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(1R,2S,4R,7S,8S)-2-hydroxy-1,4-dimethyl-7-prop-1-en-2-yl-15-oxatricyclo[9.3.2.04,8]hexadec-11-en-16-one

PubChem CID
21597137
Structure
(1R,2S,4R,7S,8S)-2-hydroxy-1,4-dimethyl-7-prop-1-en-2-yl-15-oxatricyclo[9.3.2.04,8]hexadec-11-en-16-one_small.png
(1R,2S,4R,7S,8S)-2-hydroxy-1,4-dimethyl-7-prop-1-en-2-yl-15-oxatricyclo[9.3.2.04,8]hexadec-11-en-16-one_3D_Structure.png
Molecular Formula
Molecular Weight
318.4 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
  • Create:
    2007-12-05
  • Modify:
    2025-01-25
Description
(1R,3S,4R,7Z,11S,12S)-1,4-Dimethyl-3,4-dihydroxy-12-isopropenylbicyclo[9.3.0]tetradecane-7-ene-8-carboxylic acid 8,4-lactone has been reported in Trichilia trifolia with data available.

1 Structures

1.1 2D Structure

Chemical Structure Depiction
(1R,2S,4R,7S,8S)-2-hydroxy-1,4-dimethyl-7-prop-1-en-2-yl-15-oxatricyclo[9.3.2.04,8]hexadec-11-en-16-one.png

1.2 3D Conformer

2 Names and Identifiers

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1R,2S,4R,7S,8S)-2-hydroxy-1,4-dimethyl-7-prop-1-en-2-yl-15-oxatricyclo[9.3.2.04,8]hexadec-11-en-16-one
Computed by Lexichem TK 2.7.0 (PubChem release 2021.05.07)

2.1.2 InChI

InChI=1S/C20H30O3/c1-13(2)15-9-11-19(3)12-17(21)20(4)10-5-6-14(18(22)23-20)7-8-16(15)19/h6,15-17,21H,1,5,7-12H2,2-4H3/t15-,16+,17+,19-,20-/m1/s1
Computed by InChI 1.0.6 (PubChem release 2021.05.07)

2.1.3 InChIKey

SUTUDCPEQWVNQA-HDHSKVTNSA-N
Computed by InChI 1.0.6 (PubChem release 2021.05.07)

2.1.4 SMILES

CC(=C)[C@H]1CC[C@]2([C@H]1CCC3=CCC[C@]([C@H](C2)O)(OC3=O)C)C
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)

2.2 Molecular Formula

C20H30O3
Computed by PubChem 2.1 (PubChem release 2021.05.07)

2.3 Other Identifiers

2.3.1 Nikkaji Number

2.3.2 Wikidata

3 Chemical and Physical Properties

3.1 Computed Properties

Property Name
Molecular Weight
Property Value
318.4 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
4.9
Reference
Computed by XLogP3 3.0 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Donor Count
Property Value
1
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
1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Exact Mass
Property Value
318.21949481 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
318.21949481 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
46.5 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Heavy Atom Count
Property Value
23
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
549
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
5
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
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 2010.01.29)

5 Literature

5.1 Consolidated References

5.2 Chemical Co-Occurrences in Literature

6 Taxonomy

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

7 Classification

7.1 LOTUS Tree

7.2 MolGenie Organic Chemistry Ontology

8 Information Sources

  1. Japan Chemical Substance Dictionary (Nikkaji)
  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/
    (1R,3S,4R,7Z,11S,12S)-1,4-Dimethyl-3,4-dihydroxy-12-isopropenylbicyclo[9.3.0]tetradecane-7-ene-8-carboxylic acid 8,4-lactone
    https://www.wikidata.org/wiki/Q105261477
  3. Wikidata
    (1R,3S,4R,7Z,11S,12S)-1,4-Dimethyl-3,4-dihydroxy-12-isopropenylbicyclo[9.3.0]tetradecane-7-ene-8-carboxylic acid 8,4-lactone
    https://www.wikidata.org/wiki/Q105261477
  4. PubChem
  5. MolGenie
    MolGenie Organic Chemistry Ontology
    https://github.com/MolGenie/ontology/
CONTENTS