[(1R,2S,4E,8S,9R,10R)-9-acetyloxy-1,5-dimethyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-2-yl] (Z)-2-methylbut-2-enoate

C22H34O5 — CID 162911633

IUPAC[(1R,2S,4E,8S,9R,10R)-9-acetyloxy-1,5-dimethyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-2-yl] (Z)-2-methylbut-2-enoate
SMILESC/C=C(/C)C(=O)O[C@H]1C/C=C(\C)CC[C@@H](C(C)C)[C@@H](OC(C)=O)[C@H]2O[C@]12C
InChIInChI=1S/C22H34O5/c1-8-15(5)21(24)26-18-12-10-14(4)9-11-17(13(2)3)19(25-16(6)23)20-22(18,7)27-20/h8,10,13,17-20H,9,11-12H2,1-7H3/b14-10+,15-8-/t17-,18-,19+,20+,22+/m0/s1
InChIKeyPIRBWKHZKPMBQG-KAKNDSOOSA-N
MW378.51 g/mol
LogP4.36
Rot. Bonds4

About [(1R,2S,4E,8S,9R,10R)-9-acetyloxy-1,5-dimethyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-2-yl] (Z)-2-methylbut-2-enoate

[(1R,2S,4E,8S,9R,10R)-9-acetyloxy-1,5-dimethyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-2-yl] (Z)-2-methylbut-2-enoate (PubChem CID 162911633) has the molecular formula C22H34O5 and a molecular weight of 378.51 g/mol. Its IUPAC name is [(1R,2S,4E,8S,9R,10R)-9-acetyloxy-1,5-dimethyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-2-yl] (Z)-2-methylbut-2-enoate.

Molecular Properties

Compound Name[(1R,2S,4E,8S,9R,10R)-9-acetyloxy-1,5-dimethyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-2-yl] (Z)-2-methylbut-2-enoate
PubChem CID162911633
Molecular FormulaC22H34O5
Molecular Weight378.51 g/mol
Exact Mass378.24
IUPAC Name[(1R,2S,4E,8S,9R,10R)-9-acetyloxy-1,5-dimethyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-2-yl] (Z)-2-methylbut-2-enoate
SMILESC/C=C(/C)C(=O)O[C@H]1C/C=C(\C)CC[C@@H](C(C)C)[C@@H](OC(C)=O)[C@H]2O[C@]12C
InChIInChI=1S/C22H34O5/c1-8-15(5)21(24)26-18-12-10-14(4)9-11-17(13(2)3)19(25-16(6)23)20-22(18,7)27-20/h8,10,13,17-20H,9,11-12H2,1-7H3/b14-10+,15-8-/t17-,18-,19+,20+,22+/m0/s1
InChIKeyPIRBWKHZKPMBQG-KAKNDSOOSA-N
XLogP4.36
TPSA65.13 Ų
H-Bond Donors
H-Bond Acceptors5
Rotatable Bonds4
Heavy Atoms27
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500378.51
LogP ≤ 54.36
H-Bond Donors ≤ 50
H-Bond Acceptors ≤ 105

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'isolated_alkene', 'substructure': 'N/A'}, {'alert_name': 'Michael_acceptor_1', 'substructure': 'N/A'}, {'alert_name': 'Three-membered_heterocycle', 'substructure': 'N/A'}

Analyze [(1R,2S,4E,8S,9R,10R)-9-acetyloxy-1,5-dimethyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-2-yl] (Z)-2-methylbut-2-enoate with MolForge

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Related Compounds

[(1R,3S,7S,8R,10S,12S,15Z,18R)-12-[(E,1S)-1-acetyloxy-3-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]prop-2-enyl]-3-methyl-5-methylidene-14-oxo-9,13,22-trioxatricyclo[16.3.1.08,10]docosa-15,19-dien-7-yl] acetate
CID 44369610
Glaucolide K
CID 11719358
[(1R,2E,4S,5R,6R,10S)-4,6-diacetyloxy-3,11,11-trimethyl-7-methylidene-5-bicyclo[8.1.0]undec-2-enyl] acetate
CID 156012411
Malayenolide C
CID 10527796
Flaccidoxide-13-Acetate
CID 10573301
Stachatranone B
CID 145721048
methyl (2E,4E,6E)-7-[(1S,2R,4aR,8aR)-2-[(2S,3R)-3-[(2R)-butan-2-yl]-2-methyloxiran-2-yl]-2-hydroxy-3,6-dimethyl-4a,5,8,8a-tetrahydro-1H-naphthalen-1-yl]hepta-2,4,6-trienoate
CID 168272563
Anthoptilide E
CID 21775683
[(1R,4E,7R,8S,9S,10R)-7,9-diacetyloxy-1-methyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-5-yl]methyl acetate
CID 44575372
Brianthein W
CID 44584195
Plakortoxide A
CID 71665542
Plakortoxide B
CID 71665595

Frequently Asked Questions

What is the IUPAC name of [(1R,2S,4E,8S,9R,10R)-9-acetyloxy-1,5-dimethyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-2-yl] (Z)-2-methylbut-2-enoate?
The IUPAC name of [(1R,2S,4E,8S,9R,10R)-9-acetyloxy-1,5-dimethyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-2-yl] (Z)-2-methylbut-2-enoate (CID 162911633) is [(1R,2S,4E,8S,9R,10R)-9-acetyloxy-1,5-dimethyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-2-yl] (Z)-2-methylbut-2-enoate.
What is the SMILES notation for [(1R,2S,4E,8S,9R,10R)-9-acetyloxy-1,5-dimethyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-2-yl] (Z)-2-methylbut-2-enoate?
The canonical SMILES for [(1R,2S,4E,8S,9R,10R)-9-acetyloxy-1,5-dimethyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-2-yl] (Z)-2-methylbut-2-enoate is C/C=C(/C)C(=O)O[C@H]1C/C=C(\C)CC[C@@H](C(C)C)[C@@H](OC(C)=O)[C@H]2O[C@]12C.
What is the InChIKey of [(1R,2S,4E,8S,9R,10R)-9-acetyloxy-1,5-dimethyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-2-yl] (Z)-2-methylbut-2-enoate?
The InChIKey is PIRBWKHZKPMBQG-KAKNDSOOSA-N. The full InChI is InChI=1S/C22H34O5/c1-8-15(5)21(24)26-18-12-10-14(4)9-11-17(13(2)3)19(25-16(6)23)20-22(18,7)27-20/h8,10,13,17-20H,9,11-12H2,1-7H3/b14-10+,15-8-/t17-,18-,19+,20+,22+/m0/s1.
What are the key properties of [(1R,2S,4E,8S,9R,10R)-9-acetyloxy-1,5-dimethyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-2-yl] (Z)-2-methylbut-2-enoate?
[(1R,2S,4E,8S,9R,10R)-9-acetyloxy-1,5-dimethyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-2-yl] (Z)-2-methylbut-2-enoate has a molecular weight of 378.51 g/mol, XLogP of 4.36, 4 rotatable bonds, 0 hydrogen bond donors, and 5 hydrogen bond acceptors.
Where does this data come from?
All data for [(1R,2S,4E,8S,9R,10R)-9-acetyloxy-1,5-dimethyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-2-yl] (Z)-2-methylbut-2-enoate is sourced from PubChem (CID 162911633), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).