Input interpretation
![L-threonine](../image_source/312c5ae74fe099223c4b6dbe64555970.png)
L-threonine
Chemical names and formulas
![formula | C_4H_9NO_3 name | L-threonine IUPAC name | (2S, 3R)-2-azaniumyl-3-hydroxy-butanoate alternate names | 2-amino-3-hydroxybutanoic acid | L-alpha-amino-beta-hydroxybutyric acid mass fractions | C (carbon) 40.3% | H (hydrogen) 7.62% | N (nitrogen) 11.8% | O (oxygen) 40.3%](../image_source/652ad31e472b2e90e9ebd3058336e083.png)
formula | C_4H_9NO_3 name | L-threonine IUPAC name | (2S, 3R)-2-azaniumyl-3-hydroxy-butanoate alternate names | 2-amino-3-hydroxybutanoic acid | L-alpha-amino-beta-hydroxybutyric acid mass fractions | C (carbon) 40.3% | H (hydrogen) 7.62% | N (nitrogen) 11.8% | O (oxygen) 40.3%
Lewis structure
![Draw the Lewis structure of L-threonine. Start by drawing the overall structure of the molecule, ignoring potential double and triple bonds: Count the total valence electrons of the carbon (n_C, val = 4), hydrogen (n_H, val = 1), nitrogen (n_N, val = 5), and oxygen (n_O, val = 6) atoms: 4 n_C, val + 9 n_H, val + n_N, val + 3 n_O, val = 48 Calculate the number of electrons needed to completely fill the valence shells for carbon (n_C, full = 8), hydrogen (n_H, full = 2), nitrogen (n_N, full = 8), and oxygen (n_O, full = 8): 4 n_C, full + 9 n_H, full + n_N, full + 3 n_O, full = 82 Subtracting these two numbers shows that 82 - 48 = 34 bonding electrons are needed. Each bond has two electrons, so in addition to the 16 bonds already present in the diagram add 1 bond. To minimize formal charge carbon wants 4 bonds and oxygen wants 2 bonds. Identify the atoms that want additional bonds and the number of electrons remaining on each atom: Fill in the 1 bond by pairing electrons between adjacent highlighted atoms: Answer: | |](../image_source/add9c4ce84169a3d3804fa1e88d9ab4e.png)
Draw the Lewis structure of L-threonine. Start by drawing the overall structure of the molecule, ignoring potential double and triple bonds: Count the total valence electrons of the carbon (n_C, val = 4), hydrogen (n_H, val = 1), nitrogen (n_N, val = 5), and oxygen (n_O, val = 6) atoms: 4 n_C, val + 9 n_H, val + n_N, val + 3 n_O, val = 48 Calculate the number of electrons needed to completely fill the valence shells for carbon (n_C, full = 8), hydrogen (n_H, full = 2), nitrogen (n_N, full = 8), and oxygen (n_O, full = 8): 4 n_C, full + 9 n_H, full + n_N, full + 3 n_O, full = 82 Subtracting these two numbers shows that 82 - 48 = 34 bonding electrons are needed. Each bond has two electrons, so in addition to the 16 bonds already present in the diagram add 1 bond. To minimize formal charge carbon wants 4 bonds and oxygen wants 2 bonds. Identify the atoms that want additional bonds and the number of electrons remaining on each atom: Fill in the 1 bond by pairing electrons between adjacent highlighted atoms: Answer: | |
3D structure
![3D structure](../image_source/74459bdd722c8f3064458c44fed78991.png)
3D structure
Basic properties
![molar mass | 119.12 g/mol phase | solid (at STP) melting point | 136 °C boiling point | 260 °C density | 1.464 g/cm^3](../image_source/e64abfeed9b86ebe35ff49272ea9f75e.png)
molar mass | 119.12 g/mol phase | solid (at STP) melting point | 136 °C boiling point | 260 °C density | 1.464 g/cm^3
Units
Hydrophobicity and permeability properties
![experimental LogP hydrophobicity | -3.5 predicted LogP hydrophobicity | -3 experimental LogS | -0.09 predicted LogS | 0.6](../image_source/97621860d71a5ec7b5b602c42b181b04.png)
experimental LogP hydrophobicity | -3.5 predicted LogP hydrophobicity | -3 experimental LogS | -0.09 predicted LogS | 0.6
Basic drug properties
![approval status | approved | nutraceutical | small molecule drug categories | dietary supplement | essential amino acid | micronutrient](../image_source/d156eeed6b298aca153c089033f3d9a0.png)
approval status | approved | nutraceutical | small molecule drug categories | dietary supplement | essential amino acid | micronutrient
Amino acid properties
![three-letter code | Thr one-letter code | T isoelectric point | 5.6 pK_a (α-COOH, (α-NH_3)^+) | 2.09 | 9.1 polarity | polar codons | ACU | ACC | ACA | ACG occurrence in human proteins | 5.77%](../image_source/9de50f60b70406ccd954880eba47c278.png)
three-letter code | Thr one-letter code | T isoelectric point | 5.6 pK_a (α-COOH, (α-NH_3)^+) | 2.09 | 9.1 polarity | polar codons | ACU | ACC | ACA | ACG occurrence in human proteins | 5.77%
Solid properties (at STP)
![density | 1.464 g/cm^3](../image_source/f6731075a5bd24154df56b81f504fb0d.png)
density | 1.464 g/cm^3
Units
Thermodynamic properties
![specific heat of formation Δ_fH° | solid | -6.776 kJ/g molar heat of formation Δ_fH° | solid | -807.2 kJ/mol critical temperature | 711 K | critical pressure | 5.5 MPa | (at STP)](../image_source/aca77b48f78796c8c53ca416757f07ad.png)
specific heat of formation Δ_fH° | solid | -6.776 kJ/g molar heat of formation Δ_fH° | solid | -807.2 kJ/mol critical temperature | 711 K | critical pressure | 5.5 MPa | (at STP)
Chemical identifiers
![CAS number | 72-19-5 Beilstein number | 1721646 PubChem CID number | 6971019 PubChem SID number | 3488 SMILES identifier | CC(C(C(=O)[O-])[NH3+])O InChI identifier | InChI=1/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3, 6H, 5H2, 1H3, (H, 7, 8)/t2-, 3+/m1/s1/f/h5H InChI key | AYFVYJQAPQTCCC-QYISKGLTDV EU number | 200-774-1 RTECS number | XO8590000 NSC number | 46701](../image_source/2dc58880fab4d13bfa24fdf1cfc9e8b3.png)
CAS number | 72-19-5 Beilstein number | 1721646 PubChem CID number | 6971019 PubChem SID number | 3488 SMILES identifier | CC(C(C(=O)[O-])[NH3+])O InChI identifier | InChI=1/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3, 6H, 5H2, 1H3, (H, 7, 8)/t2-, 3+/m1/s1/f/h5H InChI key | AYFVYJQAPQTCCC-QYISKGLTDV EU number | 200-774-1 RTECS number | XO8590000 NSC number | 46701
Toxicity properties
![RTECS classes | mutagen](../image_source/ba84963c27ecf2a6c7b87c88e6164a42.png)
RTECS classes | mutagen