(2R,3S,4S,4aR,6R,9bS)-3,4,6,9-tetrahydroxy-2-(hydroxymethyl)-8-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4,4a,9b-tetrahydro-2H-pyrano[3,2-b][1]benzofuran-7-one

C27H30O15 — CID 162858417

About (2R,3S,4S,4aR,6R,9bS)-3,4,6,9-tetrahydroxy-2-(hydroxymethyl)-8-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4,4a,9b-tetrahydro-2H-pyrano[3,2-b][1]benzofuran-7-one

(2R,3S,4S,4aR,6R,9bS)-3,4,6,9-tetrahydroxy-2-(hydroxymethyl)-8-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4,4a,9b-tetrahydro-2H-pyrano[3,2-b][1]benzofuran-7-one (PubChem CID 162858417) has the molecular formula C27H30O15 and a molecular weight of 594.52 g/mol. Its IUPAC name is (2R,3S,4S,4aR,6R,9bS)-3,4,6,9-tetrahydroxy-2-(hydroxymethyl)-8-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4,4a,9b-tetrahydro-2H-pyrano[3,2-b][1]benzofuran-7-one.

Molecular Properties

• Compound Name: (2R,3S,4S,4aR,6R,9bS)-3,4,6,9-tetrahydroxy-2-(hydroxymethyl)-8-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4,4a,9b-tetrahydro-2H-pyrano[3,2-b][1]benzofuran-7-one
• PubChem CID: 162858417
• Molecular Formula: C27H30O15
• Molecular Weight: 594.52 g/mol
• Exact Mass: 594.16
• IUPAC Name: (2R,3S,4S,4aR,6R,9bS)-3,4,6,9-tetrahydroxy-2-(hydroxymethyl)-8-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4,4a,9b-tetrahydro-2H-pyrano[3,2-b][1]benzofuran-7-one
• SMILES: O=C(/C=C\c1ccc(O)cc1)C1=C(O)C2=C(O[C@@H]3[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]23)[C@](O)([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C1=O
• InChI: InChI=1S/C27H30O15/c28-7-12-17(33)20(36)23-22(40-12)15-18(34)14(11(31)6-3-9-1-4-10(30)5-2-9)24(38)27(39,25(15)42-23)26-21(37)19(35)16(32)13(8-29)41-26/h1-6,12-13,16-17,19-23,26,28-30,32-37,39H,7-8H2/b6-3-/t12-,13-,16-,17-,19+,20+,21-,22+,23-,26-,27+/m1/s1
• InChIKey: CHYLAEHATFZYSW-ARUBNWCUSA-N
• XLogP: -3.92
• TPSA: 264.13 Ų
• H-Bond Donors: 10
• H-Bond Acceptors: 15
• Rotatable Bonds: 6
• Heavy Atoms: 42
• Complexity: —

Lipinski Rule of Five

3 violations

Rule	Value
MW ≤ 500	594.52
LogP ≤ 5	-3.92
H-Bond Donors ≤ 5	10
H-Bond Acceptors ≤ 10	15

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'Michael_acceptor_1', 'substructure': 'N/A'}, {'alert_name': 'Michael_acceptor_4', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of (2R,3S,4S,4aR,6R,9bS)-3,4,6,9-tetrahydroxy-2-(hydroxymethyl)-8-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4,4a,9b-tetrahydro-2H-pyrano[3,2-b][1]benzofuran-7-one?

The IUPAC name of (2R,3S,4S,4aR,6R,9bS)-3,4,6,9-tetrahydroxy-2-(hydroxymethyl)-8-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4,4a,9b-tetrahydro-2H-pyrano[3,2-b][1]benzofuran-7-one (CID 162858417) is (2R,3S,4S,4aR,6R,9bS)-3,4,6,9-tetrahydroxy-2-(hydroxymethyl)-8-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4,4a,9b-tetrahydro-2H-pyrano[3,2-b][1]benzofuran-7-one.

What is the SMILES notation for (2R,3S,4S,4aR,6R,9bS)-3,4,6,9-tetrahydroxy-2-(hydroxymethyl)-8-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4,4a,9b-tetrahydro-2H-pyrano[3,2-b][1]benzofuran-7-one?

The canonical SMILES for (2R,3S,4S,4aR,6R,9bS)-3,4,6,9-tetrahydroxy-2-(hydroxymethyl)-8-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4,4a,9b-tetrahydro-2H-pyrano[3,2-b][1]benzofuran-7-one is O=C(/C=C\c1ccc(O)cc1)C1=C(O)C2=C(O[C@@H]3[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]23)[C@](O)([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C1=O.

What is the InChIKey of (2R,3S,4S,4aR,6R,9bS)-3,4,6,9-tetrahydroxy-2-(hydroxymethyl)-8-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4,4a,9b-tetrahydro-2H-pyrano[3,2-b][1]benzofuran-7-one?

The InChIKey is CHYLAEHATFZYSW-ARUBNWCUSA-N. The full InChI is InChI=1S/C27H30O15/c28-7-12-17(33)20(36)23-22(40-12)15-18(34)14(11(31)6-3-9-1-4-10(30)5-2-9)24(38)27(39,25(15)42-23)26-21(37)19(35)16(32)13(8-29)41-26/h1-6,12-13,16-17,19-23,26,28-30,32-37,39H,7-8H2/b6-3-/t12-,13-,16-,17-,19+,20+,21-,22+,23-,26-,27+/m1/s1.

What are the key properties of (2R,3S,4S,4aR,6R,9bS)-3,4,6,9-tetrahydroxy-2-(hydroxymethyl)-8-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4,4a,9b-tetrahydro-2H-pyrano[3,2-b][1]benzofuran-7-one?

(2R,3S,4S,4aR,6R,9bS)-3,4,6,9-tetrahydroxy-2-(hydroxymethyl)-8-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4,4a,9b-tetrahydro-2H-pyrano[3,2-b][1]benzofuran-7-one has a molecular weight of 594.52 g/mol, XLogP of -3.92, 6 rotatable bonds, 10 hydrogen bond donors, and 15 hydrogen bond acceptors.

Where does this data come from?

All data for (2R,3S,4S,4aR,6R,9bS)-3,4,6,9-tetrahydroxy-2-(hydroxymethyl)-8-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4,4a,9b-tetrahydro-2H-pyrano[3,2-b][1]benzofuran-7-one is sourced from PubChem (CID 162858417), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).