(2S,3R,4S,5S)-2,3,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4-hydroxyhexanedioic acid

C33H28O17 — CID 101227453

About (2S,3R,4S,5S)-2,3,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4-hydroxyhexanedioic acid

(2S,3R,4S,5S)-2,3,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4-hydroxyhexanedioic acid (PubChem CID 101227453) has the molecular formula C33H28O17 and a molecular weight of 696.57 g/mol. Its IUPAC name is (2S,3R,4S,5S)-2,3,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4-hydroxyhexanedioic acid.

Molecular Properties

• Compound Name: (2S,3R,4S,5S)-2,3,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4-hydroxyhexanedioic acid
• PubChem CID: 101227453
• Molecular Formula: C33H28O17
• Molecular Weight: 696.57 g/mol
• Exact Mass: 696.13
• IUPAC Name: (2S,3R,4S,5S)-2,3,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4-hydroxyhexanedioic acid
• SMILES: O=C(/C=C/c1ccc(O)c(O)c1)O[C@H]([C@H](O)[C@H](OC(=O)/C=C/c1ccc(O)c(O)c1)C(=O)O)[C@H](OC(=O)/C=C/c1ccc(O)c(O)c1)C(=O)O
• InChI: InChI=1S/C33H28O17/c34-19-7-1-16(13-22(19)37)4-10-25(40)48-29(31(33(46)47)50-27(42)12-6-18-3-9-21(36)24(39)15-18)28(43)30(32(44)45)49-26(41)11-5-17-2-8-20(35)23(38)14-17/h1-15,28-31,34-39,43H,(H,44,45)(H,46,47)/b10-4+,11-5+,12-6+/t28-,29+,30-,31-/m0/s1
• InChIKey: SLEBIJYTAGSEKM-GBALHERYSA-N
• XLogP: 1.63
• TPSA: 295.11 Ų
• H-Bond Donors: 9
• H-Bond Acceptors: 15
• Rotatable Bonds: 14
• Heavy Atoms: 50
• Complexity: —

Lipinski Rule of Five

3 violations

Rule	Value
MW ≤ 500	696.57
LogP ≤ 5	1.63
H-Bond Donors ≤ 5	9
H-Bond Acceptors ≤ 10	15

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'catechol_A(92)', 'substructure': 'N/A'}, {'alert_name': '>_2_ester_groups', '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 (2S,3R,4S,5S)-2,3,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4-hydroxyhexanedioic acid?

The IUPAC name of (2S,3R,4S,5S)-2,3,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4-hydroxyhexanedioic acid (CID 101227453) is (2S,3R,4S,5S)-2,3,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4-hydroxyhexanedioic acid.

What is the SMILES notation for (2S,3R,4S,5S)-2,3,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4-hydroxyhexanedioic acid?

The canonical SMILES for (2S,3R,4S,5S)-2,3,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4-hydroxyhexanedioic acid is O=C(/C=C/c1ccc(O)c(O)c1)O[C@H]([C@H](O)[C@H](OC(=O)/C=C/c1ccc(O)c(O)c1)C(=O)O)[C@H](OC(=O)/C=C/c1ccc(O)c(O)c1)C(=O)O.

What is the InChIKey of (2S,3R,4S,5S)-2,3,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4-hydroxyhexanedioic acid?

The InChIKey is SLEBIJYTAGSEKM-GBALHERYSA-N. The full InChI is InChI=1S/C33H28O17/c34-19-7-1-16(13-22(19)37)4-10-25(40)48-29(31(33(46)47)50-27(42)12-6-18-3-9-21(36)24(39)15-18)28(43)30(32(44)45)49-26(41)11-5-17-2-8-20(35)23(38)14-17/h1-15,28-31,34-39,43H,(H,44,45)(H,46,47)/b10-4+,11-5+,12-6+/t28-,29+,30-,31-/m0/s1.

What are the key properties of (2S,3R,4S,5S)-2,3,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4-hydroxyhexanedioic acid?

(2S,3R,4S,5S)-2,3,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4-hydroxyhexanedioic acid has a molecular weight of 696.57 g/mol, XLogP of 1.63, 14 rotatable bonds, 9 hydrogen bond donors, and 15 hydrogen bond acceptors.

Where does this data come from?

All data for (2S,3R,4S,5S)-2,3,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4-hydroxyhexanedioic acid is sourced from PubChem (CID 101227453), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).