-25-20)15-10(2)18(23)29-17(15)16-12(9)6-14(27-11(3)22)21(16)8-26-21/h12-17H,1-2,5-8H2,3-4H3/t12-,13-,14-,15+,16-,17-,20?,21-/m0/s1
InChIKeyASFJLXDTSOQTGS-RFCMEEIRSA-N
XLogP1.08
TPSA103.96 Ų
H-Bond Donors
H-Bond Acceptors8
Rotatable Bonds3
Heavy Atoms29
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500404.42
LogP ≤ 51.08
H-Bond Donors ≤ 50
H-Bond Acceptors ≤ 108

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'}, {'alert_name': 'Three-membered_heterocycle', 'substructure': 'N/A'}

Analyze [(3aR,4S,6aR,8S,9S,9aS,9bS)-8-acetyloxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] 2-methyloxirane-2-carboxylate with MolForge

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Related Compounds

[(3aR,4S,6aR,8S,9R,9aS,9bS)-3,6-dimethylidene-4-[(2R)-2-methyloxirane-2-carbonyl]oxy-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-8-yl] (4S,5R)-2,4-diphenyl-4,5-dihydro-1,3-oxazole-5-carboxylate
CID 11490434
[(3aR,4S,6aR,8S,9aR,9bR)-4-acetyloxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-8-yl] acetate
CID 14137176
[(3aS,4R,6aR,8R,9S,9aS,9bR)-8-acetyloxy-9-hydroxy-9-(hydroxymethyl)-3,6-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (2R)-3-chloro-2-hydroxy-2-methylpropanoate
CID 163080272
[8-acetyloxy-9-hydroxy-9-(hydroxymethyl)-3,6-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-acetyloxy-3-chloropropanoate
CID 163027867
[(3aR,4R,6aS,9aR,9bR)-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] acetate
CID 638213
[(3aR,4S,6aR,9aR,9bR)-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] acetate
CID 14039178
[(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
(7,8-dihydroxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl) 2-methylbut-2-enoate
CID 162930335
(8-hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl) 3-hydroxy-2-methylprop-2-enoate
CID 146158709
[(3aR,4S,6aR,8S,9S,9aS,9bS)-9-(chloromethyl)-8,9-dihydroxy-3,6-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-methylpropanoate
CID 163018333
[(3aR,4S,6aR,8R,9S,9aS,9bS)-9-(chloromethyl)-8,9-dihydroxy-3,6-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (2R)-2-ethoxy-3-hydroxy-2-methylpropanoate
CID 163067973
[(3aS,5S,5aR,9aR,9bS)-5a-methyl-3,9-dimethylidene-2,8-dioxo-4,5,9a,9b-tetrahydro-3aH-benzo[g][1]benzofuran-5-yl] acetate
CID 162971281

Frequently Asked Questions

What is the IUPAC name of [(3aR,4S,6aR,8S,9S,9aS,9bS)-8-acetyloxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] 2-methyloxirane-2-carboxylate?
The IUPAC name of [(3aR,4S,6aR,8S,9S,9aS,9bS)-8-acetyloxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] 2-methyloxirane-2-carboxylate (CID 162969752) is [(3aR,4S,6aR,8S,9S,9aS,9bS)-8-acetyloxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] 2-methyloxirane-2-carboxylate.
What is the SMILES notation for [(3aR,4S,6aR,8S,9S,9aS,9bS)-8-acetyloxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] 2-methyloxirane-2-carboxylate?
The canonical SMILES for [(3aR,4S,6aR,8S,9S,9aS,9bS)-8-acetyloxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] 2-methyloxirane-2-carboxylate is C=C1C(=O)O[C@H]2[C@H]1[C@@H](OC(=O)C1(C)CO1)CC(=C)[C@@H]1C[C@H](OC(C)=O)[C@@]3(CO3)[C@H]21.
What is the InChIKey of [(3aR,4S,6aR,8S,9S,9aS,9bS)-8-acetyloxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] 2-methyloxirane-2-carboxylate?
The InChIKey is ASFJLXDTSOQTGS-RFCMEEIRSA-N. The full InChI is InChI=1S/C21H24O8/c1-9-5-13(28-19(24)20(4)7-25-20)15-10(2)18(23)29-17(15)16-12(9)6-14(27-11(3)22)21(16)8-26-21/h12-17H,1-2,5-8H2,3-4H3/t12-,13-,14-,15+,16-,17-,20?,21-/m0/s1.
What are the key properties of [(3aR,4S,6aR,8S,9S,9aS,9bS)-8-acetyloxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] 2-methyloxirane-2-carboxylate?
[(3aR,4S,6aR,8S,9S,9aS,9bS)-8-acetyloxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] 2-methyloxirane-2-carboxylate has a molecular weight of 404.42 g/mol, XLogP of 1.08, 3 rotatable bonds, 0 hydrogen bond donors, and 8 hydrogen bond acceptors.
Where does this data come from?
All data for [(3aR,4S,6aR,8S,9S,9aS,9bS)-8-acetyloxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] 2-methyloxirane-2-carboxylate is sourced from PubChem (CID 162969752), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).