NAV

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

Identification

Generic Name
6-Amino-4-Hydroxymethyl-Cyclohex-4-Ene-1,2,3-Triol
DrugBank Accession Number
DB02120
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 175.1824
Monoisotopic: 175.084457909
Chemical Formula
C7H13NO4
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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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

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
Not Available
Chemical TaxonomyProvided by Classyfire
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
Aliphatic homomonocyclic compound / Amine / Cyclitol or derivatives / Hydrocarbon derivative / Organic nitrogen compound / Organonitrogen compound / Organopnictogen compound / Polyol / Primary alcohol / Primary aliphatic amine
Molecular Framework
Aliphatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
38231-86-6
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
[H][C@]1(N)C=C(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

References

General References
Not Available
PubChem Compound
193758
PubChem Substance
46504853
ChemSpider
168149
BindingDB
50366472
ChEMBL
CHEMBL1230806
ZINC
ZINC000005413017
PDBe Ligand
ACI
PDB Entries
1e3z / 1ua7 / 1uh3 / 1ukq / 1uks / 1ukt / 1v3l / 1v3m / 1wpc / 2cxg …
show 5 more

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 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-MSsplash10-0bu3-9700000000-1450698ccf9e3dd205f0
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004l-0900000000-a1d3e15b74cd24b6f2bd
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-052r-0900000000-14bbe6931fb5f18fd0af
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-052f-4900000000-ddbaa00517f077a6eccd
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4r-2900000000-86aa59fe55d794989b68
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0295-9300000000-19739ce56adb380ebd8d
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-052f-9200000000-0471400f9353f2a98830
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]-138.5034113
predicted
DarkChem Lite v0.1.0
[M-H]-138.95975
predicted
DeepCCS 1.0 (2019)
[M+H]+139.6077113
predicted
DarkChem Lite v0.1.0
[M+H]+141.31775
predicted
DeepCCS 1.0 (2019)
[M+Na]+139.1017113
predicted
DarkChem Lite v0.1.0
[M+Na]+149.01846
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Cyclomaltodextrin glucanotransferase
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. [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]
Details2. Cyclomaltodextrin glucanotransferase
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. [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]
Details3. Glucan 1,4-alpha-maltohexaosidase
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. [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]
Details4. Alpha-amylase
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. [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]
Details5. Neopullulanase 1
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. [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 June 12, 2020 16:52