(E)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoic acid

C21H30O5 — CID 26432734

IUPAC(E)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoic acid
SMILESCC(=O)OC/C(=C/C(=O)O)CC[C@@H]1C(=O)C=C[C@@H]2C(C)(C)CCC[C@@]12C
InChIInChI=1S/C21H30O5/c1-14(22)26-13-15(12-19(24)25)6-7-16-17(23)8-9-18-20(2,3)10-5-11-21(16,18)4/h8-9,12,16,18H,5-7,10-11,13H2,1-4H3,(H,24,25)/b15-12+/t16-,18-,21+/m1/s1
InChIKeyOIBHYUYKCMPFJH-IDGAIEGJSA-N
MW362.47 g/mol
LogP3.93
Rot. Bonds6

About (E)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoic acid

(E)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoic acid (PubChem CID 26432734) has the molecular formula C21H30O5 and a molecular weight of 362.47 g/mol. Its IUPAC name is (E)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoic acid.

Molecular Properties

Compound Name(E)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoic acid
PubChem CID26432734
Molecular FormulaC21H30O5
Molecular Weight362.47 g/mol
Exact Mass362.21
IUPAC Name(E)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoic acid
SMILESCC(=O)OC/C(=C/C(=O)O)CC[C@@H]1C(=O)C=C[C@@H]2C(C)(C)CCC[C@@]12C
InChIInChI=1S/C21H30O5/c1-14(22)26-13-15(12-19(24)25)6-7-16-17(23)8-9-18-20(2,3)10-5-11-21(16,18)4/h8-9,12,16,18H,5-7,10-11,13H2,1-4H3,(H,24,25)/b15-12+/t16-,18-,21+/m1/s1
InChIKeyOIBHYUYKCMPFJH-IDGAIEGJSA-N
XLogP3.93
TPSA80.67 Ų
H-Bond Donors1
H-Bond Acceptors4
Rotatable Bonds6
Heavy Atoms26
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500362.47
LogP ≤ 53.93
H-Bond Donors ≤ 51
H-Bond Acceptors ≤ 104

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'Michael_acceptor_1', 'substructure': 'N/A'}

Analyze (E)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoic acid with MolForge

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Related Compounds

Methyl (1S,4aR,5S,8aR)-5-(2-(2,5-dihydro-2-oxo-3-furanyl)ethyl)decahydro-1,4a-dimethyl-6-methylene-1-naphthalenecarboxylate
CID 161721
Deoxyandrographolide
CID 11624161
16-Acetoxy-6-oxo-7,13-labdadien-15-oic acid
CID 45359949
(E)-5-[(1S,4aR,8aR)-2-formyl-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoic acid
CID 45359950
(1S,4aR,5S)-1,4a-Dimethyl-6-methylene-5-[2-(2-oxo-2,5-dihydro-furan-3-yl)-ethyl]-decahydro-naphthalene-1-carboxylic acid methyl ester
CID 15965493
1,4a-dimethyl-6-methylidene-5-[2-(5-oxo-2H-furan-4-yl)ethyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
CID 14806212
(+)-Petasin
CID 5281526
Isopetasin
CID 5318627
16-Hydroxy-8(17),13-labdadien-15,16-olid-19-oic acid
CID 14287153
Tessaric Acid
CID 14527134
Pinusolidic Acid
CID 25880646
Petasitin
CID 12314130

Frequently Asked Questions

What is the IUPAC name of (E)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoic acid?
The IUPAC name of (E)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoic acid (CID 26432734) is (E)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoic acid.
What is the SMILES notation for (E)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoic acid?
The canonical SMILES for (E)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoic acid is CC(=O)OC/C(=C/C(=O)O)CC[C@@H]1C(=O)C=C[C@@H]2C(C)(C)CCC[C@@]12C.
What is the InChIKey of (E)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoic acid?
The InChIKey is OIBHYUYKCMPFJH-IDGAIEGJSA-N. The full InChI is InChI=1S/C21H30O5/c1-14(22)26-13-15(12-19(24)25)6-7-16-17(23)8-9-18-20(2,3)10-5-11-21(16,18)4/h8-9,12,16,18H,5-7,10-11,13H2,1-4H3,(H,24,25)/b15-12+/t16-,18-,21+/m1/s1.
What are the key properties of (E)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoic acid?
(E)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoic acid has a molecular weight of 362.47 g/mol, XLogP of 3.93, 6 rotatable bonds, 1 hydrogen bond donors, and 4 hydrogen bond acceptors.
Where does this data come from?
All data for (E)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoic acid is sourced from PubChem (CID 26432734), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).