6-Amino-4-Hydroxymethyl-Cyclohex-4-Ene-1,2,3-Triol

Identification

Name
6-Amino-4-Hydroxymethyl-Cyclohex-4-Ene-1,2,3-Triol
Accession Number
DB02120  (EXPT00413)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
38231-86-6
Weight
Average: 175.1824
Monoisotopic: 175.084457909
Chemical Formula
C7H13NO4
InChI Key
XPHOBMULWMGEBA-VZFHVOOUSA-N
InChI
InChI=1S/C7H13NO4/c8-4-1-3(2-9)5(10)7(12)6(4)11/h1,4-7,9-12H,2,8H2/t4-,5+,6-,7-/m0/s1
IUPAC Name
(1S,2S,3R,6S)-6-amino-4-(hydroxymethyl)cyclohex-4-ene-1,2,3-triol
SMILES

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCyclomaltodextrin glucanotransferaseNot AvailableBacillus sp. (strain 1011)
UCyclomaltodextrin glucanotransferaseNot AvailableBacillus circulans
UGlucan 1,4-alpha-maltohexaosidaseNot AvailableBacillus sp. (strain 707)
UAlpha-amylaseNot AvailableBacillus subtilis (strain 168)
UNeopullulanase 1Not AvailableThermoactinomyces vulgaris
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
193758
PubChem Substance
46504853
ChemSpider
168149
BindingDB
50366472
ChEMBL
CHEMBL1230806
HET
ACI
PDB Entries
1e3z / 1ua7 / 1uh3 / 1ukq / 1uks / 1ukt / 1v3l / 1v3m / 1wpc / 2cxg
show 5 more

Clinical Trials

Clinical Trials
Not Available

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 Solubility342.0 mg/mLALOGPS
logP-2.3ALOGPS
logP-3.1ChemAxon
logS0.29ALOGPS
pKa (Strongest Acidic)12.83ChemAxon
pKa (Strongest Basic)8.3ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area106.94 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity41.88 m3·mol-1ChemAxon
Polarizability16.94 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8252
Blood Brain Barrier-0.9605
Caco-2 permeable-0.7302
P-glycoprotein substrateNon-substrate0.7249
P-glycoprotein inhibitor INon-inhibitor0.9083
P-glycoprotein inhibitor IINon-inhibitor0.9041
Renal organic cation transporterNon-inhibitor0.9045
CYP450 2C9 substrateNon-substrate0.8553
CYP450 2D6 substrateNon-substrate0.8405
CYP450 3A4 substrateNon-substrate0.6823
CYP450 1A2 substrateNon-inhibitor0.6645
CYP450 2C9 inhibitorNon-inhibitor0.8752
CYP450 2D6 inhibitorNon-inhibitor0.8804
CYP450 2C19 inhibitorNon-inhibitor0.8813
CYP450 3A4 inhibitorNon-inhibitor0.9573
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8957
Ames testNon AMES toxic0.6232
CarcinogenicityNon-carcinogens0.941
BiodegradationReady biodegradable0.7573
Rat acute toxicity1.6278 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9392
hERG inhibition (predictor II)Non-inhibitor0.9496
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-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as cyclitols and derivatives. These are compounds containing a cycloalkane moiety with one hydroxyl group on each of three or more ring atoms. These of also include derivatives where the hydrogen atom of one or more of the hydroxyl groups is replaced with another atom.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Alcohols and polyols
Direct Parent
Cyclitols and derivatives
Alternative Parents
Secondary alcohols / Polyols / Primary alcohols / Organopnictogen compounds / Monoalkylamines / Hydrocarbon derivatives
Substituents
Cyclitol or derivatives / Secondary alcohol / Polyol / Organic nitrogen compound / Organopnictogen compound / Hydrocarbon derivative / Primary amine / Primary alcohol / Organonitrogen compound / Primary aliphatic amine
Molecular Framework
Aliphatic homomonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Bacillus sp. (strain 1011)
Pharmacological action
Unknown
General Function
Starch binding
Specific Function
Not Available
Gene Name
cgt
Uniprot ID
P05618
Uniprot Name
Cyclomaltodextrin glucanotransferase
Molecular Weight
78340.03 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. [PubMed:17139284]
  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. [PubMed:17016423]
Kind
Protein
Organism
Bacillus circulans
Pharmacological action
Unknown
General Function
Starch binding
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
P30920
Uniprot Name
Cyclomaltodextrin glucanotransferase
Molecular Weight
78046.265 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. [PubMed:17139284]
  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. [PubMed:17016423]
Kind
Protein
Organism
Bacillus sp. (strain 707)
Pharmacological action
Unknown
General Function
Glucan 1,4-alpha-maltohexaosidase activity
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
P19571
Uniprot Name
Glucan 1,4-alpha-maltohexaosidase
Molecular Weight
59008.445 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. [PubMed:17139284]
  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. [PubMed:17016423]
Kind
Protein
Organism
Bacillus subtilis (strain 168)
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Not Available
Gene Name
amyE
Uniprot ID
P00691
Uniprot Name
Alpha-amylase
Molecular Weight
72377.4 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. [PubMed:17139284]
  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. [PubMed:17016423]
Kind
Protein
Organism
Thermoactinomyces vulgaris
Pharmacological action
Unknown
General Function
Neopullulanase activity
Specific Function
Endohydrolysis of 1,4-alpha-glucosidic linkages in pullulan to form panose. Also hydrolyzes cyclodextrins.
Gene Name
tvaI
Uniprot ID
Q60053
Uniprot Name
Neopullulanase 1
Molecular Weight
74295.435 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. [PubMed:17139284]
  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. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 14:53