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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:31:18 UTC

Update Date

2022-03-07 02:54:54 UTC

HMDB ID

HMDB0036384

Secondary Accession Numbers

HMDB36384

Metabolite Identification

Common Name

Calystegine A7

Description

Calystegine A7 belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]octane. Based on a literature review very few articles have been published on Calystegine A7.

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

C₇H₁₃NO₃

Average Molecular Weight

159.183

Monoisotopic Molecular Weight

159.089543287

IUPAC Name

8-azabicyclo[3.2.1]octane-1,2,4-triol

Traditional Name

8-azabicyclo[3.2.1]octane-1,2,4-triol

CAS Registry Number

197565-90-5

SMILES

OC1CC(O)C2(O)CCC1N2

InChI Identifier

InChI=1S/C7H13NO3/c9-5-3-6(10)7(11)2-1-4(5)8-7/h4-6,8-11H,1-3H2

InChI Key

FSMRMYVITPBGGD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]Octane.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Tropane alkaloids

Sub Class

Not Available

Direct Parent

Tropane alkaloids

Alternative Parents

Substituents

Tropane alkaloid
Piperidine
Cyclic alcohol
Pyrrolidine
Hemiaminal
Secondary alcohol
Alkanolamine
Secondary aliphatic amine
Polyol
Azacycle
Secondary amine
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organopnictogen compound
Alcohol
Hydrocarbon derivative
Amine
Organic nitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0036384)
Cytoplasm (HMDB: HMDB0036384)

Source

Exogenous

Exogenous (HMDB: HMDB0036384)

Food

Food (HMDB: HMDB0036384)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0036384)

Physical Properties

State

Not Available

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	705 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-1.5	ChemAxon
logS	0.65	ALOGPS
pKa (Strongest Acidic)	12.45	ChemAxon
pKa (Strongest Basic)	9.17	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	72.72 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	37.97 m³·mol⁻¹	ChemAxon
Polarizability	15.51 Å³	ChemAxon
Number of Rings	2	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]+	134.461	31661259
DarkChem	[M-H]-	130.446	31661259
DeepCCS	[M+H]+	136.55	30932474
DeepCCS	[M-H]-	134.301	30932474
DeepCCS	[M-2H]-	170.487	30932474
DeepCCS	[M+Na]+	145.469	30932474
AllCCS	[M+H]+	137.3	32859911
AllCCS	[M+H-H2O]+	132.9	32859911
AllCCS	[M+NH4]+	141.3	32859911
AllCCS	[M+Na]+	142.5	32859911
AllCCS	[M-H]-	129.8	32859911
AllCCS	[M+Na-2H]-	130.7	32859911
AllCCS	[M+HCOO]-	131.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Calystegine A7	OC1CC(O)C2(O)CCC1N2	2987.7	Standard polar	33892256
Calystegine A7	OC1CC(O)C2(O)CCC1N2	1438.9	Standard non polar	33892256
Calystegine A7	OC1CC(O)C2(O)CCC1N2	1631.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Calystegine A7,1TMS,isomer #1	C[Si](C)(C)OC1CC(O)C2(O)CCC1N2	1678.4	Semi standard non polar	33892256
Calystegine A7,1TMS,isomer #2	C[Si](C)(C)OC1CC(O)C2CCC1(O)N2	1642.5	Semi standard non polar	33892256
Calystegine A7,1TMS,isomer #3	C[Si](C)(C)OC12CCC(N1)C(O)CC2O	1671.6	Semi standard non polar	33892256
Calystegine A7,1TMS,isomer #4	C[Si](C)(C)N1C2CCC1(O)C(O)CC2O	1694.4	Semi standard non polar	33892256
Calystegine A7,2TMS,isomer #1	C[Si](C)(C)OC1CC(O[Si](C)(C)C)C2(O)CCC1N2	1634.1	Semi standard non polar	33892256
Calystegine A7,2TMS,isomer #2	C[Si](C)(C)OC1CC(O)C2(O[Si](C)(C)C)CCC1N2	1688.2	Semi standard non polar	33892256
Calystegine A7,2TMS,isomer #3	C[Si](C)(C)OC1CC(O)C2(O)CCC1N2[Si](C)(C)C	1715.5	Semi standard non polar	33892256
Calystegine A7,2TMS,isomer #4	C[Si](C)(C)OC1CC(O)C2CCC1(O[Si](C)(C)C)N2	1676.4	Semi standard non polar	33892256
Calystegine A7,2TMS,isomer #5	C[Si](C)(C)OC1CC(O)C2CCC1(O)N2[Si](C)(C)C	1706.6	Semi standard non polar	33892256
Calystegine A7,2TMS,isomer #6	C[Si](C)(C)OC12CCC(C(O)CC1O)N2[Si](C)(C)C	1727.4	Semi standard non polar	33892256
Calystegine A7,3TMS,isomer #1	C[Si](C)(C)OC1CC(O[Si](C)(C)C)C2(O[Si](C)(C)C)CCC1N2	1678.2	Semi standard non polar	33892256
Calystegine A7,3TMS,isomer #2	C[Si](C)(C)OC1CC(O[Si](C)(C)C)C2(O)CCC1N2[Si](C)(C)C	1752.8	Semi standard non polar	33892256
Calystegine A7,3TMS,isomer #3	C[Si](C)(C)OC1CC(O)C2(O[Si](C)(C)C)CCC1N2[Si](C)(C)C	1771.0	Semi standard non polar	33892256
Calystegine A7,3TMS,isomer #4	C[Si](C)(C)OC1CC(O)C2CCC1(O[Si](C)(C)C)N2[Si](C)(C)C	1766.1	Semi standard non polar	33892256
Calystegine A7,4TMS,isomer #1	C[Si](C)(C)OC1CC(O[Si](C)(C)C)C2(O[Si](C)(C)C)CCC1N2[Si](C)(C)C	1836.7	Semi standard non polar	33892256
Calystegine A7,4TMS,isomer #1	C[Si](C)(C)OC1CC(O[Si](C)(C)C)C2(O[Si](C)(C)C)CCC1N2[Si](C)(C)C	1826.1	Standard non polar	33892256
Calystegine A7,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CC(O)C2(O)CCC1N2	1912.0	Semi standard non polar	33892256
Calystegine A7,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1CC(O)C2CCC1(O)N2	1872.4	Semi standard non polar	33892256
Calystegine A7,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC12CCC(N1)C(O)CC2O	1919.1	Semi standard non polar	33892256
Calystegine A7,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C2CCC1(O)C(O)CC2O	1905.7	Semi standard non polar	33892256
Calystegine A7,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CC(O[Si](C)(C)C(C)(C)C)C2(O)CCC1N2	2067.0	Semi standard non polar	33892256
Calystegine A7,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1CC(O)C2(O[Si](C)(C)C(C)(C)C)CCC1N2	2109.2	Semi standard non polar	33892256
Calystegine A7,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1CC(O)C2(O)CCC1N2[Si](C)(C)C(C)(C)C	2159.5	Semi standard non polar	33892256
Calystegine A7,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1CC(O)C2CCC1(O[Si](C)(C)C(C)(C)C)N2	2109.8	Semi standard non polar	33892256
Calystegine A7,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1CC(O)C2CCC1(O)N2[Si](C)(C)C(C)(C)C	2145.7	Semi standard non polar	33892256
Calystegine A7,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC12CCC(C(O)CC1O)N2[Si](C)(C)C(C)(C)C	2167.1	Semi standard non polar	33892256
Calystegine A7,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CC(O[Si](C)(C)C(C)(C)C)C2(O[Si](C)(C)C(C)(C)C)CCC1N2	2330.8	Semi standard non polar	33892256
Calystegine A7,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1CC(O[Si](C)(C)C(C)(C)C)C2(O)CCC1N2[Si](C)(C)C(C)(C)C	2400.5	Semi standard non polar	33892256
Calystegine A7,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1CC(O)C2(O[Si](C)(C)C(C)(C)C)CCC1N2[Si](C)(C)C(C)(C)C	2408.7	Semi standard non polar	33892256
Calystegine A7,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1CC(O)C2CCC1(O[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	2418.1	Semi standard non polar	33892256
Calystegine A7,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CC(O[Si](C)(C)C(C)(C)C)C2(O[Si](C)(C)C(C)(C)C)CCC1N2[Si](C)(C)C(C)(C)C	2660.8	Semi standard non polar	33892256
Calystegine A7,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CC(O[Si](C)(C)C(C)(C)C)C2(O[Si](C)(C)C(C)(C)C)CCC1N2[Si](C)(C)C(C)(C)C	2627.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Calystegine A7 GC-MS (Non-derivatized) - 70eV, Positive	splash10-01sl-7900000000-abcf054a29db9d0a926d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calystegine A7 GC-MS (3 TMS) - 70eV, Positive	splash10-0abl-5394000000-b5acb0a07054ee1f947a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calystegine A7 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 - Calystegine A7 10V, Positive-QTOF	splash10-01ox-0900000000-684ba10dd6175ae04141	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A7 20V, Positive-QTOF	splash10-006x-0900000000-bc16205c0bcd5a7b3f39	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A7 40V, Positive-QTOF	splash10-00dl-8900000000-bf20ef69b52e75e2d55e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A7 10V, Negative-QTOF	splash10-0a4i-1900000000-0aba11daf83abd4148a4	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A7 20V, Negative-QTOF	splash10-052f-1900000000-97fdece7f5d1fdd3fa4a	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A7 40V, Negative-QTOF	splash10-0536-9400000000-550c73587b148526eff8	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A7 10V, Negative-QTOF	splash10-0a4i-0900000000-bae995f985c28e19f14c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A7 20V, Negative-QTOF	splash10-0a4i-0900000000-13cdceff9f720805e16b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A7 40V, Negative-QTOF	splash10-0a4l-4900000000-0a5cc6cf0d33b4ad5d57	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A7 10V, Positive-QTOF	splash10-03di-0900000000-5d5fe6c05c71d4ce4ed0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A7 20V, Positive-QTOF	splash10-03kl-3900000000-2c734669b51a2d7b4698	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A7 40V, Positive-QTOF	splash10-03dj-6900000000-dfc9420af2a6f9daef92	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)	2021-09-25	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

FDB015262

KNApSAcK ID

C00036865

Chemspider ID

35014136

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101409755

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

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

Showing metabocard for Calystegine A7 (HMDB0036384)

MOL for HMDB0036384 (Calystegine A7)

3D MOL for HMDB0036384 (Calystegine A7)

3D SDF for HMDB0036384 (Calystegine A7)

3D-SDF for HMDB0036384 (Calystegine A7)

PDB for HMDB0036384 (Calystegine A7)

3D PDB for HMDB0036384 (Calystegine A7)

SMILES for HMDB0036384 (Calystegine A7)

INCHI for HMDB0036384 (Calystegine A7)

Structure for HMDB0036384 (Calystegine A7)

3D Structure for HMDB0036384 (Calystegine A7)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra