[(5aR,6S,7S,8S,9R,9aR)-6,7,8-triacetyloxy-11-methoxy-4-oxo-5a,6,7,8,9,9a-hexahydro-5H-[1,3]dioxolo[4,5-i]phenanthridin-9-yl] benzoate

C28H27NO12 — CID 12039110

About [(5aR,6S,7S,8S,9R,9aR)-6,7,8-triacetyloxy-11-methoxy-4-oxo-5a,6,7,8,9,9a-hexahydro-5H-[1,3]dioxolo[4,5-i]phenanthridin-9-yl] benzoate

[(5aR,6S,7S,8S,9R,9aR)-6,7,8-triacetyloxy-11-methoxy-4-oxo-5a,6,7,8,9,9a-hexahydro-5H-[1,3]dioxolo[4,5-i]phenanthridin-9-yl] benzoate (PubChem CID 12039110) has the molecular formula C28H27NO12 and a molecular weight of 569.52 g/mol. Its IUPAC name is [(5aR,6S,7S,8S,9R,9aR)-6,7,8-triacetyloxy-11-methoxy-4-oxo-5a,6,7,8,9,9a-hexahydro-5H-[1,3]dioxolo[4,5-i]phenanthridin-9-yl] benzoate.

Molecular Properties

• Compound Name: [(5aR,6S,7S,8S,9R,9aR)-6,7,8-triacetyloxy-11-methoxy-4-oxo-5a,6,7,8,9,9a-hexahydro-5H-[1,3]dioxolo[4,5-i]phenanthridin-9-yl] benzoate
• PubChem CID: 12039110
• Molecular Formula: C28H27NO12
• Molecular Weight: 569.52 g/mol
• Exact Mass: 569.15
• IUPAC Name: [(5aR,6S,7S,8S,9R,9aR)-6,7,8-triacetyloxy-11-methoxy-4-oxo-5a,6,7,8,9,9a-hexahydro-5H-[1,3]dioxolo[4,5-i]phenanthridin-9-yl] benzoate
• SMILES: COc1cc2c(c3c1OCO3)C(=O)N[C@H]1[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H](OC(=O)c3ccccc3)[C@H]21
• InChI: InChI=1S/C28H27NO12/c1-12(30)38-24-20-18(16-10-17(35-4)21-22(37-11-36-21)19(16)27(33)29-20)23(41-28(34)15-8-6-5-7-9-15)25(39-13(2)31)26(24)40-14(3)32/h5-10,18,20,23-26H,11H2,1-4H3,(H,29,33)/t18-,20-,23-,24+,25+,26+/m1/s1
• InChIKey: VPQNILICSDVJHR-QTHAFQERSA-N
• XLogP: 1.65
• TPSA: 161.99 Ų
• H-Bond Donors: 1
• H-Bond Acceptors: 12
• Rotatable Bonds: 6
• Heavy Atoms: 41
• Complexity: —

Lipinski Rule of Five

2 violations

Rule	Value
MW ≤ 500	569.52
LogP ≤ 5	1.65
H-Bond Donors ≤ 5	1
H-Bond Acceptors ≤ 10	12

Computed Properties (RDKit)

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

Frequently Asked Questions

What is the IUPAC name of [(5aR,6S,7S,8S,9R,9aR)-6,7,8-triacetyloxy-11-methoxy-4-oxo-5a,6,7,8,9,9a-hexahydro-5H-[1,3]dioxolo[4,5-i]phenanthridin-9-yl] benzoate?

The IUPAC name of [(5aR,6S,7S,8S,9R,9aR)-6,7,8-triacetyloxy-11-methoxy-4-oxo-5a,6,7,8,9,9a-hexahydro-5H-[1,3]dioxolo[4,5-i]phenanthridin-9-yl] benzoate (CID 12039110) is [(5aR,6S,7S,8S,9R,9aR)-6,7,8-triacetyloxy-11-methoxy-4-oxo-5a,6,7,8,9,9a-hexahydro-5H-[1,3]dioxolo[4,5-i]phenanthridin-9-yl] benzoate.

What is the SMILES notation for [(5aR,6S,7S,8S,9R,9aR)-6,7,8-triacetyloxy-11-methoxy-4-oxo-5a,6,7,8,9,9a-hexahydro-5H-[1,3]dioxolo[4,5-i]phenanthridin-9-yl] benzoate?

The canonical SMILES for [(5aR,6S,7S,8S,9R,9aR)-6,7,8-triacetyloxy-11-methoxy-4-oxo-5a,6,7,8,9,9a-hexahydro-5H-[1,3]dioxolo[4,5-i]phenanthridin-9-yl] benzoate is COc1cc2c(c3c1OCO3)C(=O)N[C@H]1[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H](OC(=O)c3ccccc3)[C@H]21.

What is the InChIKey of [(5aR,6S,7S,8S,9R,9aR)-6,7,8-triacetyloxy-11-methoxy-4-oxo-5a,6,7,8,9,9a-hexahydro-5H-[1,3]dioxolo[4,5-i]phenanthridin-9-yl] benzoate?

The InChIKey is VPQNILICSDVJHR-QTHAFQERSA-N. The full InChI is InChI=1S/C28H27NO12/c1-12(30)38-24-20-18(16-10-17(35-4)21-22(37-11-36-21)19(16)27(33)29-20)23(41-28(34)15-8-6-5-7-9-15)25(39-13(2)31)26(24)40-14(3)32/h5-10,18,20,23-26H,11H2,1-4H3,(H,29,33)/t18-,20-,23-,24+,25+,26+/m1/s1.

What are the key properties of [(5aR,6S,7S,8S,9R,9aR)-6,7,8-triacetyloxy-11-methoxy-4-oxo-5a,6,7,8,9,9a-hexahydro-5H-[1,3]dioxolo[4,5-i]phenanthridin-9-yl] benzoate?

[(5aR,6S,7S,8S,9R,9aR)-6,7,8-triacetyloxy-11-methoxy-4-oxo-5a,6,7,8,9,9a-hexahydro-5H-[1,3]dioxolo[4,5-i]phenanthridin-9-yl] benzoate has a molecular weight of 569.52 g/mol, XLogP of 1.65, 6 rotatable bonds, 1 hydrogen bond donors, and 12 hydrogen bond acceptors.

Where does this data come from?

All data for [(5aR,6S,7S,8S,9R,9aR)-6,7,8-triacetyloxy-11-methoxy-4-oxo-5a,6,7,8,9,9a-hexahydro-5H-[1,3]dioxolo[4,5-i]phenanthridin-9-yl] benzoate is sourced from PubChem (CID 12039110), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).