(1R,4S,7E,9S,10S,12R,16S)-7-benzylidene-16-hydroxy-5,5,9,16-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadec-13-en-6-one

C27H34O2 — CID 163186808

About (1R,4S,7E,9S,10S,12R,16S)-7-benzylidene-16-hydroxy-5,5,9,16-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadec-13-en-6-one

(1R,4S,7E,9S,10S,12R,16S)-7-benzylidene-16-hydroxy-5,5,9,16-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadec-13-en-6-one (PubChem CID 163186808) has the molecular formula C27H34O2 and a molecular weight of 390.57 g/mol. Its IUPAC name is (1R,4S,7E,9S,10S,12R,16S)-7-benzylidene-16-hydroxy-5,5,9,16-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadec-13-en-6-one.

Molecular Properties

• Compound Name: (1R,4S,7E,9S,10S,12R,16S)-7-benzylidene-16-hydroxy-5,5,9,16-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadec-13-en-6-one
• PubChem CID: 163186808
• Molecular Formula: C27H34O2
• Molecular Weight: 390.57 g/mol
• Exact Mass: 390.26
• IUPAC Name: (1R,4S,7E,9S,10S,12R,16S)-7-benzylidene-16-hydroxy-5,5,9,16-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadec-13-en-6-one
• SMILES: CC1(C)C(=O)/C(=C/c2ccccc2)C[C@]2(C)[C@@H]1CC[C@@]13C=C[C@@H](C[C@H]12)[C@@](C)(O)C3
• InChI: InChI=1S/C27H34O2/c1-24(2)21-11-13-27-12-10-20(26(4,29)17-27)15-22(27)25(21,3)16-19(23(24)28)14-18-8-6-5-7-9-18/h5-10,12,14,20-22,29H,11,13,15-17H2,1-4H3/b19-14+/t20-,21+,22-,25+,26-,27+/m0/s1
• InChIKey: KFTJQBMBWGAXNI-HCLFTBTMSA-N
• XLogP: 5.82
• TPSA: 37.30 Ų
• H-Bond Donors: 1
• H-Bond Acceptors: 2
• Rotatable Bonds: 1
• Heavy Atoms: 29
• Complexity: —

Lipinski Rule of Five

1 violation

Rule	Value
MW ≤ 500	390.57
LogP ≤ 5	5.82
H-Bond Donors ≤ 5	1
H-Bond Acceptors ≤ 10	2

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 (1R,4S,7E,9S,10S,12R,16S)-7-benzylidene-16-hydroxy-5,5,9,16-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadec-13-en-6-one?

The IUPAC name of (1R,4S,7E,9S,10S,12R,16S)-7-benzylidene-16-hydroxy-5,5,9,16-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadec-13-en-6-one (CID 163186808) is (1R,4S,7E,9S,10S,12R,16S)-7-benzylidene-16-hydroxy-5,5,9,16-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadec-13-en-6-one.

What is the SMILES notation for (1R,4S,7E,9S,10S,12R,16S)-7-benzylidene-16-hydroxy-5,5,9,16-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadec-13-en-6-one?

The canonical SMILES for (1R,4S,7E,9S,10S,12R,16S)-7-benzylidene-16-hydroxy-5,5,9,16-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadec-13-en-6-one is CC1(C)C(=O)/C(=C/c2ccccc2)C[C@]2(C)[C@@H]1CC[C@@]13C=C[C@@H](C[C@H]12)[C@@](C)(O)C3.

What is the InChIKey of (1R,4S,7E,9S,10S,12R,16S)-7-benzylidene-16-hydroxy-5,5,9,16-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadec-13-en-6-one?

The InChIKey is KFTJQBMBWGAXNI-HCLFTBTMSA-N. The full InChI is InChI=1S/C27H34O2/c1-24(2)21-11-13-27-12-10-20(26(4,29)17-27)15-22(27)25(21,3)16-19(23(24)28)14-18-8-6-5-7-9-18/h5-10,12,14,20-22,29H,11,13,15-17H2,1-4H3/b19-14+/t20-,21+,22-,25+,26-,27+/m0/s1.

What are the key properties of (1R,4S,7E,9S,10S,12R,16S)-7-benzylidene-16-hydroxy-5,5,9,16-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadec-13-en-6-one?

(1R,4S,7E,9S,10S,12R,16S)-7-benzylidene-16-hydroxy-5,5,9,16-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadec-13-en-6-one has a molecular weight of 390.57 g/mol, XLogP of 5.82, 1 rotatable bonds, 1 hydrogen bond donors, and 2 hydrogen bond acceptors.

Where does this data come from?

All data for (1R,4S,7E,9S,10S,12R,16S)-7-benzylidene-16-hydroxy-5,5,9,16-tetramethyltetracyclo[10.2.2.01,10.04,9]hexadec-13-en-6-one is sourced from PubChem (CID 163186808), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).