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4-(2,3-Dihydroxy-3-Methylbutoxy)Furo(3,2-G)Chromen-7-One

PubChem CID
483513
Structure
4-(2,3-Dihydroxy-3-Methylbutoxy)Furo(3,2-G)Chromen-7-One_small.png
4-(2,3-Dihydroxy-3-Methylbutoxy)Furo(3,2-G)Chromen-7-One_3D_Structure.png
Molecular Formula
Synonyms
  • 4-(2,3-Dihydroxy-3-methylbutoxy)furo(3,2-g)chromen-7-one
  • 24724-52-5
  • 4-(2,3-dihydroxy-3-methylbutoxy)furo[3,2-g]chromen-7-one
  • DTXSID10333114
  • Prangolarin hydrate
Molecular Weight
304.29 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
  • Create:
    2005-03-27
  • Modify:
    2025-01-18
Description
4-(2,3-Dihydroxy-3-methylbutoxy)furo(3,2-g)chromen-7-one is a member of psoralens.
4-(2,3-Dihydroxy-3-methylbutoxy)furo(3,2-g)chromen-7-one has been reported in Citrus medica, Ferula syreitschikowii, and other organisms with data available.

1 Structures

1.1 2D Structure

Chemical Structure Depiction
4-(2,3-Dihydroxy-3-Methylbutoxy)Furo(3,2-G)Chromen-7-One.png

1.2 3D Conformer

2 Names and Identifiers

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-(2,3-dihydroxy-3-methylbutoxy)furo[3,2-g]chromen-7-one
Computed by Lexichem TK 2.7.0 (PubChem release 2021.05.07)

2.1.2 InChI

InChI=1S/C16H16O6/c1-16(2,19)13(17)8-21-15-9-3-4-14(18)22-12(9)7-11-10(15)5-6-20-11/h3-7,13,17,19H,8H2,1-2H3
Computed by InChI 1.0.6 (PubChem release 2021.05.07)

2.1.3 InChIKey

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

2.1.4 SMILES

CC(C)(C(COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)O)O
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)

2.2 Molecular Formula

C16H16O6
Computed by PubChem 2.1 (PubChem release 2021.05.07)

2.3 Other Identifiers

2.3.1 CAS

24724-52-5

2.3.2 European Community (EC) Number

2.3.3 ChEBI ID

2.3.4 ChEMBL ID

2.3.5 DSSTox Substance ID

2.3.6 HMDB ID

2.3.7 Metabolomics Workbench ID

2.3.8 Nikkaji Number

2.3.9 Wikidata

2.4 Synonyms

2.4.1 Depositor-Supplied Synonyms

3 Chemical and Physical Properties

3.1 Computed Properties

Property Name
Molecular Weight
Property Value
304.29 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
1.6
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
6
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Rotatable Bond Count
Property Value
4
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Exact Mass
Property Value
304.09468823 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
304.09468823 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
89.1 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Heavy Atom Count
Property Value
22
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
460
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
1
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 2019.01.04)

3.2 Experimental Properties

3.2.1 Kovats Retention Index

Semi-standard non-polar
2765.1

4 Spectral Information

4.1 1D NMR Spectra

4.1.1 13C NMR Spectra

1 of 2
Copyright
Copyright © 2016-2024 W. Robien, Inst. of Org. Chem., Univ. of Vienna. All Rights Reserved.
Thumbnail
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2 of 2
Instrument Name
Varian CFT-20
Copyright
Copyright © 2002-2024 Wiley-VCH Verlag GmbH & Co. KGaA. All Rights Reserved.
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4.2 Mass Spectrometry

4.2.1 GC-MS

1 of 2
NIST Number
241738
Library
Main library
Total Peaks
140
m/z Top Peak
202
m/z 2nd Highest
304
m/z 3rd Highest
174
Thumbnail
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2 of 2
NIST Number
412312
Library
Replicate library
Total Peaks
67
m/z Top Peak
202
m/z 2nd Highest
59
m/z 3rd Highest
174
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4.2.2 MS-MS

1 of 3
View All
Spectra ID
Ionization Mode
Positive
Top 5 Peaks

203.0293 100

305.101 23.86

147.0416 8.95

284.595 8.26

175.0308 6.03

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2 of 3
View All
Spectra ID
Ionization Mode
Positive
Top 5 Peaks

305.0953 100

203.0289 45.99

159.1933 2.57

209.0637 2.34

182.9391 2.07

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4.2.3 LC-MS

1 of 3
View All
MS Category
Experimental
MS Type
LC-MS
MS Level
MS2
Precursor Type
[M+H]+
Precursor m/z
305.1018
Instrument
Agilent 6530 Q-TOF
Instrument Type
LC-ESI-QTOF
Ionization Mode
positive
Collision Energy
40 V
Retention Time
3.6395
Top 5 Peaks

147.0411 100

203.0303 94.10

159.0457 39.50

147.1158 22.63

135.0378 21.07

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2 of 3
View All
MS Category
Experimental
MS Type
LC-MS
MS Level
MS2
Precursor Type
[M+H]+
Precursor m/z
305.1018
Instrument
Agilent 6530 Q-TOF
Instrument Type
LC-ESI-QTOF
Ionization Mode
positive
Collision Energy
20 V
Retention Time
3.6395
Top 5 Peaks

203.0293 100

305.1010 23.86

147.0416 8.95

284.5950 8.26

175.0308 6.03

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4.2.4 Other MS

1 of 3
View All
MoNA ID
MS Category
Experimental
MS Type
Other
Precursor Type
[M+Na]+
Top 5 Peaks

98.98617921936128 0.11

91.05588021936128 0.10

77.03907021936128 0.07

65.03899121936128 0.06

51.02322321936128 0.03

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2 of 3
View All
MS Category
Experimental
MS Type
Other
MS Level
MS2
Precursor Type
[M+H]+
Precursor m/z
305.1019647
Ionization Mode
positive
Retention Time
3.376339249254554
Top 5 Peaks

91.05545139177244 0.29

147.05334249305517 0.21

131.05443939177243 0.10

119.05228239177244 0.08

203.05048443883675 0.07

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6 Chemical Vendors

7 Safety and Hazards

7.1 Hazards Identification

7.1.1 GHS Classification

GHS Hazard Statements

Not Classified

Reported as not meeting GHS hazard criteria by 1 of 1 companies. For more detailed information, please visit ECHA C&L website.

7.1.2 Hazard Classes and Categories

Not Classified

8 Literature

8.1 Consolidated References

8.2 Chemical Co-Occurrences in Literature

8.3 Chemical-Gene Co-Occurrences in Literature

8.4 Chemical-Disease Co-Occurrences in Literature

9 Patents

9.1 Depositor-Supplied Patent Identifiers

9.2 WIPO PATENTSCOPE

10 Biological Test Results

10.1 BioAssay Results

11 Taxonomy

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

12 Classification

12.1 ChEBI Ontology

12.2 UN GHS Classification

12.3 EPA DSSTox Classification

12.4 LOTUS Tree

12.5 MolGenie Organic Chemistry Ontology

13 Information Sources

  1. ChEBI
    4-(2,3-Dihydroxy-3-methylbutoxy)furo(3,2-g)chromen-7-one
    https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:177798
  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/
    4-(2,3-Dihydroxy-3-methylbutoxy)furo(3,2-g)chromen-7-one
    https://www.wikidata.org/wiki/Q3886844
  3. ChEMBL
    LICENSE
    Access to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).
    http://www.ebi.ac.uk/Information/termsofuse.html
  4. EPA DSSTox
    4-(2,3-Dihydroxy-3-methylbutoxy)furo(3,2-g)chromen-7-one
    https://comptox.epa.gov/dashboard/DTXSID10333114
    CompTox Chemicals Dashboard Chemical Lists
    https://comptox.epa.gov/dashboard/chemical-lists/
  5. European Chemicals Agency (ECHA)
    LICENSE
    Use of the information, documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the ECHA website may be reproduced, distributed and/or used, totally or in part, for non-commercial purposes provided that ECHA is acknowledged as the source: "Source: European Chemicals Agency, http://echa.europa.eu/". Such acknowledgement must be included in each copy of the material. ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions: Links can only be made to webpages that provide a link to the Legal Notice page.
    https://echa.europa.eu/web/guest/legal-notice
  6. Human Metabolome Database (HMDB)
    LICENSE
    HMDB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB) and the original publication (see the HMDB citing page). We ask that users who download significant portions of the database cite the HMDB paper in any resulting publications.
    http://www.hmdb.ca/citing
  7. Japan Chemical Substance Dictionary (Nikkaji)
  8. Natural Product Activity and Species Source (NPASS)
    4-(2,3-Dihydroxy-3-Methylbutoxy)Furo[3,2-G]Chromen-7-One
    https://bidd.group/NPASS/compound.php?compoundID=NPC95472
  9. MassBank of North America (MoNA)
    LICENSE
    The content of the MoNA database is licensed under CC BY 4.0.
    https://mona.fiehnlab.ucdavis.edu/documentation/license
  10. Metabolomics Workbench
    4-(2,3-Dihydroxy-3-Methylbutoxy)Furo[3,2-G]Chromen-7-One
    https://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=123484
  11. NIST Mass Spectrometry Data Center
    LICENSE
    Data covered by the Standard Reference Data Act of 1968 as amended.
    https://www.nist.gov/srd/public-law
    4-(2,3-Dihydroxy-3-methylbutoxy)furo(3,2-g)chromen-7-one
    http://www.nist.gov/srd/nist1a.cfm
  12. SpectraBase
  13. Wikidata
    (+/-)-oxypeucedanin hydrate
    https://www.wikidata.org/wiki/Q3886844
  14. PubChem
  15. GHS Classification (UNECE)
  16. MolGenie
    MolGenie Organic Chemistry Ontology
    https://github.com/MolGenie/ontology/
  17. PATENTSCOPE (WIPO)
CONTENTS