methyl (3R)-3-[(2R,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxybutanoate

C20H26O12 — CID 162863338

About methyl (3R)-3-[(2R,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxybutanoate

methyl (3R)-3-[(2R,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxybutanoate (PubChem CID 162863338) has the molecular formula C20H26O12 and a molecular weight of 458.42 g/mol. Its IUPAC name is methyl (3R)-3-[(2R,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxybutanoate.

Molecular Properties

• Compound Name: methyl (3R)-3-[(2R,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxybutanoate
• PubChem CID: 162863338
• Molecular Formula: C20H26O12
• Molecular Weight: 458.42 g/mol
• Exact Mass: 458.14
• IUPAC Name: methyl (3R)-3-[(2R,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxybutanoate
• SMILES: COC(=O)C[C@H](CO)O[C@@H]1O[C@H](COC(=O)C=Cc2ccc(O)c(O)c2)[C@@H](O)[C@H](O)[C@H]1O
• InChI: InChI=1S/C20H26O12/c1-29-16(25)7-11(8-21)31-20-19(28)18(27)17(26)14(32-20)9-30-15(24)5-3-10-2-4-12(22)13(23)6-10/h2-6,11,14,17-23,26-28H,7-9H2,1H3/t11-,14-,17-,18+,19-,20-/m1/s1
• InChIKey: GZDQNTCTPTYRSO-JTADLJFLSA-N
• XLogP: -1.60
• TPSA: 192.44 Ų
• H-Bond Donors: 6
• H-Bond Acceptors: 12
• Rotatable Bonds: 9
• Heavy Atoms: 32
• Complexity: —

Lipinski Rule of Five

2 violations

Rule	Value
MW ≤ 500	458.42
LogP ≤ 5	-1.60
H-Bond Donors ≤ 5	6
H-Bond Acceptors ≤ 10	12

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'catechol_A(92)', 'substructure': 'N/A'}, {'alert_name': 'catechol', 'substructure': 'N/A'}, {'alert_name': 'Michael_acceptor_1', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of methyl (3R)-3-[(2R,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxybutanoate?

The IUPAC name of methyl (3R)-3-[(2R,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxybutanoate (CID 162863338) is methyl (3R)-3-[(2R,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxybutanoate.

What is the SMILES notation for methyl (3R)-3-[(2R,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxybutanoate?

The canonical SMILES for methyl (3R)-3-[(2R,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxybutanoate is COC(=O)C[C@H](CO)O[C@@H]1O[C@H](COC(=O)C=Cc2ccc(O)c(O)c2)[C@@H](O)[C@H](O)[C@H]1O.

What is the InChIKey of methyl (3R)-3-[(2R,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxybutanoate?

The InChIKey is GZDQNTCTPTYRSO-JTADLJFLSA-N. The full InChI is InChI=1S/C20H26O12/c1-29-16(25)7-11(8-21)31-20-19(28)18(27)17(26)14(32-20)9-30-15(24)5-3-10-2-4-12(22)13(23)6-10/h2-6,11,14,17-23,26-28H,7-9H2,1H3/t11-,14-,17-,18+,19-,20-/m1/s1.

What are the key properties of methyl (3R)-3-[(2R,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxybutanoate?

methyl (3R)-3-[(2R,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxybutanoate has a molecular weight of 458.42 g/mol, XLogP of -1.60, 9 rotatable bonds, 6 hydrogen bond donors, and 12 hydrogen bond acceptors.

Where does this data come from?

All data for methyl (3R)-3-[(2R,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxybutanoate is sourced from PubChem (CID 162863338), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).