An official website of the United States government

Spirodalesol

PubChem CID
132584550
Structure
Spirodalesol_small.png
Spirodalesol_3D_Structure.png
Molecular Formula
Synonyms
  • Spirodalesol
  • methyl 5,7',15'-trihydroxy-4,9',17'-trioxospiro[naphthalene-1,11'-pentacyclo[10.7.1.02,10.03,8.016,20]icosa-1,3(8),4,6,12(20),13,15,18-octaene]-10'-carboxylate
  • Methyl 5,7',15'-trihydroxy-4,9',17'-trioxo-4H-spiro(naphthalene-1,11'-pentacyclo(10.7.1.0,.0,.0,)icosan)-1',3'(8'),4',6',12',14',16'(20'),18'-octaene-10'-carboxylic acid
  • Methyl 5,7',15'-trihydroxy-4,9',17'-trioxo-4H-spiro[naphthalene-1,11'-pentacyclo[10.7.1.0,.0,.0,]icosan]-1',3'(8'),4',6',12',14',16'(20'),18'-octaene-10'-carboxylic acid
  • methyl 5,7',15'-trihydroxy-4,9',17'-trioxospiro(naphthalene-1,11'-pentacyclo(10.7.1.02,10.03,8.016,20)icosa-1,3(8),4,6,12(20),13,15,18-octaene)-10'-carboxylate
Molecular Weight
518.5 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
  • Create:
    2018-04-09
  • Modify:
    2024-12-07
Description
Spirodalesol is a lignan.
Spirodalesol has been reported in Daldinia eschscholtzii with data available.

1 Structures

1.1 2D Structure

Chemical Structure Depiction
Spirodalesol.png

1.2 3D Conformer

2 Names and Identifiers

2.1 Computed Descriptors

2.1.1 IUPAC Name

methyl 5,7',15'-trihydroxy-4,9',17'-trioxospiro[naphthalene-1,11'-pentacyclo[10.7.1.02,10.03,8.016,20]icosa-1,3(8),4,6,12(20),13,15,18-octaene]-10'-carboxylate
Computed by Lexichem TK 2.7.0 (PubChem release 2021.05.07)

2.1.2 InChI

InChI=1S/C31H18O8/c1-39-29(38)31-27(14-4-2-6-18(32)24(14)28(31)37)15-8-10-20(34)26-21(35)11-9-17(23(15)26)30(31)13-12-22(36)25-16(30)5-3-7-19(25)33/h2-13,32-33,35H,1H3
Computed by InChI 1.0.6 (PubChem release 2021.05.07)

2.1.3 InChIKey

MGLQXZJRIOSKCO-UHFFFAOYSA-N
Computed by InChI 1.0.6 (PubChem release 2021.05.07)

2.1.4 SMILES

COC(=O)C12C(=C3C=CC(=O)C4=C(C=CC(=C34)C15C=CC(=O)C6=C5C=CC=C6O)O)C7=C(C2=O)C(=CC=C7)O
Computed by OEChem 2.3.0 (PubChem release 2021.05.07)

2.2 Molecular Formula

C31H18O8
Computed by PubChem 2.1 (PubChem release 2021.05.07)

2.3 Other Identifiers

2.3.1 ChEBI ID

2.3.2 Metabolomics Workbench ID

2.3.3 Nikkaji Number

2.3.4 Wikidata

2.4 Synonyms

2.4.1 MeSH Entry Terms

spirodalesol

2.4.2 Depositor-Supplied Synonyms

3 Chemical and Physical Properties

3.1 Computed Properties

Property Name
Molecular Weight
Property Value
518.5 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
5
Reference
Computed by XLogP3 3.0 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Donor Count
Property Value
3
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Acceptor Count
Property Value
8
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Rotatable Bond Count
Property Value
2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Exact Mass
Property Value
518.10016753 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
518.10016753 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
138Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Heavy Atom Count
Property Value
39
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
1260
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
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
2
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
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 2016.09.28)

5 Literature

5.1 Consolidated References

5.2 NLM Curated PubMed Citations

5.3 Chemical Co-Occurrences in Literature

5.4 Chemical-Gene Co-Occurrences in Literature

5.5 Chemical-Disease Co-Occurrences in Literature

6 Patents

6.1 Depositor-Supplied Patent Identifiers

6.2 WIPO PATENTSCOPE

7 Taxonomy

The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106

8 Classification

8.1 MeSH Tree

8.2 ChEBI Ontology

8.3 The Natural Products Atlas Classification

8.4 LOTUS Tree

8.5 MolGenie Organic Chemistry Ontology

9 Information Sources

  1. ChEBI
  2. LOTUS - the natural products occurrence database
    LICENSE
    The code for LOTUS is released under the GNU General Public License v3.0.
    https://lotus.nprod.net/
  3. Japan Chemical Substance Dictionary (Nikkaji)
  4. Metabolomics Workbench
  5. Wikidata
  6. PubChem
  7. Medical Subject Headings (MeSH)
    LICENSE
    Works produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.
    https://www.nlm.nih.gov/copyright.html
  8. The Natural Products Atlas
    LICENSE
    The Natural Products Atlas is licensed under a Creative Commons Attribution 4.0 International License.
    https://www.npatlas.org/terms
    The Natural Products Atlas Classification
    https://www.npatlas.org/
  9. MolGenie
    MolGenie Organic Chemistry Ontology
    https://github.com/MolGenie/ontology/
  10. PATENTSCOPE (WIPO)
CONTENTS