NAV

(S)-butane-1,3-diol

Identification

Generic Name
(S)-butane-1,3-diol
DrugBank Accession Number
DB02202
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 90.121
Monoisotopic: 90.068079564
Chemical Formula
C4H10O2
Synonyms
  • (S)-(+)-Butane-1,3-diol
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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 secondary alcohols. These are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Alcohols and polyols
Direct Parent
Secondary alcohols
Alternative Parents
Primary alcohols / Hydrocarbon derivatives
Substituents
Aliphatic acyclic compound / Hydrocarbon derivative / Primary alcohol / Secondary alcohol
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
butane-1,3-diol (CHEBI:52688)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
24621-61-2
InChI Key
PUPZLCDOIYMWBV-BYPYZUCNSA-N
InChI
InChI=1S/C4H10O2/c1-4(6)2-3-5/h4-6H,2-3H2,1H3/t4-/m0/s1
IUPAC Name
(3S)-butane-1,3-diol
SMILES
C[C@H](O)CCO

References

Synthesis Reference

Akinobu Matsuyama, Yoshinori Kobayashi, "Process for producing optically active 1,3-butanediol." U.S. Patent US5336619, issued January, 1989.

US5336619
General References
Not Available
PubChem Compound
446973
PubChem Substance
46505398
ChemSpider
394191
ChEBI
52688
ChEMBL
CHEMBL1231501
ZINC
ZINC000001867144
PDBe Ligand
BU2
PDB Entries
1lol / 2rfm / 3i4z / 3kaz / 3t2z / 4mly / 4ttr / 4w50 / 5eky / 5i3t …
show 7 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
PropertyValueSource
melting point (°C)<-50 °CPhysProp
boiling point (°C)207.5 °CPhysProp
water solubility1E+006 mg/L (at 25 °C)RIDDICK,JA ET AL. (1986)
pKa15.1 (at 25 °C)RIDDICK,JA ET AL (1986)
Predicted Properties
PropertyValueSource
Water Solubility742.0 mg/mLALOGPS
logP-0.59ALOGPS
logP-0.73Chemaxon
logS0.92ALOGPS
pKa (Strongest Acidic)15.41Chemaxon
pKa (Strongest Basic)-2.4Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area40.46 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity23.84 m3·mol-1Chemaxon
Polarizability9.97 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9908
Blood Brain Barrier+0.9037
Caco-2 permeable+0.5724
P-glycoprotein substrateNon-substrate0.6708
P-glycoprotein inhibitor INon-inhibitor0.9123
P-glycoprotein inhibitor IINon-inhibitor0.8958
Renal organic cation transporterNon-inhibitor0.8868
CYP450 2C9 substrateNon-substrate0.8073
CYP450 2D6 substrateNon-substrate0.8439
CYP450 3A4 substrateNon-substrate0.713
CYP450 1A2 substrateNon-inhibitor0.5422
CYP450 2C9 inhibitorNon-inhibitor0.917
CYP450 2D6 inhibitorNon-inhibitor0.9044
CYP450 2C19 inhibitorNon-inhibitor0.8806
CYP450 3A4 inhibitorNon-inhibitor0.9135
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9078
Ames testNon AMES toxic0.8505
CarcinogenicityNon-carcinogens0.639
BiodegradationReady biodegradable0.9733
Rat acute toxicity0.7164 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8909
hERG inhibition (predictor II)Non-inhibitor0.9171
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-MSsplash10-0005-9000000000-4ff8df26ffbab1c79d8c
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-9000000000-529b82e28cbbb32dbdf6
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-9000000000-099dc1cde7efd0ed1ada
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-9000000000-a5ccec23743bed3db0ff
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-05fu-9000000000-fded2e49a6845857726e
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-9000000000-037ac63b73cdacf1d8a3
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4u-9000000000-7f35fb08de8bf425ccde
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]-110.764085
predicted
DarkChem Lite v0.1.0
[M-H]-118.57513
predicted
DeepCCS 1.0 (2019)
[M+H]+110.508685
predicted
DarkChem Lite v0.1.0
[M+H]+121.08266
predicted
DeepCCS 1.0 (2019)
[M+Na]+110.216485
predicted
DarkChem Lite v0.1.0
[M+Na]+129.63725
predicted
DeepCCS 1.0 (2019)

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52