[(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bS)-10-[(E)-but-2-enoyl]oxy-14b-ethenyl-3,8,9-trihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methyl (E)-but-2-enoate

C39H58O8 — CID 126497115

About [(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bS)-10-[(E)-but-2-enoyl]oxy-14b-ethenyl-3,8,9-trihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methyl (E)-but-2-enoate

[(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bS)-10-[(E)-but-2-enoyl]oxy-14b-ethenyl-3,8,9-trihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methyl (E)-but-2-enoate (PubChem CID 126497115) has the molecular formula C39H58O8 and a molecular weight of 654.89 g/mol. Its IUPAC name is [(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bS)-10-[(E)-but-2-enoyl]oxy-14b-ethenyl-3,8,9-trihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methyl (E)-but-2-enoate.

Molecular Properties

• Compound Name: [(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bS)-10-[(E)-but-2-enoyl]oxy-14b-ethenyl-3,8,9-trihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methyl (E)-but-2-enoate
• PubChem CID: 126497115
• Molecular Formula: C39H58O8
• Molecular Weight: 654.89 g/mol
• Exact Mass: 654.41
• IUPAC Name: [(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bS)-10-[(E)-but-2-enoyl]oxy-14b-ethenyl-3,8,9-trihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methyl (E)-but-2-enoate
• SMILES: C=C[C@]12CC[C@H](O)[C@](C)(COC(=O)/C=C/C)C1CC[C@]1(C)C2CC=C2C3CC(C)(C)[C@@H](OC(=O)/C=C/C)[C@H](O)[C@]3(CO)[C@H](O)C[C@]21C
• InChI: InChI=1S/C39H58O8/c1-9-12-30(43)46-23-35(6)26-16-18-36(7)27(38(26,11-3)19-17-28(35)41)15-14-24-25-20-34(4,5)33(47-31(44)13-10-2)32(45)39(25,22-40)29(42)21-37(24,36)8/h9-14,25-29,32-33,40-42,45H,3,15-23H2,1-2,4-8H3/b12-9+,13-10+/t25?,26?,27?,28-,29+,32-,33-,35+,36+,37+,38-,39-/m0/s1
• InChIKey: OUVQPHVTDRDPSM-PCUQFBFQSA-N
• XLogP: 5.45
• TPSA: 133.52 Ų
• H-Bond Donors: 4
• H-Bond Acceptors: 8
• Rotatable Bonds: 7
• Heavy Atoms: 47
• Complexity: —

Lipinski Rule of Five

2 violations

Rule	Value
MW ≤ 500	654.89
LogP ≤ 5	5.45
H-Bond Donors ≤ 5	4
H-Bond Acceptors ≤ 10	8

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 [(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bS)-10-[(E)-but-2-enoyl]oxy-14b-ethenyl-3,8,9-trihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methyl (E)-but-2-enoate?

The IUPAC name of [(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bS)-10-[(E)-but-2-enoyl]oxy-14b-ethenyl-3,8,9-trihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methyl (E)-but-2-enoate (CID 126497115) is [(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bS)-10-[(E)-but-2-enoyl]oxy-14b-ethenyl-3,8,9-trihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methyl (E)-but-2-enoate.

What is the SMILES notation for [(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bS)-10-[(E)-but-2-enoyl]oxy-14b-ethenyl-3,8,9-trihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methyl (E)-but-2-enoate?

The canonical SMILES for [(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bS)-10-[(E)-but-2-enoyl]oxy-14b-ethenyl-3,8,9-trihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methyl (E)-but-2-enoate is C=C[C@]12CC[C@H](O)[C@](C)(COC(=O)/C=C/C)C1CC[C@]1(C)C2CC=C2C3CC(C)(C)[C@@H](OC(=O)/C=C/C)[C@H](O)[C@]3(CO)[C@H](O)C[C@]21C.

What is the InChIKey of [(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bS)-10-[(E)-but-2-enoyl]oxy-14b-ethenyl-3,8,9-trihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methyl (E)-but-2-enoate?

The InChIKey is OUVQPHVTDRDPSM-PCUQFBFQSA-N. The full InChI is InChI=1S/C39H58O8/c1-9-12-30(43)46-23-35(6)26-16-18-36(7)27(38(26,11-3)19-17-28(35)41)15-14-24-25-20-34(4,5)33(47-31(44)13-10-2)32(45)39(25,22-40)29(42)21-37(24,36)8/h9-14,25-29,32-33,40-42,45H,3,15-23H2,1-2,4-8H3/b12-9+,13-10+/t25?,26?,27?,28-,29+,32-,33-,35+,36+,37+,38-,39-/m0/s1.

What are the key properties of [(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bS)-10-[(E)-but-2-enoyl]oxy-14b-ethenyl-3,8,9-trihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methyl (E)-but-2-enoate?

[(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bS)-10-[(E)-but-2-enoyl]oxy-14b-ethenyl-3,8,9-trihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methyl (E)-but-2-enoate has a molecular weight of 654.89 g/mol, XLogP of 5.45, 7 rotatable bonds, 4 hydrogen bond donors, and 8 hydrogen bond acceptors.

Where does this data come from?

All data for [(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bS)-10-[(E)-but-2-enoyl]oxy-14b-ethenyl-3,8,9-trihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methyl (E)-but-2-enoate is sourced from PubChem (CID 126497115), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).