[(1S,2S,3R,4aR,5R,6S,8S,8aR)-5-[(3aS,5R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] propanoate

C27H40O10 — CID 162898985

About [(1S,2S,3R,4aR,5R,6S,8S,8aR)-5-[(3aS,5R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] propanoate

[(1S,2S,3R,4aR,5R,6S,8S,8aR)-5-[(3aS,5R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] propanoate (PubChem CID 162898985) has the molecular formula C27H40O10 and a molecular weight of 524.61 g/mol. Its IUPAC name is [(1S,2S,3R,4aR,5R,6S,8S,8aR)-5-[(3aS,5R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] propanoate.

Molecular Properties

• Compound Name: [(1S,2S,3R,4aR,5R,6S,8S,8aR)-5-[(3aS,5R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] propanoate
• PubChem CID: 162898985
• Molecular Formula: C27H40O10
• Molecular Weight: 524.61 g/mol
• Exact Mass: 524.26
• IUPAC Name: [(1S,2S,3R,4aR,5R,6S,8S,8aR)-5-[(3aS,5R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] propanoate
• SMILES: CCC(=O)O[C@H]1[C@H](O)C[C@@H]2[C@](C)([C@H]3C[C@@H]4CCO[C@@H]4O3)[C@@H](C)C[C@H](OC(C)=O)[C@@]2(COC(C)=O)[C@]12CO2
• InChI: InChI=1S/C27H40O10/c1-6-22(31)37-23-18(30)11-19-25(5,20-10-17-7-8-32-24(17)36-20)14(2)9-21(35-16(4)29)26(19,12-33-15(3)28)27(23)13-34-27/h14,17-21,23-24,30H,6-13H2,1-5H3/t14-,17-,18+,19+,20+,21-,23-,24+,25+,26-,27-/m0/s1
• InChIKey: QENLSJWPGCNYDT-BWUMTSQKSA-N
• XLogP: 2.14
• TPSA: 130.12 Ų
• H-Bond Donors: 1
• H-Bond Acceptors: 10
• Rotatable Bonds: 6
• Heavy Atoms: 37
• Complexity: —

Lipinski Rule of Five

1 violation

Rule	Value
MW ≤ 500	524.61
LogP ≤ 5	2.14
H-Bond Donors ≤ 5	1
H-Bond Acceptors ≤ 10	10

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': '>_2_ester_groups', 'substructure': 'N/A'}, {'alert_name': 'Three-membered_heterocycle', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of [(1S,2S,3R,4aR,5R,6S,8S,8aR)-5-[(3aS,5R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] propanoate?

The IUPAC name of [(1S,2S,3R,4aR,5R,6S,8S,8aR)-5-[(3aS,5R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] propanoate (CID 162898985) is [(1S,2S,3R,4aR,5R,6S,8S,8aR)-5-[(3aS,5R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] propanoate.

What is the SMILES notation for [(1S,2S,3R,4aR,5R,6S,8S,8aR)-5-[(3aS,5R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] propanoate?

The canonical SMILES for [(1S,2S,3R,4aR,5R,6S,8S,8aR)-5-[(3aS,5R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] propanoate is CCC(=O)O[C@H]1[C@H](O)C[C@@H]2[C@](C)([C@H]3C[C@@H]4CCO[C@@H]4O3)[C@@H](C)C[C@H](OC(C)=O)[C@@]2(COC(C)=O)[C@]12CO2.

What is the InChIKey of [(1S,2S,3R,4aR,5R,6S,8S,8aR)-5-[(3aS,5R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] propanoate?

The InChIKey is QENLSJWPGCNYDT-BWUMTSQKSA-N. The full InChI is InChI=1S/C27H40O10/c1-6-22(31)37-23-18(30)11-19-25(5,20-10-17-7-8-32-24(17)36-20)14(2)9-21(35-16(4)29)26(19,12-33-15(3)28)27(23)13-34-27/h14,17-21,23-24,30H,6-13H2,1-5H3/t14-,17-,18+,19+,20+,21-,23-,24+,25+,26-,27-/m0/s1.

What are the key properties of [(1S,2S,3R,4aR,5R,6S,8S,8aR)-5-[(3aS,5R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] propanoate?

[(1S,2S,3R,4aR,5R,6S,8S,8aR)-5-[(3aS,5R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] propanoate has a molecular weight of 524.61 g/mol, XLogP of 2.14, 6 rotatable bonds, 1 hydrogen bond donors, and 10 hydrogen bond acceptors.

Where does this data come from?

All data for [(1S,2S,3R,4aR,5R,6S,8S,8aR)-5-[(3aS,5R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] propanoate is sourced from PubChem (CID 162898985), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).