Showing Compound sn-glycerol-3-phosphate (FDB031180)

Record Information

Version

1.0

Creation date

2015-05-07 21:14:10 UTC

Update date

2025-11-19 03:03:14 UTC

Primary ID

FDB031180

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

sn-glycerol-3-phosphate

Description

Glycerol 3-phosphate, also known as glycerophosphoric acid or sn-gro-1-p, belongs to the class of organic compounds known as glycerophosphates. Glycerophosphates are compounds containing a glycerol linked to a phosphate group. Based on a literature review a significant number of articles have been published on Glycerol 3-phosphate.

CAS Number

17989-41-2

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
(R)-Glycerol 1-phosphate	ChEBI
D-(Glycerol 1-phosphate)	ChEBI
D-Glycerol 1-phosphate	ChEBI
Glycerol-3-phosphate	ChEBI
Glycerophosphoric acid	ChEBI
L-(Glycerol 3-phosphate)	ChEBI
Phosphoric acid mono-((R)-2,3-dihydroxy-propyl) ester	ChEBI
Phosphorsaeure-mono-((R)-2,3-dihydroxy-propylester)	ChEBI
sn-GLYCEROL-3-phosphATE	ChEBI
sn-Gro-1-p	ChEBI
(R)-Glycerol 1-phosphoric acid	Generator
D-(Glycerol 1-phosphoric acid)	Generator
D-Glycerol 1-phosphoric acid	Generator
Glycerol-3-phosphoric acid	Generator
Glycerophosphate	Generator
L-(Glycerol 3-phosphoric acid)	Generator
Phosphate mono-((R)-2,3-dihydroxy-propyl) ester	Generator
sn-GLYCEROL-3-phosphoric acid	Generator
Glycerol 3-phosphoric acid	Generator
Glycerolphosphates	MeSH
Glycerophosphate, calcium	MeSH
alpha-Glycerophosphoric acid, 1,2,3-propanetriol-1-(18)O,3-(dihydrogen phosphate)-labeled	MeSH
alpha-Glycerophosphoric acid, fe(+3) salt (3:2)	MeSH
alpha-Glycerophosphoric acid, disodium salt	MeSH
alpha-Glycerophosphoric acid, disodium salt (+-)-isomer	MeSH
Disodium glycerophosphate	MeSH
Glycerol 1-phosphate	MeSH
1-Phosphoglycerol	MeSH
alpha-Glycerophosphoric acid, (DL)-isomer	MeSH
alpha-Glycerophosphoric acid, 1,2,3-propanetriol-2-(18)O,3-(dihydrogen phosphate)-labeled	MeSH
alpha-Glycerophosphoric acid, calcium salt	MeSH
Calcium glycerophosphate	MeSH
alpha-Glycerophosphoric acid	MeSH
alpha-Glycerophosphoric acid, fe salt	MeSH
alpha-Glycerophosphoric acid, monocalcium salt (S)-isomer	MeSH
alpha-Glycerophosphoric acid, monomagnesium salt	MeSH
alpha-Glycerophosphoric acid, sodium salt	MeSH
Glycerolphosphate	MeSH
Glycerophosphates	MeSH
alpha-Glycerophosphate	MeSH
alpha-Glycerophosphoric acid, (R)-isomer	MeSH
alpha-Glycerophosphoric acid, (S)-isomer	MeSH
alpha-Glycerophosphoric acid, disodium salt hexahydrate(+-)-isomer	MeSH
alpha-Glycerophosphoric acid, monocalcium salt	MeSH
Sodium glycerophosphate	MeSH
1-(Dihydrogen phosphate) glycerol	HMDB
1-Glycerophosphate	HMDB
1-Glycerophosphorate	HMDB
1-Glycerophosphoric acid	HMDB
3-Glycerophosphate	HMDB
a-Glycerophosphate	HMDB
a-Glycerophosphorate	HMDB
a-Glycerophosphoric acid	HMDB
a-Phosphoglycerol	HMDB
alpha-Glycerophosphorate	HMDB
alpha-Phosphoglycerol	HMDB
Dihydrogen a-glycerophosphate	HMDB
DL-a-Glycerol phosphate	HMDB
DL-a-Glycerophosphate	HMDB
DL-a-Glycerophosphorate	HMDB
DL-a-Glycerophosphoric acid	HMDB
DL-a-Glyceryl phosphate	HMDB
DL-alpha-Glycerol phosphate	HMDB
DL-alpha-Glycerophosphate	HMDB
DL-alpha-Glycerophosphorate	HMDB
DL-alpha-Glycerophosphoric acid	HMDB
DL-alpha-Glyceryl phosphate	HMDB
DL-Glycerol 1-phosphate	HMDB
DL-Glycerol 3-phosphate	HMDB
Glycerol a-phosphate	HMDB
Glycerol monophosphate	HMDB
Glycerophosphorate	HMDB
Glycerophosphoric acid I	HMDB
Glyceryl phosphate	HMDB
sn-Glycerol 3-phosphate	HMDB

Predicted Properties

Property	Value	Source
Water Solubility	30.6 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-2	ChemAxon
logS	-0.75	ALOGPS
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	31.39 m³·mol⁻¹	ChemAxon
Polarizability	13.58 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C3H9O6P

IUPAC name

[(2R)-2,3-dihydroxypropoxy]phosphonic acid

InChI Identifier

InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m1/s1

InChI Key

AWUCVROLDVIAJX-GSVOUGTGSA-N

Isomeric SMILES

OC[C@@H](O)COP(O)(O)=O

Average Molecular Weight

172.0737

Monoisotopic Molecular Weight

172.013674532

Classification

Description

Belongs to the class of organic compounds known as glycerophosphates. Glycerophosphates are compounds containing a glycerol linked to a phosphate group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphates

Direct Parent

Glycerophosphates

Alternative Parents

Substituents

Sn-glycerol-3-phosphate
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Secondary alcohol
1,2-diol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

sn-glycerol 3-phosphates (CHEBI:15978 )
glycerol 1-phosphate (CHEBI:15978 )

Ontology

Physiological effect

Organoleptic effect:

Touch:

Smooth

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological location:

Organ and components:

Prostate

Subcellular:

Biofluid and excreta:

Process

Naturally occurring process:

Biological process:

Chemical reaction:

Lipid peroxidation

Industrial application:

Food and nutrition:

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	sn-glycerol-3-phosphate, non-derivatized, GC-MS Spectrum	splash10-0uea-0932000000-726f422c76a193edf232	Spectrum
GC-MS	sn-glycerol-3-phosphate, non-derivatized, GC-MS Spectrum	splash10-0uea-0932000000-726f422c76a193edf232	Spectrum
GC-MS	sn-glycerol-3-phosphate, 4 TMS, GC-MS Spectrum	splash10-0zgj-1976000000-019de1fa6314b95ef7fe	Spectrum
Predicted GC-MS	sn-glycerol-3-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-01ot-9300000000-a435ec7fb966f8ddc1a2	Spectrum
Predicted GC-MS	sn-glycerol-3-phosphate, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0230-9080000000-9f48133c7a08fb549acd	Spectrum
Predicted GC-MS	sn-glycerol-3-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	sn-glycerol-3-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	sn-glycerol-3-phosphate, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	sn-glycerol-3-phosphate, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	sn-glycerol-3-phosphate, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	sn-glycerol-3-phosphate, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	sn-glycerol-3-phosphate, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	sn-glycerol-3-phosphate, TMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	sn-glycerol-3-phosphate, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	sn-glycerol-3-phosphate, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	sn-glycerol-3-phosphate, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	sn-glycerol-3-phosphate, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	sn-glycerol-3-phosphate, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	sn-glycerol-3-phosphate, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	sn-glycerol-3-phosphate, TBDMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0002-9200000000-bf06c1d1e56cb8853243	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-00kr-9200000000-ffce45222cab00a0c302	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-001j-9000000000-7689cca8f9c9a12d9e75	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-00di-0902000000-00e3a7e1ee10fbd8b03e	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-000i-9000000000-1a40c90fd2eb656ddf5c	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0002-9000000000-f9bc5f552db38767c437	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0002-0920000000-72f8b96355726dd3a5b1	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-00di-0901000000-2c3a8ed438d7ca0fa049	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-000i-9000000000-a3549fb5ec2675fbf615	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0002-9000000000-096e2ba9a6ef6fd20d88	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0002-0930000000-171708905bad289d6031	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-00di-0925110000-c1ced10d34f533b3fa1f	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-03di-0900000000-4ee8a36492a451beda75	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-004i-9000000000-de2aacfb81476c7755e5	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-00di-0900000000-dd342482ade09e9ce749	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0fkc-0917520000-d61e6034525ac5f7588d	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-004i-9000000000-d537d3f23f3d9a789c20	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-00di-0900000000-2f1ca45b50402f6e62df	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0udi-0009000000-5606781224d6ab5caed3	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-0pi0-1900000000-75b6ed57a4c9cd6378b4	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-0a59-6900000000-1c46fbda1468f6fd803c	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-0a5c-9400000000-305e9a2554d8c3274f32	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-007o-9000000000-d11ad04a048c3dca25de	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-00mo-9000000000-7b779b4be184b5b26b6a	2012-08-31	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-5900000000-297dbde751110233eca5	2016-09-12	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
2D NMR	[¹H, ¹H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum