[(1R,2R,3R,4S,6E,10S)-2-acetyloxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] 3-methylbut-2-enoate

C22H34O5 — CID 14866149

IUPAC[(1R,2R,3R,4S,6E,10S)-2-acetyloxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] 3-methylbut-2-enoate
SMILESCC(=O)O[C@@H]1[C@H](C(C)C)[C@@H](OC(=O)C=C(C)C)C/C(C)=C/CC[C@]2(C)O[C@H]12
InChIInChI=1S/C22H34O5/c1-13(2)11-18(24)26-17-12-15(5)9-8-10-22(7)21(27-22)20(25-16(6)23)19(17)14(3)4/h9,11,14,17,19-21H,8,10,12H2,1-7H3/b15-9+/t17-,19+,20+,21+,22-/m0/s1
InChIKeyCSDVZHYNOKGRFJ-BRTWAYQUSA-N
MW378.51 g/mol
LogP4.36
Rot. Bonds4

About [(1R,2R,3R,4S,6E,10S)-2-acetyloxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] 3-methylbut-2-enoate

[(1R,2R,3R,4S,6E,10S)-2-acetyloxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] 3-methylbut-2-enoate (PubChem CID 14866149) has the molecular formula C22H34O5 and a molecular weight of 378.51 g/mol. Its IUPAC name is [(1R,2R,3R,4S,6E,10S)-2-acetyloxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] 3-methylbut-2-enoate.

Molecular Properties

Compound Name[(1R,2R,3R,4S,6E,10S)-2-acetyloxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] 3-methylbut-2-enoate
PubChem CID14866149
Molecular FormulaC22H34O5
Molecular Weight378.51 g/mol
Exact Mass378.24
IUPAC Name[(1R,2R,3R,4S,6E,10S)-2-acetyloxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] 3-methylbut-2-enoate
SMILESCC(=O)O[C@@H]1[C@H](C(C)C)[C@@H](OC(=O)C=C(C)C)C/C(C)=C/CC[C@]2(C)O[C@H]12
InChIInChI=1S/C22H34O5/c1-13(2)11-18(24)26-17-12-15(5)9-8-10-22(7)21(27-22)20(25-16(6)23)19(17)14(3)4/h9,11,14,17,19-21H,8,10,12H2,1-7H3/b15-9+/t17-,19+,20+,21+,22-/m0/s1
InChIKeyCSDVZHYNOKGRFJ-BRTWAYQUSA-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,2R,3R,4S,6E,10S)-2-acetyloxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] 3-methylbut-2-enoate with MolForge

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Related Compounds

(1R,3S,7S,8S,10S,12S,15Z,18R)-7-hydroxy-12-[(E,1S)-1-methoxy-3-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]prop-2-enyl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.08,10]docosa-15,19-dien-14-one
CID 10864370
[(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
Flaccidoxide-13-Acetate
CID 10573301
11-Oxabicyclo(8.1.0)undec-6-ene-2,4-diol, 6,10-dimethyl-3-(1-methylethyl)-, diacetate, (1S,2R,3R,4S,6E,10S)-
CID 13559439
Knightol Acetate
CID 44481239
[(1R,4E,6S,7R,10E,14R)-6-acetyloxy-10,14-dimethyl-7-prop-1-en-2-yl-15-oxabicyclo[12.1.0]pentadeca-4,10-dien-4-yl]methyl acetate
CID 44481240
[(1S,2S,3R,4R,7R,8S,10E,14R)-14-acetyloxy-3-(2-acetyloxypropan-2-yl)-6,10,14-trimethyl-15-oxatricyclo[6.6.1.02,7]pentadeca-5,10-dien-4-yl] acetate
CID 14462938
[(1R,2S,5R,7S,10E,13S)-1,5,10-trimethyl-13-propan-2-yl-6,16-dioxatricyclo[11.2.1.05,7]hexadec-10-en-2-yl] acetate
CID 134143020
[(1S,3R,5S,8E,12S,13R)-5,9,13-trimethyl-1-propan-2-yl-4,16-dioxatricyclo[11.2.1.03,5]hexadec-8-en-12-yl] acetate
CID 134152352
Anthoptilide E
CID 21775683
calicophirin B
CID 23427154

Frequently Asked Questions

What is the IUPAC name of [(1R,2R,3R,4S,6E,10S)-2-acetyloxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] 3-methylbut-2-enoate?
The IUPAC name of [(1R,2R,3R,4S,6E,10S)-2-acetyloxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] 3-methylbut-2-enoate (CID 14866149) is [(1R,2R,3R,4S,6E,10S)-2-acetyloxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] 3-methylbut-2-enoate.
What is the SMILES notation for [(1R,2R,3R,4S,6E,10S)-2-acetyloxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] 3-methylbut-2-enoate?
The canonical SMILES for [(1R,2R,3R,4S,6E,10S)-2-acetyloxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] 3-methylbut-2-enoate is CC(=O)O[C@@H]1[C@H](C(C)C)[C@@H](OC(=O)C=C(C)C)C/C(C)=C/CC[C@]2(C)O[C@H]12.
What is the InChIKey of [(1R,2R,3R,4S,6E,10S)-2-acetyloxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] 3-methylbut-2-enoate?
The InChIKey is CSDVZHYNOKGRFJ-BRTWAYQUSA-N. The full InChI is InChI=1S/C22H34O5/c1-13(2)11-18(24)26-17-12-15(5)9-8-10-22(7)21(27-22)20(25-16(6)23)19(17)14(3)4/h9,11,14,17,19-21H,8,10,12H2,1-7H3/b15-9+/t17-,19+,20+,21+,22-/m0/s1.
What are the key properties of [(1R,2R,3R,4S,6E,10S)-2-acetyloxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] 3-methylbut-2-enoate?
[(1R,2R,3R,4S,6E,10S)-2-acetyloxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] 3-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,2R,3R,4S,6E,10S)-2-acetyloxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] 3-methylbut-2-enoate is sourced from PubChem (CID 14866149), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).