(1S,3R,4R,5R)-4-[(2E,4E,6E,8E,10E,12E,14E)-16-[(2S,5S)-6-[[(3aR,6R)-7-hydroxy-4-(hydroxymethyl)-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoyl]oxy-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid

C49H60O22 — CID 145388517

About (1S,3R,4R,5R)-4-[(2E,4E,6E,8E,10E,12E,14E)-16-[(2S,5S)-6-[[(3aR,6R)-7-hydroxy-4-(hydroxymethyl)-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoyl]oxy-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid

(1S,3R,4R,5R)-4-[(2E,4E,6E,8E,10E,12E,14E)-16-[(2S,5S)-6-[[(3aR,6R)-7-hydroxy-4-(hydroxymethyl)-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoyl]oxy-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid (PubChem CID 145388517) has the molecular formula C49H60O22 and a molecular weight of 1001.00 g/mol. Its IUPAC name is (1S,3R,4R,5R)-4-[(2E,4E,6E,8E,10E,12E,14E)-16-[(2S,5S)-6-[[(3aR,6R)-7-hydroxy-4-(hydroxymethyl)-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoyl]oxy-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid.

Molecular Properties

• Compound Name: (1S,3R,4R,5R)-4-[(2E,4E,6E,8E,10E,12E,14E)-16-[(2S,5S)-6-[[(3aR,6R)-7-hydroxy-4-(hydroxymethyl)-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoyl]oxy-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid
• PubChem CID: 145388517
• Molecular Formula: C49H60O22
• Molecular Weight: 1001.00 g/mol
• Exact Mass: 1000.36
• IUPAC Name: (1S,3R,4R,5R)-4-[(2E,4E,6E,8E,10E,12E,14E)-16-[(2S,5S)-6-[[(3aR,6R)-7-hydroxy-4-(hydroxymethyl)-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoyl]oxy-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid
• SMILES: CC(/C=C/C=C(\C)C(=O)O[C@@H]1OC(CO[C@@H]2OC(CO)[C@H]3OCOC3C2O)[C@@H](O)C(O)C1O)=C\C=C\C=C(C)\C=C\C=C(/C)C(=O)O[C@@H]1[C@H](O)C[C@@](O)(C(=O)O)C[C@H]1OC(=O)/C=C/c1ccc(O)c(O)c1
• InChI: InChI=1S/C49H60O22/c1-25(11-7-13-27(3)44(59)70-41-32(53)20-49(63,48(61)62)21-33(41)67-36(54)18-16-29-15-17-30(51)31(52)19-29)9-5-6-10-26(2)12-8-14-28(4)45(60)71-47-39(57)38(56)37(55)35(69-47)23-64-46-40(58)43-42(65-24-66-43)34(22-50)68-46/h5-19,32-35,37-43,46-47,50-53,55-58,63H,20-24H2,1-4H3,(H,61,62)/b6-5+,11-7+,12-8+,18-16+,25-9+,26-10+,27-13+,28-14+/t32-,33-,34?,35?,37-,38?,39?,40?,41-,42-,43?,46-,47+,49+/m1/s1
• InChIKey: VFPWYNYRWUIXLM-BAAWFNGFSA-N
• XLogP: 0.55
• TPSA: 344.42 Ų
• H-Bond Donors: 10
• H-Bond Acceptors: 21
• Rotatable Bonds: 18
• Heavy Atoms: 71
• Complexity: —

Lipinski Rule of Five

3 violations

Rule	Value
MW ≤ 500	1001.00
LogP ≤ 5	0.55
H-Bond Donors ≤ 5	10
H-Bond Acceptors ≤ 10	21

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'}, {'alert_name': 'polyene', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of (1S,3R,4R,5R)-4-[(2E,4E,6E,8E,10E,12E,14E)-16-[(2S,5S)-6-[[(3aR,6R)-7-hydroxy-4-(hydroxymethyl)-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoyl]oxy-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid?

The IUPAC name of (1S,3R,4R,5R)-4-[(2E,4E,6E,8E,10E,12E,14E)-16-[(2S,5S)-6-[[(3aR,6R)-7-hydroxy-4-(hydroxymethyl)-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoyl]oxy-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid (CID 145388517) is (1S,3R,4R,5R)-4-[(2E,4E,6E,8E,10E,12E,14E)-16-[(2S,5S)-6-[[(3aR,6R)-7-hydroxy-4-(hydroxymethyl)-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoyl]oxy-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid.

What is the SMILES notation for (1S,3R,4R,5R)-4-[(2E,4E,6E,8E,10E,12E,14E)-16-[(2S,5S)-6-[[(3aR,6R)-7-hydroxy-4-(hydroxymethyl)-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoyl]oxy-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid?

The canonical SMILES for (1S,3R,4R,5R)-4-[(2E,4E,6E,8E,10E,12E,14E)-16-[(2S,5S)-6-[[(3aR,6R)-7-hydroxy-4-(hydroxymethyl)-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoyl]oxy-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid is CC(/C=C/C=C(\C)C(=O)O[C@@H]1OC(CO[C@@H]2OC(CO)[C@H]3OCOC3C2O)[C@@H](O)C(O)C1O)=C\C=C\C=C(C)\C=C\C=C(/C)C(=O)O[C@@H]1[C@H](O)C[C@@](O)(C(=O)O)C[C@H]1OC(=O)/C=C/c1ccc(O)c(O)c1.

What is the InChIKey of (1S,3R,4R,5R)-4-[(2E,4E,6E,8E,10E,12E,14E)-16-[(2S,5S)-6-[[(3aR,6R)-7-hydroxy-4-(hydroxymethyl)-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoyl]oxy-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid?

The InChIKey is VFPWYNYRWUIXLM-BAAWFNGFSA-N. The full InChI is InChI=1S/C49H60O22/c1-25(11-7-13-27(3)44(59)70-41-32(53)20-49(63,48(61)62)21-33(41)67-36(54)18-16-29-15-17-30(51)31(52)19-29)9-5-6-10-26(2)12-8-14-28(4)45(60)71-47-39(57)38(56)37(55)35(69-47)23-64-46-40(58)43-42(65-24-66-43)34(22-50)68-46/h5-19,32-35,37-43,46-47,50-53,55-58,63H,20-24H2,1-4H3,(H,61,62)/b6-5+,11-7+,12-8+,18-16+,25-9+,26-10+,27-13+,28-14+/t32-,33-,34?,35?,37-,38?,39?,40?,41-,42-,43?,46-,47+,49+/m1/s1.

What are the key properties of (1S,3R,4R,5R)-4-[(2E,4E,6E,8E,10E,12E,14E)-16-[(2S,5S)-6-[[(3aR,6R)-7-hydroxy-4-(hydroxymethyl)-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoyl]oxy-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid?

(1S,3R,4R,5R)-4-[(2E,4E,6E,8E,10E,12E,14E)-16-[(2S,5S)-6-[[(3aR,6R)-7-hydroxy-4-(hydroxymethyl)-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoyl]oxy-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid has a molecular weight of 1001.00 g/mol, XLogP of 0.55, 18 rotatable bonds, 10 hydrogen bond donors, and 21 hydrogen bond acceptors.

Where does this data come from?

All data for (1S,3R,4R,5R)-4-[(2E,4E,6E,8E,10E,12E,14E)-16-[(2S,5S)-6-[[(3aR,6R)-7-hydroxy-4-(hydroxymethyl)-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoyl]oxy-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,5-dihydroxycyclohexane-1-carboxylic acid is sourced from PubChem (CID 145388517), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).