Molecule

2-Amino-4-hydroxy-3-methylpentanoic acid; (2S,3R,4S)-form

AlkaPlorer ID: AK006657

Synonym: '2-Amino-4-hydroxy-3-methylpentanoic acid; (2R,3R,4S)-form'

IUPAC Name: (2S,3R,4S)-2-amino-4-hydroxy-3-methylpentanoic acid

Structure

SMILES: C[C@@H]([C@H](C)O)[C@H](N)C(=O)O

InChI: InChI=1S/C6H13NO3/c1-3(4(2)8)5(7)6(9)10/h3-5,8H,7H2,1-2H3,(H,9,10)/t3-,4-,5-/m0/s1

InChIKey: OSCCDBFHNMXNME-YUPRTTJUSA-N

Reference

Characterization of a dioxygenase from Trigonella foenum-graecum involved in 4-hydroxyisoleucine biosynthesis

PubChem CID: 40561613

CAS: 55399-93-4

LOTUS: LTS0078799

SuperNatural Ⅲ: SN0273786-07

NPASS: NPC190385

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Geranium sibiricum	Geranium	Geraniaceae	Geraniales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Lagerstroemia indica	Lagerstroemia	Lythraceae	Myrtales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Persea kusanoi	Persea	Lauraceae	Laurales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Croton megistocarpus	Croton	Euphorbiaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Cacospongia scalaris	Cacospongia	Thorectidae	Dictyoceratida	Demospongiae	Porifera	Metazoa	Eukaryota
Trigonella foenum-graecum	Trigonella	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 147.174

TPSA？: 83.55

MolLogP？: -0.5848

Number of H-Donors: 3

Number of H-Acceptors: 3

RingCount: 0

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Histone deacetylase 6	Inhibition	-7.36	%	10.6019/CHEMBL4808148
Homo sapiens	Histone deacetylase 6	Inhibition	21.36	%	10.6019/CHEMBL4808148
Mesocricetus auratus	Syrian golden hamster	Activity	4.9	%	10.1016/j.bmcl.2005.10.003
Mesocricetus auratus	Syrian golden hamster	Activity	8.7	%	10.1016/j.bmcl.2005.10.003
Mesocricetus auratus	Syrian golden hamster	Activity	14.0	%	10.1016/j.bmcl.2005.10.003
Mesocricetus auratus	Syrian golden hamster	Activity	22.0	%	10.1016/j.bmcl.2005.10.003
Mesocricetus auratus	Syrian golden hamster	Activity	33.0	%	10.1016/j.bmcl.2005.10.003
Mesocricetus auratus	Syrian golden hamster	Ratio	39.0	%	10.1016/j.bmcl.2005.10.003
Severe acute respiratory syndrome coronavirus 2	Replicase polyprotein 1ab	Inhibition	0.1154	%	10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2	Replicase polyprotein 1ab	Inhibition	26.4	%	10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	0.0	%	10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	0.19	%	10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	11.94	%	10.21203/rs.3.rs-23951/v1
None	No relevant target	Stability	10.0	%	10.1016/j.bmcl.2008.06.081
None	No relevant target	Stability	32.0	%	10.1016/j.bmcl.2008.06.081
None	No relevant target	Stability	73.0	%	10.1016/j.bmcl.2008.06.081
None	Unchecked	Activity	45.0	pg/hr	10.1016/j.bmcl.2008.06.081
None	Unchecked	Activity	100.0	pg/hr	10.1016/j.bmcl.2008.06.081
None	Unchecked	Activity	nan	None	10.1016/j.bmcl.2008.06.081

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT004470	CC(=O)[C@H](C)[C@H](N)C(=O)O>>C[C@H](O)[C@H](C)[C@H](N)C(=O)O	RXN-13637
AKRT010028	CC[C@H](C)[C@H](N)C(=O)O>>C[C@H](O)[C@H](C)[C@H](N)C(=O)O	RXN-13635
AKRT013930	C[C@H](O)[C@H](C)[C@H](N)C(=O)O>>CC(=O)[C@H](C)[C@H](N)C(=O)O	RXN-13637