Cannabis Compound Database: Showing Compound Card for Glucose 1-phosphate (CDB005085)

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Record Information

Version

1.0

Created at

2020-04-17 19:07:49 UTC

Updated at

2020-11-18 16:39:19 UTC

CannabisDB ID

CDB005085

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Glucose 1-phosphate

Description

Glucose 1-phosphate, also known as cori ester or GLC-1-p, belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. A D-Glucose 1-phosphate in which the phosphate group is located at position 1. Glucose 1-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Glucose 1-phosphate exists in all living species, ranging from bacteria to humans. Within humans, glucose 1-phosphate participates in a number of enzymatic reactions. In particular, uridine diphosphategalactose and glucose 1-phosphate can be converted into galactose 1-phosphate and uridine diphosphate glucose through the action of the enzyme galactose-1-phosphate uridylyltransferase. In addition, glucose 1-phosphate and uridine triphosphate can be biosynthesized from uridine diphosphate glucose through its interaction with the enzyme UTP--glucose-1-phosphate uridylyltransferase. In humans, glucose 1-phosphate is involved in galactose metabolism. Glucose 1-phosphate is a potentially toxic compound. Glucose 1-phosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-O-Phosphono-D-glucopyranose	ChEBI
Cori ester	ChEBI
D-Glucose 1-phosphate	ChEBI
GLC-1-p	ChEBI
D-Glucose 1-phosphoric acid	Generator
Glucose 1-phosphoric acid	Generator
a-D-Glucopyranosyl phosphate	HMDB
a-D-Glucose 1-phosphate	HMDB
alpha-D-Glucopyranosyl phosphate	HMDB
alpha-D-Glucose 1-phosphate	HMDB
alpha-D-Glucose-1-phosphate	HMDB
alpha-delta-Glucopyranosyl phosphate	HMDB
alpha-delta-Glucose 1-phosphate	HMDB
alpha-delta-Glucose-1-phosphate	HMDB
D-Glucopyranose 1-phosphate	HMDB
D-Glucose-1-p	HMDB
D-Glucose-1-phosphate	HMDB
delta-Glucopyranose 1-phosphate	HMDB
delta-Glucose 1-phosphate	HMDB
delta-Glucose-1-p	HMDB
delta-Glucose-1-phosphate	HMDB
Glucose monophosphate	HMDB
Glucose-1-phosphate	HMDB
Glucose-1P	HMDB
Galactose 1-phosphoric acid	HMDB

Chemical Formula

C₆H₁₃O₉P

Average Molecular Weight

260.14

Monoisotopic Molecular Weight

260.0297

IUPAC Name

{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid

Traditional Name

glucose 1-phosphate

CAS Registry Number

59-56-3

SMILES

OC[C@H]1OC(OP(O)(O)=O)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6?/m1/s1

InChI Key

HXXFSFRBOHSIMQ-GASJEMHNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Monosaccharide phosphates

Alternative Parents

Substituents

Hexose monosaccharide
Monosaccharide phosphate
Monoalkyl phosphate
Organic phosphoric acid derivative
Oxane
Alkyl phosphate
Phosphoric acid ester
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Alcohol
Hydrocarbon derivative
Primary alcohol
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

D-glucose monophosphate (CHEBI:16077 )

Ontology

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	-2	ALOGPS
logP	-3.1	ChemAxon
logS	-0.91	ALOGPS
pKa (Strongest Acidic)	1.16	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	46.8 m³·mol⁻¹	ChemAxon
Polarizability	20.65 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Glucose 1-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0002-9110000000-ee60e23a7f8053dae6d3	Spectrum
Predicted GC-MS	Glucose 1-phosphate, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-003r-5591470000-4932aa0d35a53458633d	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)	splash10-0a4i-0390000000-9e3307d6125b74ed8579	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)	splash10-05mk-2960000000-4950cd68ef81b4267967	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)	splash10-0230-5970000000-4c2745937c6f87f89f17	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 18V, positive	splash10-03di-0090000000-3c372084bb61e1ef4257	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, positive	splash10-0002-0090000000-90411431cffd98ebe09f	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-0002-0090000000-9f2b4a83b1e7bad0b54b	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-0002-0290000000-0701b77382bb89dff4e2	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, positive	splash10-000j-0980000000-3f1ea14f9deeb0503ccb	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, positive	splash10-000i-0920000000-1563a20c1e81bd3e405b	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 18V, positive	splash10-0f79-0960000000-861f86d1031c9d86f753	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, positive	splash10-000i-0009000000-89f3bc29378643fb7eb7	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 6V, positive	splash10-000i-0109000000-cdd8143c3ba06849c689	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 10V, positive	splash10-05g0-0905000000-51b42ad0609cced943ea	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 13V, positive	splash10-05fr-0900000000-6d206170422cec07547c	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 17V, positive	splash10-05fr-0900000000-96d8b3ec28a5f4f92dfd	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 18V, positive	splash10-01b9-0509000000-83bba45a888d3e2c8b46	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 18V, positive	splash10-006t-9600000000-e6e68c22e3002384468f	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 18V, positive	splash10-0a4i-0900000000-58fa2680157a4d69ead7	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 18V, positive	splash10-00di-0911000000-611d985a6a959222f903	2020-07-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9240000000-0a7885872856fe43526b	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9240000000-b437590c213fb263989d	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0532-9100000000-97504a02d14244b901cb	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6r-9360000000-98c3aee1d36863dc12ab	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9110000000-92ad15ffc9eae3eed039	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-dfc211275bafe42581ae	2016-09-12	View Spectrum

NMR

Type	Description	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
2D NMR	[¹H, ¹H]-TOCSY 2D NMR Spectrum (experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum