(3E)-3-benzylidene-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-2-one

C21H21NO6 — CID 11372502

About (3E)-3-benzylidene-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-2-one

(3E)-3-benzylidene-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-2-one (PubChem CID 11372502) has the molecular formula C21H21NO6 and a molecular weight of 383.40 g/mol. Its IUPAC name is (3E)-3-benzylidene-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-2-one.

Molecular Properties

• Compound Name: (3E)-3-benzylidene-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-2-one
• PubChem CID: 11372502
• Molecular Formula: C21H21NO6
• Molecular Weight: 383.40 g/mol
• Exact Mass: 383.14
• IUPAC Name: (3E)-3-benzylidene-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-2-one
• SMILES: O=C1/C(=C/c2ccccc2)c2ccccc2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
• InChI: InChI=1S/C21H21NO6/c23-11-16-17(24)18(25)19(26)21(28-16)22-15-9-5-4-8-13(15)14(20(22)27)10-12-6-2-1-3-7-12/h1-10,16-19,21,23-26H,11H2/b14-10+/t16-,17-,18+,19-,21-/m1/s1
• InChIKey: VLNLKWVNPCEABV-PEICYRALSA-N
• XLogP: 0.37
• TPSA: 110.46 Ų
• H-Bond Donors: 4
• H-Bond Acceptors: 6
• Rotatable Bonds: 3
• Heavy Atoms: 28
• Complexity: —

Lipinski Rule of Five

Passes Rule of Five

Rule	Value
MW ≤ 500	383.40
LogP ≤ 5	0.37
H-Bond Donors ≤ 5	4
H-Bond Acceptors ≤ 10	6

Computed Properties (RDKit)

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

Frequently Asked Questions

What is the IUPAC name of (3E)-3-benzylidene-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-2-one?

The IUPAC name of (3E)-3-benzylidene-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-2-one (CID 11372502) is (3E)-3-benzylidene-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-2-one.

What is the SMILES notation for (3E)-3-benzylidene-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-2-one?

The canonical SMILES for (3E)-3-benzylidene-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-2-one is O=C1/C(=C/c2ccccc2)c2ccccc2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O.

What is the InChIKey of (3E)-3-benzylidene-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-2-one?

The InChIKey is VLNLKWVNPCEABV-PEICYRALSA-N. The full InChI is InChI=1S/C21H21NO6/c23-11-16-17(24)18(25)19(26)21(28-16)22-15-9-5-4-8-13(15)14(20(22)27)10-12-6-2-1-3-7-12/h1-10,16-19,21,23-26H,11H2/b14-10+/t16-,17-,18+,19-,21-/m1/s1.

What are the key properties of (3E)-3-benzylidene-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-2-one?

(3E)-3-benzylidene-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-2-one has a molecular weight of 383.40 g/mol, XLogP of 0.37, 3 rotatable bonds, 4 hydrogen bond donors, and 6 hydrogen bond acceptors.

Where does this data come from?

All data for (3E)-3-benzylidene-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-2-one is sourced from PubChem (CID 11372502), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).