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Beilschmiedic Acid L

PubChem CID
60201708
Structure
Beilschmiedic Acid L_small.png
Beilschmiedic Acid L_3D_Structure.png
Molecular Formula
Synonyms
  • Beilschmiedic Acid L
  • (1S,2S,3R,6R,9S,10R,11S,12S)-9-Hydroxy-2-((2E,4E)-5-phenylpenta-2,4-dien-1-yl)tetracyclo(8.2.1.0,.0,)trideca-4,7-diene-7-carboxylate
  • (1S,2S,3R,6R,9S,10R,11S,12S)-9-hydroxy-2-((2E,4E)-5-phenylpenta-2,4-dienyl)tetracyclo(8.2.1.03,12.06,11)trideca-4,7-diene-7-carboxylic acid
  • (1S,2S,3R,6R,9S,10R,11S,12S)-9-Hydroxy-2-[(2E,4E)-5-phenylpenta-2,4-dien-1-yl]tetracyclo[8.2.1.0,.0,]trideca-4,7-diene-7-carboxylate
  • (1S,2S,3R,6R,9S,10R,11S,12S)-9-hydroxy-2-[(2E,4E)-5-phenylpenta-2,4-dienyl]tetracyclo[8.2.1.03,12.06,11]trideca-4,7-diene-7-carboxylic acid
Molecular Weight
374.5 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
  • Create:
    2012-10-08
  • Modify:
    2025-01-18

1 Structures

1.1 2D Structure

Chemical Structure Depiction
Beilschmiedic Acid L.png

1.2 3D Conformer

2 Names and Identifiers

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1S,2S,3R,6R,9S,10R,11S,12S)-9-hydroxy-2-[(2E,4E)-5-phenylpenta-2,4-dienyl]tetracyclo[8.2.1.03,12.06,11]trideca-4,7-diene-7-carboxylic acid
Computed by Lexichem TK 2.7.0 (PubChem release 2021.05.07)

2.1.2 InChI

InChI=1S/C25H26O3/c26-22-14-20(25(27)28)18-12-11-17-16(19-13-21(22)24(18)23(17)19)10-6-2-5-9-15-7-3-1-4-8-15/h1-9,11-12,14,16-19,21-24,26H,10,13H2,(H,27,28)/b6-2+,9-5+/t16-,17-,18+,19+,21+,22-,23-,24+/m1/s1
Computed by InChI 1.0.6 (PubChem release 2021.05.07)

2.1.3 InChIKey

NOUPIFUCBJJMRR-PJPMCNLBSA-N
Computed by InChI 1.0.6 (PubChem release 2021.05.07)

2.1.4 SMILES

C1[C@H]2[C@@H](C=C([C@H]3[C@@H]2[C@H]4[C@@H]1[C@@H]([C@H]4C=C3)C/C=C/C=C/C5=CC=CC=C5)C(=O)O)O
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)

2.2 Molecular Formula

C25H26O3
Computed by PubChem 2.1 (PubChem release 2021.05.07)

2.3 Other Identifiers

2.3.1 ChEMBL ID

2.3.2 Metabolomics Workbench ID

2.3.3 Nikkaji Number

2.4 Synonyms

2.4.1 Depositor-Supplied Synonyms

3 Chemical and Physical Properties

3.1 Computed Properties

Property Name
Molecular Weight
Property Value
374.5 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
4.4
Reference
Computed by XLogP3 3.0 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Donor Count
Property Value
2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Acceptor Count
Property Value
3
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Rotatable Bond Count
Property Value
5
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Exact Mass
Property Value
374.18819469 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
374.18819469 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
57.5 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Heavy Atom Count
Property Value
28
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
739
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
8
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
2
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.05.07)

4 Spectral Information

4.1 1D NMR Spectra

4.1.1 13C NMR Spectra

Copyright
Copyright © 2016-2024 W. Robien, Inst. of Org. Chem., Univ. of Vienna. All Rights Reserved.
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6 Biological Test Results

6.1 BioAssay Results

7 Classification

7.1 MolGenie Organic Chemistry Ontology

8 Information Sources

CONTENTS