Trehalose-6-Phosphate

Identification

Generic Name
Trehalose-6-Phosphate
DrugBank Accession Number
DB02430
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 422.2764
Monoisotopic: 422.082541956
Chemical Formula
C12H23O14P
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UHTH-type transcriptional regulator TreRNot AvailableEscherichia coli (strain K12)
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as disaccharide phosphates. These are disaccharides carrying one or more phosphate group on a sugar unit.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
Disaccharide phosphates
Alternative Parents
O-glycosyl compounds / Monoalkyl phosphates / Oxanes / Secondary alcohols / Polyols / Oxacyclic compounds / Acetals / Primary alcohols / Organic oxides / Hydrocarbon derivatives
Substituents
Acetal / Alcohol / Aliphatic heteromonocyclic compound / Alkyl phosphate / Disaccharide phosphate / Glycosyl compound / Hydrocarbon derivative / Monoalkyl phosphate / O-glycosyl compound / Organic oxide
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
trehalose phosphate (CHEBI:18283)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
4484-88-2
InChI Key
LABSPYBHMPDTEL-LIZSDCNHSA-N
InChI
InChI=1S/C12H23O14P/c13-1-3-5(14)7(16)9(18)11(24-3)26-12-10(19)8(17)6(15)4(25-12)2-23-27(20,21)22/h3-19H,1-2H2,(H2,20,21,22)/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1
IUPAC Name
{[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methoxy}phosphonic acid
SMILES
OC[C@H]1O[C@H](O[C@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

References

General References
Not Available
Human Metabolome Database
HMDB0001124
KEGG Compound
C00689
PubChem Compound
122336
PubChem Substance
46506650
ChemSpider
109086
ChEBI
18283
ZINC
ZINC000004228300
PDB Entries
4xxh / 5dx9 / 5k44 / 6jbr

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility40.6 mg/mLALOGPS
logP-2.4ALOGPS
logP-4.8Chemaxon
logS-1ALOGPS
pKa (Strongest Acidic)1.22Chemaxon
pKa (Strongest Basic)-3.6Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count13Chemaxon
Hydrogen Donor Count9Chemaxon
Polar Surface Area236.06 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity79.21 m3·mol-1Chemaxon
Polarizability35.55 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.991
Blood Brain Barrier+0.7811
Caco-2 permeable-0.7327
P-glycoprotein substrateNon-substrate0.5947
P-glycoprotein inhibitor INon-inhibitor0.6529
P-glycoprotein inhibitor IINon-inhibitor0.9846
Renal organic cation transporterNon-inhibitor0.8646
CYP450 2C9 substrateNon-substrate0.7887
CYP450 2D6 substrateNon-substrate0.8329
CYP450 3A4 substrateNon-substrate0.5722
CYP450 1A2 substrateNon-inhibitor0.9039
CYP450 2C9 inhibitorNon-inhibitor0.8783
CYP450 2D6 inhibitorNon-inhibitor0.9078
CYP450 2C19 inhibitorNon-inhibitor0.86
CYP450 3A4 inhibitorNon-inhibitor0.9627
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9456
Ames testNon AMES toxic0.8192
CarcinogenicityNon-carcinogens0.9121
BiodegradationNot ready biodegradable0.8738
Rat acute toxicity2.1596 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8884
hERG inhibition (predictor II)Non-inhibitor0.7827
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0nmm-8936500000-17d0f10b6e49a9f3beb2
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-01dj-0953000000-810c820781c23288e479
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-00di-0000900000-6dde54156ac4b17c4db3
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-00di-0000900000-bdea675d4ffc4fb1386c
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-00di-1020900000-22ce67be497ade27ed91
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-004m-9130000000-29a3d6b109480b5fa838
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-004i-9000000000-e2a394714155764b8b6c
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-03k9-0901500000-7be01f5512eb80cbc27f
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-03di-0900000000-a71a48d6d2284f9960ce
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-03di-0900000000-9330908b737811ce7bd5
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-01t9-1900000000-392ddfdf3f2c8240f176
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-003r-7900000000-6d514ff26629cdefdae4
LC-MS/MS Spectrum - LC-ESI-IT , positiveLC-MS/MSsplash10-03di-0190600000-bd05da78e082c65e54e5
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-9000300000-c92a617b2134f8ed5b0d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-9000100000-5a45696ae17ed1f308f4
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-01pk-7901100000-51f5f74479b8ded25647
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9102100000-3ce68624c3a2b44c3bae
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-563702debe4bfe8c9991
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0pc1-8987000000-cd40f307b84cbb31ae49
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-201.2307008
predicted
DarkChem Lite v0.1.0
[M-H]-196.4046008
predicted
DarkChem Lite v0.1.0
[M-H]-173.80746
predicted
DeepCCS 1.0 (2019)
[M+H]+197.7497008
predicted
DarkChem Lite v0.1.0
[M+H]+194.6273008
predicted
DarkChem Lite v0.1.0
[M+H]+175.84041
predicted
DeepCCS 1.0 (2019)
[M+Na]+197.6509008
predicted
DarkChem Lite v0.1.0
[M+Na]+196.4267008
predicted
DarkChem Lite v0.1.0
[M+Na]+181.58083
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Transcription factor activity, sequence-specific dna binding
Specific Function
Repressor of the treBC operon. Binds trehalose 6-phosphate as an inducer.
Gene Name
treR
Uniprot ID
P36673
Uniprot Name
HTH-type transcriptional regulator TreR
Molecular Weight
34530.45 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]

Drug created at June 13, 2005 13:24 / Updated at July 02, 2020 13:16