methyl (1S,4aS,5S,7aS)-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate

C27H32O14 — CID 163007703

About methyl (1S,4aS,5S,7aS)-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate

methyl (1S,4aS,5S,7aS)-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate (PubChem CID 163007703) has the molecular formula C27H32O14 and a molecular weight of 580.54 g/mol. Its IUPAC name is methyl (1S,4aS,5S,7aS)-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate.

Molecular Properties

• Compound Name: methyl (1S,4aS,5S,7aS)-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
• PubChem CID: 163007703
• Molecular Formula: C27H32O14
• Molecular Weight: 580.54 g/mol
• Exact Mass: 580.18
• IUPAC Name: methyl (1S,4aS,5S,7aS)-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
• SMILES: COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]2C(CO)=C[C@H](OC(=O)C=Cc3ccc(O)c(OC)c3)[C@H]12
• InChI: InChI=1S/C27H32O14/c1-36-16-7-12(3-5-15(16)30)4-6-19(31)39-17-8-13(9-28)20-21(17)14(25(35)37-2)11-38-26(20)41-27-24(34)23(33)22(32)18(10-29)40-27/h3-8,11,17-18,20-24,26-30,32-34H,9-10H2,1-2H3/t17-,18+,20+,21-,22+,23-,24+,26-,27-/m0/s1
• InChIKey: QHRICBJWYCXFDR-FYBPPWONSA-N
• XLogP: -1.28
• TPSA: 210.90 Ų
• H-Bond Donors: 6
• H-Bond Acceptors: 14
• Rotatable Bonds: 9
• Heavy Atoms: 41
• Complexity: —

Lipinski Rule of Five

3 violations

Rule	Value
MW ≤ 500	580.54
LogP ≤ 5	-1.28
H-Bond Donors ≤ 5	6
H-Bond Acceptors ≤ 10	14

Computed Properties (RDKit)

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

Frequently Asked Questions

What is the IUPAC name of methyl (1S,4aS,5S,7aS)-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate?

The IUPAC name of methyl (1S,4aS,5S,7aS)-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate (CID 163007703) is methyl (1S,4aS,5S,7aS)-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate.

What is the SMILES notation for methyl (1S,4aS,5S,7aS)-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate?

The canonical SMILES for methyl (1S,4aS,5S,7aS)-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate is COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]2C(CO)=C[C@H](OC(=O)C=Cc3ccc(O)c(OC)c3)[C@H]12.

What is the InChIKey of methyl (1S,4aS,5S,7aS)-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate?

The InChIKey is QHRICBJWYCXFDR-FYBPPWONSA-N. The full InChI is InChI=1S/C27H32O14/c1-36-16-7-12(3-5-15(16)30)4-6-19(31)39-17-8-13(9-28)20-21(17)14(25(35)37-2)11-38-26(20)41-27-24(34)23(33)22(32)18(10-29)40-27/h3-8,11,17-18,20-24,26-30,32-34H,9-10H2,1-2H3/t17-,18+,20+,21-,22+,23-,24+,26-,27-/m0/s1.

What are the key properties of methyl (1S,4aS,5S,7aS)-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate?

methyl (1S,4aS,5S,7aS)-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate has a molecular weight of 580.54 g/mol, XLogP of -1.28, 9 rotatable bonds, 6 hydrogen bond donors, and 14 hydrogen bond acceptors.

Where does this data come from?

All data for methyl (1S,4aS,5S,7aS)-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate is sourced from PubChem (CID 163007703), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).