alpha-Pinene

Athanor · official

C₁₀H₁₆ · 136.23 g/mol

IUPAC name: (1S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene

Also called pine oil, turpentine

Lipids Natural products

Open in Athanor

Drawn from its SMILES with RDKit

DangerFlammable liquid and vapor · Harmful if swallowed · May be fatal if swallowed and enters airways · Causes skin irritation · May cause an allergic skin reaction · Very toxic to aquatic life · Very toxic to aquatic life with long lasting effects

Names and identifiers

IUPAC name: (1S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene
Synonyms: pine oil, turpentine, (-)-alpha-Pinene
+ 37 more
(1S,5S)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene, (-)-2-Pinene, DTXSID2029290, TZR3GM95PR, DTXCID009290, CHEBI:28660, FEMA NO. 2902, (-)-, (1S)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene, (1S,5S)-2,6,6-Trimethylbicyclo(3.1.1)hept-2-ene, (1S)-2,6,6-trimethylbicyclo(3.1.1)hept-2-ene, RefChem:1049077, I+--Pinene, (-)-, 232-077-3, (-)-|A-pinene, alpha-Pinene, (-)-, MFCD00064145, (1S)-(-)-|A-Pinene, DL-ALPHA-PINENE, (1S,5S)-alpha-pinene, 2-Pinene, (1S,5S)-(-)-, (1S)-(-)-a-Pinene, Bicyclo[3.1.1]hept-2-ene, 2,6,6-trimethyl-, (1S,5S)-, Pinene isomer, Bicyclo(3.1.1)hept-2-ene, 2,6,6-trimethyl-, (1S,5S)-, Bicyclo[3.1.1]hept-2-ene,2,6,6-trimethyl-, (1S,5S)-, (-)-.alpha.-Pinene, CAS-7785-26-4, DL-Pin-2(3)-ene, UNII-TZR3GM95PR, (1S,5S)-pin-2-ene, Bicyclo(3.1.1)hept-2-ene, 2,6,6-trimethyl-, (1S)-, (-)-Pin-2(3)-ene, NSC 7727, CCRIS 9060, L-a-Pinene, | cent-Pinene, 1S-a-Pinene
Molecular formula: C₁₀H₁₆
Empirical formula: C₅H₈
Molecular weight: 136.23 g/mol
Exact mass: 136.12520
CAS number: 80-56-8
PubChem CID: 440968
Canonical SMILES: CC1=CCC2CC1C2(C)C
Isomeric SMILES: CC1=CC[C@H]2C[C@@H]1C2(C)C
InChI: InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9-/m0/s1
InChIKey: GRWFGVWFFZKLTI-IUCAKERBSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Physical properties

Appearance: Liquid[1]

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: 10
Rings: 3
Aromatic rings: 0
Fraction sp³ carbons (Fsp3): 0.8
H-bond donors: 0
H-bond acceptors: 0
Rotatable bonds: 0
TPSA (Å²): 0
Formal charge: 0
XLogP3: 2.8 PubChem
Complexity: 186 PubChem
Stereocenters: 2 definedCIP: C5: S · 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

C88.16%
H11.84%

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: 3 Crippen (Wildman and Crippen 1999)
log S (water solubility): -2.57 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 4.27 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 136.24
log P ≤ 5 (Crippen): 3
H-bond donors ≤ 5: 0
H-bond acceptors ≤ 10: 0

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

Danger

Most widely reported: 725 company reports to ECHA. Source [2].

Flammable
Harmful or irritant
Health hazard
Environmental hazard

H226Flammable liquid and vapor (94.9% of reports)
H302Harmful if swallowed (43.9% of reports)
H304May be fatal if swallowed and enters airways (81.4% of reports)
H315Causes skin irritation (56.1% of reports)
H317May cause an allergic skin reaction (87.7% of reports)
H400Very toxic to aquatic life (87.3% of reports)
H410Very toxic to aquatic life with long lasting effects (87.6% of reports)

Precautionary statements: P210, P233, P240, P241, P242, P243, P261, P264, P270, P272, P273, P280, P301+P316, P301+P317, P302+P352, P303+P361+P353, P321, P330, P331, P332+P317, P333+P317, P362+P364, P370+P378, P391, P403+P235, P405, P501

View all classifications (3)

[2] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 5.1% (37 of 725) of reports.
[2] European Chemicals Agency (ECHA) · 725 reports · DangerH226, H302, H304, H315, H317, H400, H410
[2] European Chemicals Agency (ECHA) · 33 reports · WarningH315

Safety data sheets on the supplier’s page: Alfa Chemistry, Chemenu Inc., Aladdin Scientific.

Always read the supplier’s safety data sheet before working with it.

Spectra

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]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[3]NMRShiftDB · Linked only · via PubChem · retrieved 2026-10-14
[4]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[5]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[6]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.