[(3S)-5-[(1R,2S,5E,9R,10R)-9-hydroxy-2,5,9-trimethyl-2-bicyclo[8.1.0]undec-5-enyl]-2-methylpent-1-en-3-yl] acetate

C22H36O3 — CID 163004806

IUPAC[(3S)-5-[(1R,2S,5E,9R,10R)-9-hydroxy-2,5,9-trimethyl-2-bicyclo[8.1.0]undec-5-enyl]-2-methylpent-1-en-3-yl] acetate
SMILESC=C(C)[C@H](CC[C@]1(C)CC/C(C)=C/CC[C@@](C)(O)[C@@H]2C[C@H]21)OC(C)=O
InChIInChI=1S/C22H36O3/c1-15(2)20(25-17(4)23)10-13-21(5)12-9-16(3)8-7-11-22(6,24)19-14-18(19)21/h8,18-20,24H,1,7,9-14H2,2-6H3/b16-8+/t18-,19-,20+,21+,22-/m1/s1
InChIKeySUYQVSKRMISAPC-FMCOGILOSA-N
MW348.53 g/mol
LogP5.19
Rot. Bonds5

About [(3S)-5-[(1R,2S,5E,9R,10R)-9-hydroxy-2,5,9-trimethyl-2-bicyclo[8.1.0]undec-5-enyl]-2-methylpent-1-en-3-yl] acetate

[(3S)-5-[(1R,2S,5E,9R,10R)-9-hydroxy-2,5,9-trimethyl-2-bicyclo[8.1.0]undec-5-enyl]-2-methylpent-1-en-3-yl] acetate (PubChem CID 163004806) has the molecular formula C22H36O3 and a molecular weight of 348.53 g/mol. Its IUPAC name is [(3S)-5-[(1R,2S,5E,9R,10R)-9-hydroxy-2,5,9-trimethyl-2-bicyclo[8.1.0]undec-5-enyl]-2-methylpent-1-en-3-yl] acetate.

Molecular Properties

Compound Name[(3S)-5-[(1R,2S,5E,9R,10R)-9-hydroxy-2,5,9-trimethyl-2-bicyclo[8.1.0]undec-5-enyl]-2-methylpent-1-en-3-yl] acetate
PubChem CID163004806
Molecular FormulaC22H36O3
Molecular Weight348.53 g/mol
Exact Mass348.27
IUPAC Name[(3S)-5-[(1R,2S,5E,9R,10R)-9-hydroxy-2,5,9-trimethyl-2-bicyclo[8.1.0]undec-5-enyl]-2-methylpent-1-en-3-yl] acetate
SMILESC=C(C)[C@H](CC[C@]1(C)CC/C(C)=C/CC[C@@](C)(O)[C@@H]2C[C@H]21)OC(C)=O
InChIInChI=1S/C22H36O3/c1-15(2)20(25-17(4)23)10-13-21(5)12-9-16(3)8-7-11-22(6,24)19-14-18(19)21/h8,18-20,24H,1,7,9-14H2,2-6H3/b16-8+/t18-,19-,20+,21+,22-/m1/s1
InChIKeySUYQVSKRMISAPC-FMCOGILOSA-N
XLogP5.19
TPSA46.53 Ų
H-Bond Donors1
H-Bond Acceptors3
Rotatable Bonds5
Heavy Atoms25
Complexity—

Lipinski Rule of Five

1 violation

RuleValue
MW ≤ 500348.53
LogP ≤ 55.19
H-Bond Donors ≤ 51
H-Bond Acceptors ≤ 103

Computed Properties (RDKit)

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

Analyze [(3S)-5-[(1R,2S,5E,9R,10R)-9-hydroxy-2,5,9-trimethyl-2-bicyclo[8.1.0]undec-5-enyl]-2-methylpent-1-en-3-yl] acetate with MolForge

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Related Compounds

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CID 156012411
Pacificin H(rel)
CID 21574269
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CID 42638974
Pacificin G
CID 21574268
[(1R,3aR,5E,9E,11R,12aR)-1-hydroxy-3a,6,10-trimethyl-1-propan-2-yl-2,3,4,7,8,11,12,12a-octahydrocyclopenta[11]annulen-11-yl] acetate
CID 23428016
[(E,5R)-5-[(1S,2R,8aS)-1,2,5,5-tetramethyl-2,3,6,7,8,8a-hexahydronaphthalen-1-yl]-5-hydroxy-3-methylpent-2-enyl] propanoate
CID 73356863
Clavurol B
CID 171119633
[(3R,3aS,5R,8aR)-3a-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3,4,5,8-hexahydroazulen-5-yl] acetate
CID 14313702
[(3S,3aR,8S,11R,12R,12aR)-11-acetyloxy-12-(2-hydroxypropan-2-yl)-3,12a-dimethyl-9-methylidene-3,3a,4,5,6,7,8,10,11,12-decahydrocyclopenta[11]annulen-8-yl] acetate
CID 21578722
[3-(2-hydroxypropan-2-yl)-8a-methyl-2,3,3a,4,7,8-hexahydro-1H-azulen-6-yl]methyl acetate
CID 56670681
[(3S,3aS,8aR)-3-(2-hydroxypropan-2-yl)-8a-methyl-2,3,3a,4,7,8-hexahydro-1H-azulen-6-yl]methyl acetate
CID 162844345
[(1R,2R,4S,5E,9R,10R)-2-hydroxy-2,6,9-trimethyl-9-(4-methylpent-3-enyl)-4-bicyclo[8.1.0]undec-5-enyl] acetate
CID 162852608

Frequently Asked Questions

What is the IUPAC name of [(3S)-5-[(1R,2S,5E,9R,10R)-9-hydroxy-2,5,9-trimethyl-2-bicyclo[8.1.0]undec-5-enyl]-2-methylpent-1-en-3-yl] acetate?
The IUPAC name of [(3S)-5-[(1R,2S,5E,9R,10R)-9-hydroxy-2,5,9-trimethyl-2-bicyclo[8.1.0]undec-5-enyl]-2-methylpent-1-en-3-yl] acetate (CID 163004806) is [(3S)-5-[(1R,2S,5E,9R,10R)-9-hydroxy-2,5,9-trimethyl-2-bicyclo[8.1.0]undec-5-enyl]-2-methylpent-1-en-3-yl] acetate.
What is the SMILES notation for [(3S)-5-[(1R,2S,5E,9R,10R)-9-hydroxy-2,5,9-trimethyl-2-bicyclo[8.1.0]undec-5-enyl]-2-methylpent-1-en-3-yl] acetate?
The canonical SMILES for [(3S)-5-[(1R,2S,5E,9R,10R)-9-hydroxy-2,5,9-trimethyl-2-bicyclo[8.1.0]undec-5-enyl]-2-methylpent-1-en-3-yl] acetate is C=C(C)[C@H](CC[C@]1(C)CC/C(C)=C/CC[C@@](C)(O)[C@@H]2C[C@H]21)OC(C)=O.
What is the InChIKey of [(3S)-5-[(1R,2S,5E,9R,10R)-9-hydroxy-2,5,9-trimethyl-2-bicyclo[8.1.0]undec-5-enyl]-2-methylpent-1-en-3-yl] acetate?
The InChIKey is SUYQVSKRMISAPC-FMCOGILOSA-N. The full InChI is InChI=1S/C22H36O3/c1-15(2)20(25-17(4)23)10-13-21(5)12-9-16(3)8-7-11-22(6,24)19-14-18(19)21/h8,18-20,24H,1,7,9-14H2,2-6H3/b16-8+/t18-,19-,20+,21+,22-/m1/s1.
What are the key properties of [(3S)-5-[(1R,2S,5E,9R,10R)-9-hydroxy-2,5,9-trimethyl-2-bicyclo[8.1.0]undec-5-enyl]-2-methylpent-1-en-3-yl] acetate?
[(3S)-5-[(1R,2S,5E,9R,10R)-9-hydroxy-2,5,9-trimethyl-2-bicyclo[8.1.0]undec-5-enyl]-2-methylpent-1-en-3-yl] acetate has a molecular weight of 348.53 g/mol, XLogP of 5.19, 5 rotatable bonds, 1 hydrogen bond donors, and 3 hydrogen bond acceptors.
Where does this data come from?
All data for [(3S)-5-[(1R,2S,5E,9R,10R)-9-hydroxy-2,5,9-trimethyl-2-bicyclo[8.1.0]undec-5-enyl]-2-methylpent-1-en-3-yl] acetate is sourced from PubChem (CID 163004806), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).