Valine
Athanor · official
C5H11NO2 · 117.15 g/mol
IUPAC name: (2S)-2-amino-3-methylbutanoic acid
Also called L-valine
Names and identifiers
- IUPAC name
- (2S)-2-amino-3-methylbutanoic acid
- Synonyms
- L-valine, (S)-Valine, (2S)-2-amino-3-methylbutanoic acid
+ 34 more
(S)-2-Amino-3-methylbutanoic acid, 2-Amino-3-methylbutyric acid, (S)-2-Amino-3-methylbutyric acid, valina, L-alpha-Amino-beta-methylbutyric acid, L-valin, Valinum, (S)-alpha-Amino-beta-methylbutyric acid, NSC-76038, l-(+)-alpha-Aminoisovaleric acid, HG18B9YRS7, CHEBI:16414, DTXSID40883233, L-Val, 2-amino-3-methylbutanoate, (2S)-2-amino-3-methylbutanoate, l valine, CHEBI:27266, L-Valine High, RefChem:6509, L-Valine 7429, L-Valine High 7430, DTXCID201022782, (2S)-2-amino-3-methylbutanoate;hydron, 200-773-6, (2S)-2-azaniumyl-3-methylbutanoate, H-Val-OH, Valinum [Latin], Valina [Spanish], Butanoic acid, 2-amino-3-methyl-, Valine (VAN), Valine [USAN:INN], VALINE, L-, L(+)-alpha-Aminoisovaleric acid
- Molecular formula
- C5H11NO2
- Empirical formula
- C5H11NO2
- Molecular weight
- 117.15 g/mol
- Exact mass
- 117.07898
- CAS number
- 72-18-4
- PubChem CID
- 6287
- Canonical SMILES
- CC(C)C(C(=O)O)N
- Isomeric SMILES
- CC(C)[C@@H](C(=O)O)N
- InChI
- InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m0/s1
- InChIKey
- KZSNJWFQEVHDMF-BYPYZUCNSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Physical properties
- Appearance
- White, crystalline solid[2]
2 values
From Hazardous Substances Data Bank (HSDB), the most authoritative source here.
Value As written Source – Dry Powder [1] EPA Chemical Data Reporting (CDR) –shown White, crystalline solid [2] Hazardous Substances Data Bank (HSDB)cites Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 15th Edition. John Wiley & Sons, Inc. New York, NY 2007., p. 1310 - Melting point
- MP: 315 °C with decomposition (D-Valine (natural isomer))[2]
2 values
Only one source reports it.
Value As written Source 315 °Cshown MP: 315 °C with decomposition (D-Valine (natural isomer)) [2] Hazardous Substances Data Bank (HSDB)cites Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 15th Edition. John Wiley & Sons, Inc. New York, NY 2007., p. 1310 293 °C MP: 293 °C with decomposition (L-Valine) [2] Hazardous Substances Data Bank (HSDB)cites Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 15th Edition. John Wiley & Sons, Inc. New York, NY 2007., p. 1310 - Solubility in water
- In water, 5.85 × 10⁴ mg/L at 25 °C[2]
2 values
From Hazardous Substances Data Bank (HSDB), the most authoritative source here.
Value As written Source – Very slightly soluble in alcohol; insoluble in ether [2] Hazardous Substances Data Bank (HSDB)cites Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 15th Edition. John Wiley & Sons, Inc. New York, NY 2007., p. 1310 –shown In water, 5.85X10+4 mg/L at 25 °C [2] Hazardous Substances Data Bank (HSDB)cites Yalkowsky, S.H., He, Yan., Handbook of Aqueous Solubility Data: An Extensive Compilation of Aqueous Solubility Data for Organic Compounds Extracted from the AQUASOL dATAbASE. CRC Press LLC, Boca Raton, FL. 2003., p. 174 - log P
- log Kow = -2.26[2]
- pKa
- pKa = 2.30[2]
Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.
Calculated
- Heavy atoms
- 8
- Rings
- 0
- Aromatic rings
- 0
- Fraction sp³ carbons (Fsp3)
- 0.8
- H-bond donors
- 2
- H-bond acceptors
- 2 computed here · PubChem 3
- Rotatable bonds
- 2
- TPSA (Ų)
- 63.3
- Formal charge
- 0
- XLogP3
- -2.3 PubChem
- Complexity
- 90 PubChem
- Stereocenters
- 1 definedCIP: C4: S
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C51.26%
- H9.46%
- N11.96%
- O27.31%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- 0.05 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -0.47 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 2.53 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 117.15
- log P ≤ 5 (Crippen): 0.05
- H-bond donors ≤ 5: 2
- H-bond acceptors ≤ 10: 2
Passes all four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
This chemical does not meet GHS hazard criteria for 95.1% (272 of 286) of all reports.[3]
Safety data sheets on the supplier’s page: Shenghe Chemical, ChemFaces, Acmec Biochemical.
Always read the supplier’s safety data sheet before working with it.
Spectra
- NMRHazardous Substances Data Bank (HSDB) · NMRShiftDB
- 1H NMRHuman Metabolome Database (HMDB) (Varian · 500 MHz · Water) · Human Metabolome Database (HMDB) (Bruker · D2O) · SpectraBase
- 13C NMRHazardous Substances Data Bank (HSDB) · Human Metabolome Database (HMDB) (Bruker · 125 MHz · Water) · Human Metabolome Database (HMDB) (400 MHz · H2O) · SpectraBase
- 1H-1H NMRHuman Metabolome Database (HMDB)
- 1H-13C NMRHuman Metabolome Database (HMDB) (Bruker · 600 MHz · Water)
- GC-MSHuman Metabolome Database (HMDB) (EI-B · positive) · Human Metabolome Database (HMDB) (EI-B · positive) · Human Metabolome Database (HMDB) (GC-EI-TOF · positive) · Human Metabolome Database (HMDB) (GC-EI-TOF · positive) · Human Metabolome Database (HMDB) (GC-EI-TOF · positive) · Human Metabolome Database (HMDB) (GC-EI-TOF · positive)
- MS-MSHuman Metabolome Database (HMDB) (Quattro_QQQ · Positive) · Human Metabolome Database (HMDB) (Quattro_QQQ · Positive) · Human Metabolome Database (HMDB) (Quattro_QQQ · Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive)
- LC-MSMassBank Europe (Agilent 6530 QTOF · LC-ESI-QTOF · POSITIVE) · MassBank Europe (Agilent 6530 QTOF · LC-ESI-QTOF · POSITIVE) · MassBank Europe (Agilent 6530 QTOF · LC-ESI-QTOF · POSITIVE) · MassBank Europe (Agilent 6530 QTOF · LC-ESI-QTOF · POSITIVE) · MassBank Europe (Agilent 6530 QTOF · LC-ESI-QTOF · POSITIVE) · MassBank Europe (maXis plus UHR-ToF-MS, Bruker Daltonics · LC-ESI-QTOF · POSITIVE)
- Other MSHazardous Substances Data Bank (HSDB) · MassBank Europe (GCMS-2010 Plus, Shimadzu · EI-B · POSITIVE) · MassBank Europe (GCMS-2010 Plus, Shimadzu · EI-B · POSITIVE) · MassBank Europe (CE-system connected to 6210 Time-of-Flight MS, Agilent · CE-ESI-TOF · POSITIVE) · MassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI) · MassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI)
- IRHazardous Substances Data Bank (HSDB)
- FTIRSpectraBase (Bruker Tensor 27 FT-IR · KBr1)
- ATR-IRSpectraBase (Bio-Rad FTS · ATR-Neat (DuraSamplIR II))
- RamanSpectraBase (Bruker MultiRAM Stand Alone FT-Raman Spectrometer · FT-Raman)
Experimental spectra held by these sources; each link opens the source's own record.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- [1]EPA Chemical Data Reporting (CDR) · Public domain (US EPA) · via PubChem · retrieved 2026-10-14
- [2]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
- [3]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
- [4]NMRShiftDB · Linked only · via PubChem · retrieved 2026-10-14
- [5]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
- [6]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- [7]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
- [8]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- [9]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.