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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:45:12 UTC

Update Date

2022-03-07 02:54:58 UTC

HMDB ID

HMDB0036594

Secondary Accession Numbers

HMDB36594

Metabolite Identification

Common Name

Botryodiplodin

Description

Botryodiplodin belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. Based on a literature review a significant number of articles have been published on Botryodiplodin.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-(tetrahydro-5-Hydroxy-4-methyl-3-furanyl)-ethanone	HMDB
1-(tetrahydro-5-Hydroxy-4-methyl-3-furanyl)ethanone	HMDB
1-(tetrahydro-5-Hydroxy-4-methyl-3-furanyl)ethanone, 9ci	HMDB
2-Hydroxy-3-methyl-4-acetyltetrahydrofuran	HMDB, MeSH
2-Hydroxy-3-methyl-4-acetyltetrahydrofurane	HMDB
4-Acetyl-2-hydroxy-3-methyltetrahydrofuran	HMDB
Antibiotic PSX 1	HMDB
Botrydiplodin	HMDB
Botryodiplodin (synthetic)	HMDB
Botryodipolodin	HMDB
Botyrodiplodin	HMDB
Cytostipin	HMDB, MeSH
Ketone, methyl tetrahydro-5-hydroxy-4-methyl-3-furyl	HMDB
methyltetrahydro-5-Hydroxy-4-methyl-3-furyl-ketone	HMDB
PSX 1	MeSH, HMDB
Botriodiplodin	MeSH, HMDB
PSX-1	MeSH, HMDB
Botryodiplodin	MeSH

Chemical Formula

C₇H₁₂O₃

Average Molecular Weight

144.1684

Monoisotopic Molecular Weight

144.07864425

IUPAC Name

1-(5-hydroxy-4-methyloxolan-3-yl)ethan-1-one

Traditional Name

1-(5-hydroxy-4-methyloxolan-3-yl)ethanone

CAS Registry Number

27098-03-9

SMILES

CC1C(O)OCC1C(C)=O

InChI Identifier

InChI=1S/C7H12O3/c1-4-6(5(2)8)3-10-7(4)9/h4,6-7,9H,3H2,1-2H3

InChI Key

CLYSZQBIUYRLNX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrahydrofurans

Sub Class

Not Available

Direct Parent

Tetrahydrofurans

Alternative Parents

Substituents

Tetrahydrofuran
Ketone
Hemiacetal
Oxacycle
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0036594)
Cytoplasm (HMDB: HMDB0036594)

Source

Exogenous

Food

Food (HMDB: HMDB0036594)

Not Available

Nutrient (HMDB: HMDB0036594)

Environmental role

Environmental contaminant (HMDB: HMDB0036594)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	50 - 52 °C	Not Available
Boiling Point	249.36 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1000000 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.571 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	338 g/L	ALOGPS
logP	-0.52	ALOGPS
logP	0.13	ChemAxon
logS	0.37	ALOGPS
pKa (Strongest Acidic)	12.17	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	35.75 m³·mol⁻¹	ChemAxon
Polarizability	14.88 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	132.396	31661259
DarkChem	[M-H]-	126.353	31661259
DeepCCS	[M+H]+	132.876	30932474
DeepCCS	[M-H]-	130.419	30932474
DeepCCS	[M-2H]-	166.83	30932474
DeepCCS	[M+Na]+	141.714	30932474
AllCCS	[M+H]+	130.3	32859911
AllCCS	[M+H-H2O]+	125.8	32859911
AllCCS	[M+NH4]+	134.5	32859911
AllCCS	[M+Na]+	135.7	32859911
AllCCS	[M-H]-	130.1	32859911
AllCCS	[M+Na-2H]-	131.9	32859911
AllCCS	[M+HCOO]-	134.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Botryodiplodin	CC1C(O)OCC1C(C)=O	2280.6	Standard polar	33892256
Botryodiplodin	CC1C(O)OCC1C(C)=O	1092.8	Standard non polar	33892256
Botryodiplodin	CC1C(O)OCC1C(C)=O	1202.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Botryodiplodin,1TMS,isomer #1	CC(=O)C1COC(O[Si](C)(C)C)C1C	1286.7	Semi standard non polar	33892256
Botryodiplodin,1TMS,isomer #2	CC(O[Si](C)(C)C)=C1COC(O)C1C	1346.0	Semi standard non polar	33892256
Botryodiplodin,1TMS,isomer #3	C=C(O[Si](C)(C)C)C1COC(O)C1C	1282.9	Semi standard non polar	33892256
Botryodiplodin,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1COC(O[Si](C)(C)C)C1C	1470.5	Semi standard non polar	33892256
Botryodiplodin,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1COC(O[Si](C)(C)C)C1C	1433.0	Standard non polar	33892256
Botryodiplodin,2TMS,isomer #2	C=C(O[Si](C)(C)C)C1COC(O[Si](C)(C)C)C1C	1368.7	Semi standard non polar	33892256
Botryodiplodin,2TMS,isomer #2	C=C(O[Si](C)(C)C)C1COC(O[Si](C)(C)C)C1C	1411.9	Standard non polar	33892256
Botryodiplodin,1TBDMS,isomer #1	CC(=O)C1COC(O[Si](C)(C)C(C)(C)C)C1C	1496.3	Semi standard non polar	33892256
Botryodiplodin,1TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)=C1COC(O)C1C	1581.1	Semi standard non polar	33892256
Botryodiplodin,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)C1COC(O)C1C	1517.3	Semi standard non polar	33892256
Botryodiplodin,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1COC(O[Si](C)(C)C(C)(C)C)C1C	1889.9	Semi standard non polar	33892256
Botryodiplodin,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1COC(O[Si](C)(C)C(C)(C)C)C1C	1870.5	Standard non polar	33892256
Botryodiplodin,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C1COC(O[Si](C)(C)C(C)(C)C)C1C	1799.4	Semi standard non polar	33892256
Botryodiplodin,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C1COC(O[Si](C)(C)C(C)(C)C)C1C	1837.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Botryodiplodin GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-9200000000-df8a13254653c4af17f2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Botryodiplodin GC-MS (1 TMS) - 70eV, Positive	splash10-00g3-9200000000-29b242767fbc2320de58	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Botryodiplodin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Botryodiplodin 10V, Positive-QTOF	splash10-0002-2900000000-6a2f33f1f489106edae3	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Botryodiplodin 20V, Positive-QTOF	splash10-002b-9500000000-de8996f039530ccb89fd	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Botryodiplodin 40V, Positive-QTOF	splash10-0aor-9000000000-5bc433daec75757aa304	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Botryodiplodin 10V, Positive-QTOF	splash10-0002-2900000000-6a2f33f1f489106edae3	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Botryodiplodin 20V, Positive-QTOF	splash10-002b-9500000000-de8996f039530ccb89fd	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Botryodiplodin 40V, Positive-QTOF	splash10-0aor-9000000000-5bc433daec75757aa304	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Botryodiplodin 10V, Negative-QTOF	splash10-0006-1900000000-63632dc71a1fa211b85f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Botryodiplodin 20V, Negative-QTOF	splash10-000y-9500000000-408f2c12a4d1cd0c25cc	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Botryodiplodin 40V, Negative-QTOF	splash10-067i-9000000000-e7cb02398c9b48ebbdd4	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Botryodiplodin 10V, Negative-QTOF	splash10-0006-1900000000-63632dc71a1fa211b85f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Botryodiplodin 20V, Negative-QTOF	splash10-000y-9500000000-408f2c12a4d1cd0c25cc	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Botryodiplodin 40V, Negative-QTOF	splash10-067i-9000000000-e7cb02398c9b48ebbdd4	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Botryodiplodin 10V, Negative-QTOF	splash10-0006-0900000000-7d782c688ccf54e7efe7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Botryodiplodin 20V, Negative-QTOF	splash10-05dm-9500000000-9e01a50276c0964b4096	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Botryodiplodin 40V, Negative-QTOF	splash10-0006-9000000000-8deb4e332292afed70b1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Botryodiplodin 10V, Positive-QTOF	splash10-056s-4900000000-56ab53a1006d3dfa0f93	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Botryodiplodin 20V, Positive-QTOF	splash10-0032-9400000000-29784669fd193cedbe46	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Botryodiplodin 40V, Positive-QTOF	splash10-016v-9000000000-d01357c11c45aa630a70	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015506

KNApSAcK ID

C00054956

Chemspider ID

31076

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Botryodiplodin

METLIN ID

Not Available

PubChem Compound

33701

PDB ID

Not Available

ChEBI ID

168857

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1482901

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Botryodiplodin (HMDB0036594)

MOL for HMDB0036594 (Botryodiplodin)

3D MOL for HMDB0036594 (Botryodiplodin)

3D SDF for HMDB0036594 (Botryodiplodin)

3D-SDF for HMDB0036594 (Botryodiplodin)

PDB for HMDB0036594 (Botryodiplodin)

3D PDB for HMDB0036594 (Botryodiplodin)

SMILES for HMDB0036594 (Botryodiplodin)

INCHI for HMDB0036594 (Botryodiplodin)

Structure for HMDB0036594 (Botryodiplodin)

3D Structure for HMDB0036594 (Botryodiplodin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra