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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:42:26 UTC

Update Date

2022-03-07 02:52:56 UTC

HMDB ID

HMDB0031345

Secondary Accession Numbers

HMDB31345

Metabolite Identification

Common Name

Calystegine A6

Description

Calystegine A6 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 A6.

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-1,2,7-triol

Traditional Name

8-azabicyclo[3.2.1]octane-1,2,7-triol

CAS Registry Number

177794-04-6

SMILES

OC1CC2CCC(O)C1(O)N2

InChI Identifier

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

InChI Key

YOBNKFROEGVQPW-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: HMDB0031345)
Cytoplasm (HMDB: HMDB0031345)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031345)

Source

Endogenous

Endogenous (HMDB: HMDB0031345)

Plant

Plant (HMDB: HMDB0031345)
Coffea (HMDB: HMDB0031345)

Exogenous

Food

Food (HMDB: HMDB0031345)

Tea

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Not Available

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	669 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-1.2	ChemAxon
logS	0.62	ALOGPS
pKa (Strongest Acidic)	11.6	ChemAxon
pKa (Strongest Basic)	9.05	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	37.86 m³·mol⁻¹	ChemAxon
Polarizability	15.83 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]+	134.045	31661259
DarkChem	[M-H]-	129.666	31661259
DeepCCS	[M+H]+	135.441	30932474
DeepCCS	[M-H]-	132.341	30932474
DeepCCS	[M-2H]-	169.375	30932474
DeepCCS	[M+Na]+	144.346	30932474
AllCCS	[M+H]+	136.9	32859911
AllCCS	[M+H-H2O]+	132.5	32859911
AllCCS	[M+NH4]+	140.9	32859911
AllCCS	[M+Na]+	142.1	32859911
AllCCS	[M-H]-	128.5	32859911
AllCCS	[M+Na-2H]-	129.4	32859911
AllCCS	[M+HCOO]-	130.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Calystegine A6	OC1CC2CCC(O)C1(O)N2	2951.3	Standard polar	33892256
Calystegine A6	OC1CC2CCC(O)C1(O)N2	1477.4	Standard non polar	33892256
Calystegine A6	OC1CC2CCC(O)C1(O)N2	1624.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Calystegine A6,1TMS,isomer #1	C[Si](C)(C)OC1CC2CCC(O)C1(O)N2	1662.9	Semi standard non polar	33892256
Calystegine A6,1TMS,isomer #2	C[Si](C)(C)OC1CCC2CC(O)C1(O)N2	1596.0	Semi standard non polar	33892256
Calystegine A6,1TMS,isomer #3	C[Si](C)(C)OC12NC(CCC1O)CC2O	1660.8	Semi standard non polar	33892256
Calystegine A6,1TMS,isomer #4	C[Si](C)(C)N1C2CCC(O)C1(O)C(O)C2	1648.7	Semi standard non polar	33892256
Calystegine A6,2TMS,isomer #1	C[Si](C)(C)OC1CCC2CC(O[Si](C)(C)C)C1(O)N2	1636.4	Semi standard non polar	33892256
Calystegine A6,2TMS,isomer #2	C[Si](C)(C)OC1CC2CCC(O)C1(O[Si](C)(C)C)N2	1664.3	Semi standard non polar	33892256
Calystegine A6,2TMS,isomer #3	C[Si](C)(C)OC1CC2CCC(O)C1(O)N2[Si](C)(C)C	1692.8	Semi standard non polar	33892256
Calystegine A6,2TMS,isomer #4	C[Si](C)(C)OC1CCC2CC(O)C1(O[Si](C)(C)C)N2	1644.5	Semi standard non polar	33892256
Calystegine A6,2TMS,isomer #5	C[Si](C)(C)OC1CCC2CC(O)C1(O)N2[Si](C)(C)C	1673.0	Semi standard non polar	33892256
Calystegine A6,2TMS,isomer #6	C[Si](C)(C)OC12C(O)CCC(CC1O)N2[Si](C)(C)C	1704.1	Semi standard non polar	33892256
Calystegine A6,3TMS,isomer #1	C[Si](C)(C)OC1CCC2CC(O[Si](C)(C)C)C1(O[Si](C)(C)C)N2	1678.2	Semi standard non polar	33892256
Calystegine A6,3TMS,isomer #2	C[Si](C)(C)OC1CCC2CC(O[Si](C)(C)C)C1(O)N2[Si](C)(C)C	1727.6	Semi standard non polar	33892256
Calystegine A6,3TMS,isomer #3	C[Si](C)(C)OC1CC2CCC(O)C1(O[Si](C)(C)C)N2[Si](C)(C)C	1741.1	Semi standard non polar	33892256
Calystegine A6,3TMS,isomer #4	C[Si](C)(C)OC1CCC2CC(O)C1(O[Si](C)(C)C)N2[Si](C)(C)C	1748.7	Semi standard non polar	33892256
Calystegine A6,4TMS,isomer #1	C[Si](C)(C)OC1CCC2CC(O[Si](C)(C)C)C1(O[Si](C)(C)C)N2[Si](C)(C)C	1813.9	Semi standard non polar	33892256
Calystegine A6,4TMS,isomer #1	C[Si](C)(C)OC1CCC2CC(O[Si](C)(C)C)C1(O[Si](C)(C)C)N2[Si](C)(C)C	1824.7	Standard non polar	33892256
Calystegine A6,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CC2CCC(O)C1(O)N2	1874.8	Semi standard non polar	33892256
Calystegine A6,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1CCC2CC(O)C1(O)N2	1842.2	Semi standard non polar	33892256
Calystegine A6,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC12NC(CCC1O)CC2O	1888.5	Semi standard non polar	33892256
Calystegine A6,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C2CCC(O)C1(O)C(O)C2	1863.2	Semi standard non polar	33892256
Calystegine A6,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CCC2CC(O[Si](C)(C)C(C)(C)C)C1(O)N2	2072.0	Semi standard non polar	33892256
Calystegine A6,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1CC2CCC(O)C1(O[Si](C)(C)C(C)(C)C)N2	2074.7	Semi standard non polar	33892256
Calystegine A6,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1CC2CCC(O)C1(O)N2[Si](C)(C)C(C)(C)C	2143.5	Semi standard non polar	33892256
Calystegine A6,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1CCC2CC(O)C1(O[Si](C)(C)C(C)(C)C)N2	2069.0	Semi standard non polar	33892256
Calystegine A6,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1CCC2CC(O)C1(O)N2[Si](C)(C)C(C)(C)C	2122.8	Semi standard non polar	33892256
Calystegine A6,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC12C(O)CCC(CC1O)N2[Si](C)(C)C(C)(C)C	2141.4	Semi standard non polar	33892256
Calystegine A6,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CCC2CC(O[Si](C)(C)C(C)(C)C)C1(O[Si](C)(C)C(C)(C)C)N2	2321.9	Semi standard non polar	33892256
Calystegine A6,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1CCC2CC(O[Si](C)(C)C(C)(C)C)C1(O)N2[Si](C)(C)C(C)(C)C	2386.8	Semi standard non polar	33892256
Calystegine A6,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1CC2CCC(O)C1(O[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	2389.6	Semi standard non polar	33892256
Calystegine A6,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1CCC2CC(O)C1(O[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	2391.9	Semi standard non polar	33892256
Calystegine A6,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CCC2CC(O[Si](C)(C)C(C)(C)C)C1(O[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	2650.6	Semi standard non polar	33892256
Calystegine A6,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CCC2CC(O[Si](C)(C)C(C)(C)C)C1(O[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	2611.5	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 A6 GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-4900000000-997290005c3288e9be97	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calystegine A6 GC-MS (3 TMS) - 70eV, Positive	splash10-05g0-4194000000-f764886c307dd60d28e7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calystegine A6 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 A6 10V, Positive-QTOF	splash10-03di-0900000000-473f121af7ca049dfc6f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A6 20V, Positive-QTOF	splash10-01ox-0900000000-85bc4a94aa5a8f372c4c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A6 40V, Positive-QTOF	splash10-0006-9600000000-aa288a293f134f31224f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A6 10V, Negative-QTOF	splash10-0a4i-0900000000-56165a2f3f97710d1b05	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A6 20V, Negative-QTOF	splash10-0a4i-0900000000-5ce422396e8d1aad6e9b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A6 40V, Negative-QTOF	splash10-01ox-9800000000-284d539e498e52aa8304	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A6 10V, Negative-QTOF	splash10-0a4i-0900000000-65379fece5feb3f20acb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A6 20V, Negative-QTOF	splash10-0a4i-0900000000-f26f0d1d35e26587b6a7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A6 40V, Negative-QTOF	splash10-0006-9700000000-d03588ceaf9a3a9d82b9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A6 10V, Positive-QTOF	splash10-03di-0900000000-6754afd8e17ed60468bf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A6 20V, Positive-QTOF	splash10-03di-0900000000-81b8398d0c7917bb68c8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calystegine A6 40V, Positive-QTOF	splash10-0002-9500000000-88ab2cb8dd985e5ff0ab	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	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

FDB003409

KNApSAcK ID

C00036864

Chemspider ID

35013346

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85271756

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 A6 (HMDB0031345)

MOL for HMDB0031345 (Calystegine A6)

3D MOL for HMDB0031345 (Calystegine A6)

3D SDF for HMDB0031345 (Calystegine A6)

3D-SDF for HMDB0031345 (Calystegine A6)

PDB for HMDB0031345 (Calystegine A6)

3D PDB for HMDB0031345 (Calystegine A6)

SMILES for HMDB0031345 (Calystegine A6)

INCHI for HMDB0031345 (Calystegine A6)

Structure for HMDB0031345 (Calystegine A6)

3D Structure for HMDB0031345 (Calystegine A6)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra