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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2012-09-08 14:58:32 UTC

Update Date

2023-02-21 17:18:38 UTC

HMDB ID

HMDB0029165

Secondary Accession Numbers

HMDB29165

Metabolite Identification

Common Name

1,3-Diacetylpropane

Description

1,3-Diacetylpropane belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Based on a literature review a significant number of articles have been published on 1,3-Diacetylpropane.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₇H₁₂O₂

Average Molecular Weight

128.169

Monoisotopic Molecular Weight

128.083729628

IUPAC Name

heptane-2,6-dione

Traditional Name

heptane-2,6-dione

CAS Registry Number

Not Available

SMILES

CC(=O)CCCC(C)=O

InChI Identifier

InChI=1S/C7H12O2/c1-6(8)4-3-5-7(2)9/h3-5H2,1-2H3

InChI Key

VAIFYHGFLAPCON-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Ketones

Alternative Parents

Substituents

Ketone
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	14.1 g/L	ALOGPS
logP	0.56	ALOGPS
logP	0.71	ChemAxon
logS	-0.96	ALOGPS
pKa (Strongest Acidic)	19.24	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	35.24 m³·mol⁻¹	ChemAxon
Polarizability	14.27 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	129.732	31661259
DarkChem	[M-H]-	124.236	31661259
DeepCCS	[M+H]+	130.67	30932474
DeepCCS	[M-H]-	128.558	30932474
DeepCCS	[M-2H]-	164.53	30932474
DeepCCS	[M+Na]+	139.376	30932474
AllCCS	[M+H]+	130.0	32859911
AllCCS	[M+H-H2O]+	125.8	32859911
AllCCS	[M+NH4]+	133.9	32859911
AllCCS	[M+Na]+	135.1	32859911
AllCCS	[M-H]-	130.7	32859911
AllCCS	[M+Na-2H]-	133.4	32859911
AllCCS	[M+HCOO]-	136.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	3.68 minutes	32390414
Predicted by Siyang on May 30, 2022	11.2543 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.67 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	25.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1671.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	380.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	134.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	231.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	123.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	377.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	436.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	78.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	934.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	316.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	957.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	258.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	313.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	409.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	356.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	44.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,3-Diacetylpropane	CC(=O)CCCC(C)=O	1614.7	Standard polar	33892256
1,3-Diacetylpropane	CC(=O)CCCC(C)=O	992.4	Standard non polar	33892256
1,3-Diacetylpropane	CC(=O)CCCC(C)=O	1039.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1,3-Diacetylpropane,1TMS,isomer #1	CC(=O)CCC=C(C)O[Si](C)(C)C	1250.7	Semi standard non polar	33892256
1,3-Diacetylpropane,1TMS,isomer #1	CC(=O)CCC=C(C)O[Si](C)(C)C	1209.4	Standard non polar	33892256
1,3-Diacetylpropane,1TMS,isomer #2	C=C(CCCC(C)=O)O[Si](C)(C)C	1231.7	Semi standard non polar	33892256
1,3-Diacetylpropane,1TMS,isomer #2	C=C(CCCC(C)=O)O[Si](C)(C)C	1192.2	Standard non polar	33892256
1,3-Diacetylpropane,2TMS,isomer #1	CC(=CCC=C(C)O[Si](C)(C)C)O[Si](C)(C)C	1448.5	Semi standard non polar	33892256
1,3-Diacetylpropane,2TMS,isomer #1	CC(=CCC=C(C)O[Si](C)(C)C)O[Si](C)(C)C	1370.1	Standard non polar	33892256
1,3-Diacetylpropane,2TMS,isomer #2	C=C(CCC=C(C)O[Si](C)(C)C)O[Si](C)(C)C	1401.4	Semi standard non polar	33892256
1,3-Diacetylpropane,2TMS,isomer #2	C=C(CCC=C(C)O[Si](C)(C)C)O[Si](C)(C)C	1358.9	Standard non polar	33892256
1,3-Diacetylpropane,2TMS,isomer #3	C=C(CCCC(=C)O[Si](C)(C)C)O[Si](C)(C)C	1365.2	Semi standard non polar	33892256
1,3-Diacetylpropane,2TMS,isomer #3	C=C(CCCC(=C)O[Si](C)(C)C)O[Si](C)(C)C	1387.6	Standard non polar	33892256
1,3-Diacetylpropane,1TBDMS,isomer #1	CC(=O)CCC=C(C)O[Si](C)(C)C(C)(C)C	1466.8	Semi standard non polar	33892256
1,3-Diacetylpropane,1TBDMS,isomer #1	CC(=O)CCC=C(C)O[Si](C)(C)C(C)(C)C	1422.7	Standard non polar	33892256
1,3-Diacetylpropane,1TBDMS,isomer #2	C=C(CCCC(C)=O)O[Si](C)(C)C(C)(C)C	1441.7	Semi standard non polar	33892256
1,3-Diacetylpropane,1TBDMS,isomer #2	C=C(CCCC(C)=O)O[Si](C)(C)C(C)(C)C	1392.4	Standard non polar	33892256
1,3-Diacetylpropane,2TBDMS,isomer #1	CC(=CCC=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1878.6	Semi standard non polar	33892256
1,3-Diacetylpropane,2TBDMS,isomer #1	CC(=CCC=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1820.8	Standard non polar	33892256
1,3-Diacetylpropane,2TBDMS,isomer #2	C=C(CCC=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1847.9	Semi standard non polar	33892256
1,3-Diacetylpropane,2TBDMS,isomer #2	C=C(CCC=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1793.1	Standard non polar	33892256
1,3-Diacetylpropane,2TBDMS,isomer #3	C=C(CCCC(=C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1814.3	Semi standard non polar	33892256
1,3-Diacetylpropane,2TBDMS,isomer #3	C=C(CCCC(=C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1792.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3-Diacetylpropane GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9100000000-ea05bc3c8896a175c216	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3-Diacetylpropane 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 - 1,3-Diacetylpropane 10V, Positive-QTOF	splash10-01t9-1900000000-604965c4ec5d18f5a26e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diacetylpropane 20V, Positive-QTOF	splash10-01t9-5900000000-20610895a7d0c19f9571	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diacetylpropane 40V, Positive-QTOF	splash10-0udl-9000000000-29d38cf2b8c8dc0dbbfc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diacetylpropane 10V, Negative-QTOF	splash10-004i-0900000000-880ea36794e2924d5b18	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diacetylpropane 20V, Negative-QTOF	splash10-004i-3900000000-513ac975b105586a90d6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diacetylpropane 40V, Negative-QTOF	splash10-0a4i-9200000000-72cef02c1d897038c437	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diacetylpropane 10V, Negative-QTOF	splash10-004i-4900000000-7bd6e917df2fd4c286e8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diacetylpropane 20V, Negative-QTOF	splash10-0a4l-9300000000-1b3fc07930a3aa7c1fb8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diacetylpropane 40V, Negative-QTOF	splash10-0a4i-9000000000-f2693875326684e0aa78	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diacetylpropane 10V, Positive-QTOF	splash10-01ox-9300000000-0ba6a5af368384723793	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diacetylpropane 20V, Positive-QTOF	splash10-0006-9000000000-beeab26cc6e89172766c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Diacetylpropane 40V, Positive-QTOF	splash10-0006-9000000000-5a88d7632e430d47820f	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	9464484	details
Urine	Detected and Quantified	0.255 +/- 0.237 umol/mmol creatinine	Adult (>18 years old)	Both	Not Available	9464484	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected and Quantified	0.096(0.012-0.211) umol/mmol creatinine	Adult (>18 years old)	Both	Leukemia	9464484	details
Urine	Detected and Quantified	0.096 +/- 0.012 umol/mmol creatinine	Adult (>18 years old)	Both	Leukemia	9464484	details

Associated Disorders and Diseases

Disease References

Leukemia
Lee SH, Suh JW, Chung BC, Kim SO: Polyamine profiles in the urine of patients with leukemia. Cancer Lett. 1998 Jan 9;122(1-2):1-8. [PubMed:9464484 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

90831

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100532

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 1,3-Diacetylpropane (HMDB0029165)

MOL for HMDB0029165 (1,3-Diacetylpropane)

3D MOL for HMDB0029165 (1,3-Diacetylpropane)

3D SDF for HMDB0029165 (1,3-Diacetylpropane)

3D-SDF for HMDB0029165 (1,3-Diacetylpropane)

PDB for HMDB0029165 (1,3-Diacetylpropane)

3D PDB for HMDB0029165 (1,3-Diacetylpropane)

SMILES for HMDB0029165 (1,3-Diacetylpropane)

INCHI for HMDB0029165 (1,3-Diacetylpropane)

Structure for HMDB0029165 (1,3-Diacetylpropane)

3D Structure for HMDB0029165 (1,3-Diacetylpropane)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra