D-Arabinose (open chain)
Athanor · official
C5H10O5 · 150.13 g/mol
IUPAC name: (2S,3R,4R)-2,3,4,5-tetrahydroxypentanal
Also called D-arabinose
WarningCauses skin irritation · Causes serious eye irritation · May cause respiratory irritationNames and identifiers
- IUPAC name
- (2S,3R,4R)-2,3,4,5-tetrahydroxypentanal
- Synonyms
- D-arabinose, Arabinose, D-, F0W6ETZ4E5
+ 35 more
DTXSID70858954, 233-708-5, RefChem:916097, GlyTouCan:G16391NR, DTXCID6021610, CHEBI:17108, G16391NR, D-(-)-Arabinose, (2S,3R,4R)-2,3,4,5-tetrahydroxypentanal, (-)-Arabinose, Arabinose,d, Arabinose, DL-, aldehydo-D-arabinose, (+-)-Arabinose, MFCD00135608, D-rabinose, DTXSID8041610, beta-D-(-)-Arabinose, Arabinose, D- (8CI), ARABINOSE [USP-RS], AI3-18439, ARABINOSE D-FORM [MI], C5H10O5, AKOS006343696, CS-W008725, CAS-147-81-9, 509X20752R, Riboflavin Impurity W, UNII-F0W6ETZ4E5, D-aArabinose, Arabinose, D- (8CI); (-)-Arabinose; Anhydroarabinose; D-(-)-Arabinose, (3R)-2,3,4,5-tetrahydroxypentanal, UNII-509X20752R, EINECS 205-699-8, EINECS 233-708-5
- Molecular formula
- C5H10O5
- Empirical formula
- CH2O
- Molecular weight
- 150.13 g/mol
- Exact mass
- 150.05282
- CAS number
- 10323-20-3
- PubChem CID
- 66308
- Canonical SMILES
- C(C(C(C(C=O)O)O)O)O
- Isomeric SMILES
- C([C@H]([C@H]([C@@H](C=O)O)O)O)O
- InChI
- InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4-,5+/m1/s1
- InChIKey
- PYMYPHUHKUWMLA-WDCZJNDASA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 10
- Rings
- 0
- Aromatic rings
- 0
- Fraction sp³ carbons (Fsp3)
- 0.8
- H-bond donors
- 4
- H-bond acceptors
- 5
- Rotatable bonds
- 4
- TPSA (Ų)
- 98
- Formal charge
- 0
- XLogP3
- -2.3 PubChem
- Complexity
- 104 PubChem
- Stereocenters
- 3 definedCIP: C3: R · C5: R · C7: 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
- C40.00%
- H6.71%
- O53.28%
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
- -2.74 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- 1.22 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 3.76 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 150.13
- log P ≤ 5 (Crippen): -2.74
- H-bond donors ≤ 5: 4
- H-bond acceptors ≤ 10: 5
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
Warning
Most widely reported: 3 company reports to ECHA. Source [1].
- Harmful or irritant
- H315Causes skin irritation (33.3% of reports)
- H319Causes serious eye irritation (33.3% of reports)
- H335May cause respiratory irritation (33.3% of reports)
Precautionary statements: P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
View all classifications (3)
- [1] European Chemicals Agency (ECHA) · 5 reportsThis chemical does not meet GHS hazard criteria for 100% (5 of 5) of all reports.
- [1] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 66.7% (2 of 3) of all reports.
- [1] European Chemicals Agency (ECHA) · 3 reports · WarningH315, H319, H335
Safety data sheets on the supplier’s page: Smolecule, AbaChemScene, Alfa Chemistry.
Always read the supplier’s safety data sheet before working with it.
Spectra
- 1H NMRSpectraBase
- 13C NMRSpectraBase
- GC-MSSpectraBase
- LC-MSMassBank Europe (maXis plus UHR-ToF-MS, Bruker Daltonics · LC-ESI-QTOF · NEGATIVE) · MassBank of North America (MoNA) (maXis plus UHR-ToF-MS, Bruker Daltonics · LC-ESI-QTOF · ESI) · MassBank of North America (MoNA) (Thermo Q Exactive HF · LC-ESI-QFT · negative) · MassBank of North America (MoNA) (Thermo Q Exactive HF · LC-ESI-QFT · negative)
- Other MSMassBank of North America (MoNA) (ESI-QTOF · ESI · negative) · MassBank of North America (MoNA) (ESI-QTOF · ESI · negative) · MassBank of North America (MoNA) (ESI-QTOF · ESI · negative)
- FTIRSpectraBase (Mull)
- ATR-IRSpectraBase (Bruker Tensor 27 FT-IR · ATR-Neat)
- 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]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
- [2]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- [3]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
- [4]MassBank of North America (MoNA) · CC BY 4.0 · 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.