[(3aR,7aR)-5-[(2S)-5-hydroxypentan-2-yl]-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-6-yl]methyl (3R)-3-methylpentanoate

C21H32O5 — CID 163147214

IUPAC[(3aR,7aR)-5-[(2S)-5-hydroxypentan-2-yl]-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-6-yl]methyl (3R)-3-methylpentanoate
SMILESC=C1C(=O)O[C@@H]2CC(COC(=O)C[C@H](C)CC)=C([C@@H](C)CCCO)C[C@H]12
InChIInChI=1S/C21H32O5/c1-5-13(2)9-20(23)25-12-16-10-19-18(15(4)21(24)26-19)11-17(16)14(3)7-6-8-22/h13-14,18-19,22H,4-12H2,1-3H3/t13-,14+,18-,19-/m1/s1
InChIKeyMASVCCDXOUYRBD-GTYSZEQSSA-N
MW364.48 g/mol
LogP3.56
Rot. Bonds9

About [(3aR,7aR)-5-[(2S)-5-hydroxypentan-2-yl]-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-6-yl]methyl (3R)-3-methylpentanoate

[(3aR,7aR)-5-[(2S)-5-hydroxypentan-2-yl]-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-6-yl]methyl (3R)-3-methylpentanoate (PubChem CID 163147214) has the molecular formula C21H32O5 and a molecular weight of 364.48 g/mol. Its IUPAC name is [(3aR,7aR)-5-[(2S)-5-hydroxypentan-2-yl]-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-6-yl]methyl (3R)-3-methylpentanoate.

Molecular Properties

Compound Name[(3aR,7aR)-5-[(2S)-5-hydroxypentan-2-yl]-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-6-yl]methyl (3R)-3-methylpentanoate
PubChem CID163147214
Molecular FormulaC21H32O5
Molecular Weight364.48 g/mol
Exact Mass364.22
IUPAC Name[(3aR,7aR)-5-[(2S)-5-hydroxypentan-2-yl]-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-6-yl]methyl (3R)-3-methylpentanoate
SMILESC=C1C(=O)O[C@@H]2CC(COC(=O)C[C@H](C)CC)=C([C@@H](C)CCCO)C[C@H]12
InChIInChI=1S/C21H32O5/c1-5-13(2)9-20(23)25-12-16-10-19-18(15(4)21(24)26-19)11-17(16)14(3)7-6-8-22/h13-14,18-19,22H,4-12H2,1-3H3/t13-,14+,18-,19-/m1/s1
InChIKeyMASVCCDXOUYRBD-GTYSZEQSSA-N
XLogP3.56
TPSA72.83 Ų
H-Bond Donors1
H-Bond Acceptors5
Rotatable Bonds9
Heavy Atoms26
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500364.48
LogP ≤ 53.56
H-Bond Donors ≤ 51
H-Bond Acceptors ≤ 105

Computed Properties (RDKit)

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

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Related Compounds

[(3S,7R,8R,9E,12R)-10-methyl-6-methylidene-5,14-dioxo-4,13-dioxatricyclo[10.2.1.03,7]pentadeca-1(15),9-dien-8-yl] 3-methylpentanoate
CID 129294616
[(4S)-4-acetyloxy-5-(5-acetyloxypentan-2-yl)-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-6-yl]methyl 2-methylpropanoate
CID 23843937
[(3aS,4S,7aR)-4-acetyloxy-5-[(2S)-5-acetyloxypentan-2-yl]-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-6-yl]methyl 2-methylprop-2-enoate
CID 162890374
(10-formyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl)methyl 3-methylbutanoate
CID 73088941
(1,5,8-trimethylidene-2-oxo-3a,4,5a,6,7,8a,9,9a-octahydroazuleno[6,5-b]furan-7-yl) 3-methylbutanoate
CID 163043951
[(1'R,2'R,3S,3aS,4R,4'R,7aS,8'S,12'R,15'R)-15'-acetyloxy-5-[(2R)-5-hydroxypentan-2-yl]-2',6,11'-trimethyl-7'-methylidene-2,6'-dioxospiro[3a,4,7,7a-tetrahydro-1-benzofuran-3,13'-5-oxatetracyclo[10.2.1.01,10.04,8]pentadec-10-ene]-4-yl] (2S)-2-methylbutanoate
CID 124868241
[(3aR,5R,6Z,9Z,11aS)-10-(acetyloxymethyl)-5-hydroxy-3-methylidene-2-oxo-3a,4,5,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl 3-methylbutanoate
CID 23229636
benzyl (3R)-6-hydroxy-3-methylhexanoate
CID 58080848
(5,8a-dimethyl-3-methylidene-2-oxo-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-8-yl) 2-methylbutanoate
CID 162951526
[(3aS,8S,9aR,9bS)-8-hydroxy-3,9-dimethylidene-2-oxo-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-6-yl]methyl (2R)-2-methylbutanoate
CID 162881808
[6-(acetyloxymethyl)-3,9-dimethylidene-2-oxo-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-8-yl] 3-methylbutanoate
CID 14262484
[(1'R,2'R,3S,3aS,4R,4'R,7aS,8'S,12'S)-15'-acetyloxy-5-[(2R)-5-hydroxypentan-2-yl]-2',6,11'-trimethyl-7'-methylidene-2,6'-dioxospiro[3a,4,7,7a-tetrahydro-1-benzofuran-3,13'-5-oxatetracyclo[10.2.1.01,10.04,8]pentadec-10-ene]-4-yl] 2-methylpropanoate
CID 51031747

Frequently Asked Questions

What is the IUPAC name of [(3aR,7aR)-5-[(2S)-5-hydroxypentan-2-yl]-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-6-yl]methyl (3R)-3-methylpentanoate?
The IUPAC name of [(3aR,7aR)-5-[(2S)-5-hydroxypentan-2-yl]-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-6-yl]methyl (3R)-3-methylpentanoate (CID 163147214) is [(3aR,7aR)-5-[(2S)-5-hydroxypentan-2-yl]-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-6-yl]methyl (3R)-3-methylpentanoate.
What is the SMILES notation for [(3aR,7aR)-5-[(2S)-5-hydroxypentan-2-yl]-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-6-yl]methyl (3R)-3-methylpentanoate?
The canonical SMILES for [(3aR,7aR)-5-[(2S)-5-hydroxypentan-2-yl]-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-6-yl]methyl (3R)-3-methylpentanoate is C=C1C(=O)O[C@@H]2CC(COC(=O)C[C@H](C)CC)=C([C@@H](C)CCCO)C[C@H]12.
What is the InChIKey of [(3aR,7aR)-5-[(2S)-5-hydroxypentan-2-yl]-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-6-yl]methyl (3R)-3-methylpentanoate?
The InChIKey is MASVCCDXOUYRBD-GTYSZEQSSA-N. The full InChI is InChI=1S/C21H32O5/c1-5-13(2)9-20(23)25-12-16-10-19-18(15(4)21(24)26-19)11-17(16)14(3)7-6-8-22/h13-14,18-19,22H,4-12H2,1-3H3/t13-,14+,18-,19-/m1/s1.
What are the key properties of [(3aR,7aR)-5-[(2S)-5-hydroxypentan-2-yl]-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-6-yl]methyl (3R)-3-methylpentanoate?
[(3aR,7aR)-5-[(2S)-5-hydroxypentan-2-yl]-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-6-yl]methyl (3R)-3-methylpentanoate has a molecular weight of 364.48 g/mol, XLogP of 3.56, 9 rotatable bonds, 1 hydrogen bond donors, and 5 hydrogen bond acceptors.
Where does this data come from?
All data for [(3aR,7aR)-5-[(2S)-5-hydroxypentan-2-yl]-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-6-yl]methyl (3R)-3-methylpentanoate is sourced from PubChem (CID 163147214), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).