(E)-4-[5-[3-[2,4-dihydroxy-6-[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-oxopropyl]-2-hydroxyanilino]-4-oxobut-2-enoic acid

C25H27NO13 — CID 99947327

About (E)-4-[5-[3-[2,4-dihydroxy-6-[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-oxopropyl]-2-hydroxyanilino]-4-oxobut-2-enoic acid

(E)-4-[5-[3-[2,4-dihydroxy-6-[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-oxopropyl]-2-hydroxyanilino]-4-oxobut-2-enoic acid (PubChem CID 99947327) has the molecular formula C25H27NO13 and a molecular weight of 549.49 g/mol. Its IUPAC name is (E)-4-[5-[3-[2,4-dihydroxy-6-[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-oxopropyl]-2-hydroxyanilino]-4-oxobut-2-enoic acid.

Molecular Properties

• Compound Name: (E)-4-[5-[3-[2,4-dihydroxy-6-[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-oxopropyl]-2-hydroxyanilino]-4-oxobut-2-enoic acid
• PubChem CID: 99947327
• Molecular Formula: C25H27NO13
• Molecular Weight: 549.49 g/mol
• Exact Mass: 549.15
• IUPAC Name: (E)-4-[5-[3-[2,4-dihydroxy-6-[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-oxopropyl]-2-hydroxyanilino]-4-oxobut-2-enoic acid
• SMILES: O=C(O)/C=C/C(=O)Nc1cc(CCC(=O)c2c(O)cc(O)cc2O[C@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)ccc1O
• InChI: InChI=1S/C25H27NO13/c27-10-18-22(35)23(36)24(37)25(39-18)38-17-9-12(28)8-16(31)21(17)15(30)4-2-11-1-3-14(29)13(7-11)26-19(32)5-6-20(33)34/h1,3,5-9,18,22-25,27-29,31,35-37H,2,4,10H2,(H,26,32)(H,33,34)/b6-5+/t18-,22+,23-,24+,25+/m1/s1
• InChIKey: GBEMGCVXJRURAJ-DPFTZSEZSA-N
• XLogP: -0.62
• TPSA: 243.54 Ų
• H-Bond Donors: 9
• H-Bond Acceptors: 12
• Rotatable Bonds: 10
• Heavy Atoms: 39
• Complexity: —

Lipinski Rule of Five

3 violations

Rule	Value
MW ≤ 500	549.49
LogP ≤ 5	-0.62
H-Bond Donors ≤ 5	9
H-Bond Acceptors ≤ 10	12

Computed Properties (RDKit)

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

Frequently Asked Questions

What is the IUPAC name of (E)-4-[5-[3-[2,4-dihydroxy-6-[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-oxopropyl]-2-hydroxyanilino]-4-oxobut-2-enoic acid?

The IUPAC name of (E)-4-[5-[3-[2,4-dihydroxy-6-[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-oxopropyl]-2-hydroxyanilino]-4-oxobut-2-enoic acid (CID 99947327) is (E)-4-[5-[3-[2,4-dihydroxy-6-[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-oxopropyl]-2-hydroxyanilino]-4-oxobut-2-enoic acid.

What is the SMILES notation for (E)-4-[5-[3-[2,4-dihydroxy-6-[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-oxopropyl]-2-hydroxyanilino]-4-oxobut-2-enoic acid?

The canonical SMILES for (E)-4-[5-[3-[2,4-dihydroxy-6-[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-oxopropyl]-2-hydroxyanilino]-4-oxobut-2-enoic acid is O=C(O)/C=C/C(=O)Nc1cc(CCC(=O)c2c(O)cc(O)cc2O[C@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)ccc1O.

What is the InChIKey of (E)-4-[5-[3-[2,4-dihydroxy-6-[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-oxopropyl]-2-hydroxyanilino]-4-oxobut-2-enoic acid?

The InChIKey is GBEMGCVXJRURAJ-DPFTZSEZSA-N. The full InChI is InChI=1S/C25H27NO13/c27-10-18-22(35)23(36)24(37)25(39-18)38-17-9-12(28)8-16(31)21(17)15(30)4-2-11-1-3-14(29)13(7-11)26-19(32)5-6-20(33)34/h1,3,5-9,18,22-25,27-29,31,35-37H,2,4,10H2,(H,26,32)(H,33,34)/b6-5+/t18-,22+,23-,24+,25+/m1/s1.

What are the key properties of (E)-4-[5-[3-[2,4-dihydroxy-6-[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-oxopropyl]-2-hydroxyanilino]-4-oxobut-2-enoic acid?

(E)-4-[5-[3-[2,4-dihydroxy-6-[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-oxopropyl]-2-hydroxyanilino]-4-oxobut-2-enoic acid has a molecular weight of 549.49 g/mol, XLogP of -0.62, 10 rotatable bonds, 9 hydrogen bond donors, and 12 hydrogen bond acceptors.

Where does this data come from?

All data for (E)-4-[5-[3-[2,4-dihydroxy-6-[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-oxopropyl]-2-hydroxyanilino]-4-oxobut-2-enoic acid is sourced from PubChem (CID 99947327), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).