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Showing NP-Card for 3-Butyn-1-Ol (NP0002711)

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Record Information
Version2.0
Created at2020-11-23 19:38:31 UTC
Updated at2021-08-19 23:59:16 UTC
NP-MRD IDNP0002711
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-Butyn-1-Ol
Provided ByBMRBBMRB logo
DescriptionBut-3-yn-1-ol is also known as 1-butyn-4-ol or 3-butynyl alcohol. But-3-yn-1-ol is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. 3-Butyn-1-Ol was first documented in 2007 (PMID: 17434192). Based on a literature review very few articles have been published on but-3-yn-1-ol (PMID: 33861973) (PMID: 21743897) (PMID: 19904781).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002711 (3-Butyn-1-Ol)


     RDKit          2D

 11 10  0  0  0  0  0  0  0  0999 V2000
    3.2021    0.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7082    0.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2144   -0.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2795   -0.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7733   -0.3703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6960    0.3077    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3500   -1.5930    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0788    1.3947    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4151    1.2591    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1439   -1.7286    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6377    0.8556    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  6  1  0
  3  7  1  1
  3  8  1  0
  4  9  1  6
  4 10  1  0
  5 11  1  0
M  END
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3D MOL for NP0002711 (3-Butyn-1-Ol)

NP0002711
     RDKit          3D

 11 10  0  0  0  0  0  0  0  0999 V2000
    2.3466    0.3987    0.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2473   -0.0730    0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0816   -0.6666    0.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0485   -0.1212   -0.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1493    1.2603   -0.4730 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3310    0.8042   -0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4446   -0.3223    1.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0126   -1.7529    0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6204   -0.3423   -1.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0153   -0.6112   -0.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5526    1.4261    0.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  6  1  0
  3  7  1  0
  3  8  1  0
  4  9  1  0
  4 10  1  0
  5 11  1  0
M  END
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3D SDF for NP0002711 (3-Butyn-1-Ol)


     RDKit          2D

 11 10  0  0  0  0  0  0  0  0999 V2000
    3.2021    0.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7082    0.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2144   -0.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2795   -0.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7733   -0.3703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6960    0.3077    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3500   -1.5930    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0788    1.3947    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4151    1.2591    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1439   -1.7286    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6377    0.8556    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  6  1  0
  3  7  1  1
  3  8  1  0
  4  9  1  6
  4 10  1  0
  5 11  1  0
M  END
> <DATABASE_ID>
NP0002711

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCCC#C

> <INCHI_IDENTIFIER>
InChI=1S/C4H6O/c1-2-3-4-5/h1,5H,3-4H2

> <INCHI_KEY>
OTJZCIYGRUNXTP-UHFFFAOYSA-N

> <FORMULA>
C4H6O

> <MOLECULAR_WEIGHT>
70.091

> <EXACT_MASS>
70.041864813

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
7.766855506397207

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
but-3-yn-1-ol

> <JCHEM_LOGP>
-0.0018328176666667084

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.340157234992628

> <JCHEM_PKA_STRONGEST_BASIC>
-2.2126152254142246

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
20.596499999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-butyn-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0002711 (3-Butyn-1-Ol)

NP0002711
     RDKit          3D

 11 10  0  0  0  0  0  0  0  0999 V2000
    2.3466    0.3987    0.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2473   -0.0730    0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0816   -0.6666    0.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0485   -0.1212   -0.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1493    1.2603   -0.4730 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3310    0.8042   -0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4446   -0.3223    1.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0126   -1.7529    0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6204   -0.3423   -1.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0153   -0.6112   -0.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5526    1.4261    0.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  6  1  0
  3  7  1  0
  3  8  1  0
  4  9  1  0
  4 10  1  0
  5 11  1  0
M  END
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PDB for NP0002711 (3-Butyn-1-Ol)

HEADER    PROTEIN                                 23-NOV-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-NOV-20         0                                  
HETATM    1  C   UNK     0       5.390  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END
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3D PDB for NP0002711 (3-Butyn-1-Ol)

COMPND    NP0002711
HETATM    1  C1  UNL     1       2.347   0.399   0.122  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.247  -0.073   0.277  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.082  -0.667   0.460  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.048  -0.121  -0.594  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.149   1.260  -0.473  1.00  0.00           O  
HETATM    6  H1  UNL     1       3.331   0.804  -0.020  1.00  0.00           H  
HETATM    7  H2  UNL     1      -0.445  -0.322   1.466  1.00  0.00           H  
HETATM    8  H3  UNL     1      -0.013  -1.753   0.376  1.00  0.00           H  
HETATM    9  H4  UNL     1      -0.620  -0.342  -1.604  1.00  0.00           H  
HETATM   10  H5  UNL     1      -2.015  -0.611  -0.444  1.00  0.00           H  
HETATM   11  H6  UNL     1      -1.553   1.426   0.434  1.00  0.00           H  
CONECT    1    2    2    2    6
CONECT    2    3
CONECT    3    4    7    8
CONECT    4    5    9   10
CONECT    5   11
END
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SMILES for NP0002711 (3-Butyn-1-Ol)

OCCC#C
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INCHI for NP0002711 (3-Butyn-1-Ol)

InChI=1S/C4H6O/c1-2-3-4-5/h1,5H,3-4H2
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View in JSmol
Synonyms
ValueSource
1-Butyn-4-olChEBI
3-Butyn-1-olChEBI
3-ButynolChEBI
3-Butynyl alcoholChEBI
4-Hydroxy-1-butyneChEBI
4-Hydroxy-but-1-yneChEBI
Ethynylmethyl carbinolChEBI
Homopropargyl alcoholChEBI
Chemical FormulaC4H6O
Average Mass70.0910 Da
Monoisotopic Mass70.04186 Da
IUPAC Namebut-3-yn-1-ol
Traditional Name3-butyn-1-ol
CAS Registry NumberNot Available
SMILES
OCCC#C
InChI Identifier
InChI=1S/C4H6O/c1-2-3-4-5/h1,5H,3-4H2
InChI KeyOTJZCIYGRUNXTP-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point-63.60 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point129.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility382100 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP0.130 (est)The Good Scents Company Information System
Predicted Properties
PropertyValueSource
logP-0.0018ChemAxon
pKa (Strongest Acidic)16.34ChemAxon
pKa (Strongest Basic)-2.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity20.6 m³·mol⁻¹ChemAxon
Polarizability7.77 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID12977
KEGG Compound IDC06146
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID27444
Good Scents IDrw1131001
References
General References
  1. Rossiter JT, Pickett JA, Bennett MH, Bones AM, Powell G, Cobb J: The synthesis and enzymic hydrolysis of (E)-2-[2,3-2H2]propenyl glucosinolate: confirmation of the rearrangement of the thiohydroximate moiety. Phytochemistry. 2007 May;68(10):1384-90. doi: 10.1016/j.phytochem.2007.02.030. Epub 2007 Apr 16. [PubMed:17434192 ]
  2. Politi FAS, Bueno RV, Zeoly LA, Fantatto RR, Eloy JO, Chorilli M, Coelho F, Guido RVC, Chagas ACS, Furlan M: Anthelmintic activity of a nanoformulation based on thiophenes identified in Tagetes patula L. (Asteraceae) against the small ruminant nematode Haemonchus contortus. Acta Trop. 2021 Jul;219:105920. doi: 10.1016/j.actatropica.2021.105920. Epub 2021 Apr 20. [PubMed:33861973 ]
  3. Miller BJ, Lane JR, Kjaergaard HG: Intramolecular OH...pi interactions in alkenols and alkynols. Phys Chem Chem Phys. 2011 Aug 21;13(31):14183-93. doi: 10.1039/c1cp21190k. Epub 2011 Jul 8. [PubMed:21743897 ]
  4. Korivi RP, Cheng CH: Protecting-group-free total synthesis of isoquinoline alkaloids by nickel-catalyzed annulation of o-halobenzaldimine with an alkyne as the key step. Chemistry. 2010 Jan 4;16(1):282-7. doi: 10.1002/chem.200902275. [PubMed:19904781 ]