(5S,5aS,8aR,9R)-5-(4-acetylanilino)-9-(3,4-dihydroxy-5-methoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one

C28H25NO8 — CID 44584629

About (5S,5aS,8aR,9R)-5-(4-acetylanilino)-9-(3,4-dihydroxy-5-methoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one

(5S,5aS,8aR,9R)-5-(4-acetylanilino)-9-(3,4-dihydroxy-5-methoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one (PubChem CID 44584629) has the molecular formula C28H25NO8 and a molecular weight of 503.51 g/mol. Its IUPAC name is (5S,5aS,8aR,9R)-5-(4-acetylanilino)-9-(3,4-dihydroxy-5-methoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one.

Molecular Properties

• Compound Name: (5S,5aS,8aR,9R)-5-(4-acetylanilino)-9-(3,4-dihydroxy-5-methoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
• PubChem CID: 44584629
• Molecular Formula: C28H25NO8
• Molecular Weight: 503.51 g/mol
• Exact Mass: 503.16
• IUPAC Name: (5S,5aS,8aR,9R)-5-(4-acetylanilino)-9-(3,4-dihydroxy-5-methoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
• SMILES: COc1cc([C@@H]2c3cc4c(cc3[C@@H](Nc3ccc(C(C)=O)cc3)[C@H]3COC(=O)[C@H]23)OCO4)cc(O)c1O
• InChI: InChI=1S/C28H25NO8/c1-13(30)14-3-5-16(6-4-14)29-26-18-10-22-21(36-12-37-22)9-17(18)24(25-19(26)11-35-28(25)33)15-7-20(31)27(32)23(8-15)34-2/h3-10,19,24-26,29,31-32H,11-12H2,1-2H3/t19-,24+,25-,26+/m0/s1
• InChIKey: QVCZOWPDBKWTNM-QNMIOERPSA-N
• XLogP: 4.13
• TPSA: 123.55 Ų
• H-Bond Donors: 3
• H-Bond Acceptors: 9
• Rotatable Bonds: 5
• Heavy Atoms: 37
• Complexity: —

Lipinski Rule of Five

1 violation

Rule	Value
MW ≤ 500	503.51
LogP ≤ 5	4.13
H-Bond Donors ≤ 5	3
H-Bond Acceptors ≤ 10	9

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'catechol_A(92)', 'substructure': 'N/A'}, {'alert_name': 'catechol', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of (5S,5aS,8aR,9R)-5-(4-acetylanilino)-9-(3,4-dihydroxy-5-methoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one?

The IUPAC name of (5S,5aS,8aR,9R)-5-(4-acetylanilino)-9-(3,4-dihydroxy-5-methoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one (CID 44584629) is (5S,5aS,8aR,9R)-5-(4-acetylanilino)-9-(3,4-dihydroxy-5-methoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one.

What is the SMILES notation for (5S,5aS,8aR,9R)-5-(4-acetylanilino)-9-(3,4-dihydroxy-5-methoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one?

The canonical SMILES for (5S,5aS,8aR,9R)-5-(4-acetylanilino)-9-(3,4-dihydroxy-5-methoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one is COc1cc([C@@H]2c3cc4c(cc3[C@@H](Nc3ccc(C(C)=O)cc3)[C@H]3COC(=O)[C@H]23)OCO4)cc(O)c1O.

What is the InChIKey of (5S,5aS,8aR,9R)-5-(4-acetylanilino)-9-(3,4-dihydroxy-5-methoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one?

The InChIKey is QVCZOWPDBKWTNM-QNMIOERPSA-N. The full InChI is InChI=1S/C28H25NO8/c1-13(30)14-3-5-16(6-4-14)29-26-18-10-22-21(36-12-37-22)9-17(18)24(25-19(26)11-35-28(25)33)15-7-20(31)27(32)23(8-15)34-2/h3-10,19,24-26,29,31-32H,11-12H2,1-2H3/t19-,24+,25-,26+/m0/s1.

What are the key properties of (5S,5aS,8aR,9R)-5-(4-acetylanilino)-9-(3,4-dihydroxy-5-methoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one?

(5S,5aS,8aR,9R)-5-(4-acetylanilino)-9-(3,4-dihydroxy-5-methoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one has a molecular weight of 503.51 g/mol, XLogP of 4.13, 5 rotatable bonds, 3 hydrogen bond donors, and 9 hydrogen bond acceptors.

Where does this data come from?

All data for (5S,5aS,8aR,9R)-5-(4-acetylanilino)-9-(3,4-dihydroxy-5-methoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one is sourced from PubChem (CID 44584629), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).