5,8-dihydroxy-2,3-dimethoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylnaphthalene-1,4-dione

C18H20O11S — CID 135623717

About 5,8-dihydroxy-2,3-dimethoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylnaphthalene-1,4-dione

5,8-dihydroxy-2,3-dimethoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylnaphthalene-1,4-dione (PubChem CID 135623717) has the molecular formula C18H20O11S and a molecular weight of 444.41 g/mol. Its IUPAC name is 5,8-dihydroxy-2,3-dimethoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylnaphthalene-1,4-dione.

Molecular Properties

• Compound Name: 5,8-dihydroxy-2,3-dimethoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylnaphthalene-1,4-dione
• PubChem CID: 135623717
• Molecular Formula: C18H20O11S
• Molecular Weight: 444.41 g/mol
• Exact Mass: 444.07
• IUPAC Name: 5,8-dihydroxy-2,3-dimethoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylnaphthalene-1,4-dione
• SMILES: COC1=C(OC)C(=O)c2c(O)c(S[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c2C1=O
• InChI: InChI=1S/C18H20O11S/c1-27-16-12(23)8-5(20)3-7(11(22)9(8)13(24)17(16)28-2)30-18-15(26)14(25)10(21)6(4-19)29-18/h3,6,10,14-15,18-22,25-26H,4H2,1-2H3/t6-,10-,14+,15-,18+/m1/s1
• InChIKey: AUIBSIJWVKVSCV-HJAPCFNTSA-N
• XLogP: -1.13
• TPSA: 183.21 Ų
• H-Bond Donors: 6
• H-Bond Acceptors: 12
• Rotatable Bonds: 5
• Heavy Atoms: 30
• Complexity: —

Lipinski Rule of Five

2 violations

Rule	Value
MW ≤ 500	444.41
LogP ≤ 5	-1.13
H-Bond Donors ≤ 5	6
H-Bond Acceptors ≤ 10	12

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'quinone_A(370)', 'substructure': 'N/A'}, {'alert_name': 'hydroquinone', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of 5,8-dihydroxy-2,3-dimethoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylnaphthalene-1,4-dione?

The IUPAC name of 5,8-dihydroxy-2,3-dimethoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylnaphthalene-1,4-dione (CID 135623717) is 5,8-dihydroxy-2,3-dimethoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylnaphthalene-1,4-dione.

What is the SMILES notation for 5,8-dihydroxy-2,3-dimethoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylnaphthalene-1,4-dione?

The canonical SMILES for 5,8-dihydroxy-2,3-dimethoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylnaphthalene-1,4-dione is COC1=C(OC)C(=O)c2c(O)c(S[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c2C1=O.

What is the InChIKey of 5,8-dihydroxy-2,3-dimethoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylnaphthalene-1,4-dione?

The InChIKey is AUIBSIJWVKVSCV-HJAPCFNTSA-N. The full InChI is InChI=1S/C18H20O11S/c1-27-16-12(23)8-5(20)3-7(11(22)9(8)13(24)17(16)28-2)30-18-15(26)14(25)10(21)6(4-19)29-18/h3,6,10,14-15,18-22,25-26H,4H2,1-2H3/t6-,10-,14+,15-,18+/m1/s1.

What are the key properties of 5,8-dihydroxy-2,3-dimethoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylnaphthalene-1,4-dione?

5,8-dihydroxy-2,3-dimethoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylnaphthalene-1,4-dione has a molecular weight of 444.41 g/mol, XLogP of -1.13, 5 rotatable bonds, 6 hydrogen bond donors, and 12 hydrogen bond acceptors.

Where does this data come from?

All data for 5,8-dihydroxy-2,3-dimethoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylnaphthalene-1,4-dione is sourced from PubChem (CID 135623717), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).