(+)-alpha-Pinene - ≥99% , CAS No.7785-70-8

CAS: 7785-70-8 Cat. No.: P124468 Molecular Weight: 136.24 Beilstein Registry Number: 2038653 EC Number: 232-087-8

GRADE & PURITY ≥99%

Synonyms

(1R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene | 2-PINENE, (1R,5R)-(+)- | H6CM4TWH1W | EC 232-087-8 | (R)-(+)-.ALPHA.-PINENE | HY-Y0739 | 4-Phenylthio-2-aminonitrobenzene | (R)-(+)--Pinene;(+)--Pinene; (1R)-(+)--Pinene; (1R)--Pinene; (1R,5R)-(+)--Pinene

Storage

Store at 2-8°C

Shipped In

Wet ice,FedEx DG Service

Overview

(+)-α-Pinene may be used as precursors to prepare primary, secondary and tertiary γ-amino alcohols and 1,3-diamines, which can be used as chiral catalysts for the addition of diethylzinc to aromatic aldehydes, resulting in chiral 1-aryl-1-propanols with high enantioselectivity.

Employed in the preparation of chiral hydroboration reagents

(+)-α-Pinene is a monoterpenoid compound mainly found in Pinus species.

Specifications

Synonyms

(1R, 5R)-2, 6, 6-Trimethylbicyclo[3.1.1]hept-2-ene | 2-PINENE, (1R, 5R)-(+)- | H6CM4TWH1W | EC 232-087-8 | (R)-(+)-.ALPHA.-PINENE | HY-Y0739 | 4-Phenylthio-2-aminonitrobenzene | (R)-(+)--Pinene;(+)--Pinene; (1R)-(+)--Pinene; (1R)--Pinene; (1R, 5R)-(+)--Pinene

Specifications & Purity

≥99%

Storage

Store at 2-8°C

Shipped In

Wet ice, FedEx DG Service

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CC1=CCC2CC1C2(C)C
• IUPAC Name: (1R,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene
• InChIKey: GRWFGVWFFZKLTI-RKDXNWHRSA-N
• INCHI: 1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9-/m1/s1
• Isomeric SMILES: CC1=CC[C@@H]2C[C@H]1C2(C)C
• WGK Germany: 3
• UN Number: 2368
• Molecular Weight: 136.24
• Beilstein: 2038653
• Reaxy-Rn: 1560714
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1560714&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Monoterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Monoterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Bicyclic monoterpenoids
• Alternative Parents: Polycyclic hydrocarbons Branched unsaturated hydrocarbons Cyclic olefins Unsaturated aliphatic hydrocarbons
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Pinane monoterpenoid - Bicyclic monoterpenoid - Branched unsaturated hydrocarbon - Polycyclic hydrocarbon - Cyclic olefin - Unsaturated aliphatic hydrocarbon - Unsaturated hydrocarbon - Olefin - Hydrocarbon - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
• External Descriptors: Bicyclic monoterpenoids

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

U373 MG (658 Activities)

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MAPK13 Tchem MAP kinase p38 (1586 Activities)

Discover Target: MAPK13

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Associated Targets(non-human)

Salmonella typhimurium (15756 Activities)

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Vibrio parahaemolyticus (473 Activities)

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Staphylococcus aureus (210822 Activities)

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Escherichia coli (133304 Activities)

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Listeria monocytogenes (2626 Activities)

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Bacillus cereus (7522 Activities)

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Mus musculus (284745 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in Ether, Alcohols, Chloroform. Not miscible in water.
• Refractive Index: 1.47
• Specific Rotation[α]: +42.0 to +46.0 deg-C(neat)
• Flash Point(°F): 89°F
• Flash Point(°C): 32°C
• Boil Point(°C): 154-156°C
• Melt Point(°C): -62°C
• Molecular Weight: 136.230 g/mol
• XLogP3: 2.800
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 136.125 Da
• Monoisotopic Mass: 136.125 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 186.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

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3. Bin Liu, Ming Tang, Hui Chen.  (2022)  Activation of the ROS/CncC Signaling Pathway Regulates Cytochrome P450 CYP4BQ1 Responsible for (+)-α-Pinene Tolerance in Dendroctonus armandi.  INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES,  23  (19): (11578).  [PMID:36232876] [10.3390/ijms231911578]

4. Bin Liu, Danyang Fu, Hang Ning, Ming Tang, Hui Chen.  (2022)  Knockdown of CYP6CR2 and CYP6DE5 reduces tolerance to host plant allelochemicals in the Chinese white pine beetle Dendroctonus armandi.  PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY,      [PMID:36127042] [10.1016/j.pestbp.2022.105180]

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6. Zhong-Lei Meng, Ru-Si Wen, Xiao-Rui Huang, Rong-Xiu Qin, Yi-Ming Hu, Yong-Hong Zhou.  (2022)  Synthesis of Terpineol from Alpha-Pinene Catalyzed by α-Hydroxy Acids.  MOLECULES,  27  (3): (1126).  [PMID:35164391] [10.3390/molecules27031126]

7. Lulu Dai, Haiming Gao, Jiaqi Ye, Danyang Fu, Yaya Sun, Hui Chen.  (2018)  Isolation of CarE genes from the Chinese white pine beetle Dendroctonus armandi (Curculionidae: Scolytinae) and their response to host chemical defense.  PEST MANAGEMENT SCIENCE,  75  (4): (986-997).  [PMID:30204286] [10.1002/ps.5205]

8. Yan-Chen Wang, Peng Li, De-Fu Chi.  (2017)  Electrophysiological and laboratory behavioral responses of a leaf beetle pest of elm, Ambrostoma quadriimpressum, to selected plant volatiles and essential oils.  ENTOMOLOGIA EXPERIMENTALIS ET APPLICATA,  163  (2): (140-149).  [PMID:] [10.1111/eea.12562]

9. Hongjin Yang, Xuehai Ge, Lishu Gu, Shijun Li, Changrong Ge, Zhiqiang Xu, Zhichao Xiao.  (2024)  Characterization of key flavor compounds of different dried Amomum tsao-ko using a sensomics approach.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2024.107101]

10. Haoran Pei, Gang Xie, Xiang Yao, Shenghui Wang, Jin Yan, Liangying Dai, Yunsheng Wang.  (2024)  Exploring the binding affinity and characteristics of DcitOBP9 in citrus psyllids.  GENE,      [PMID:38759737] [10.1016/j.gene.2024.148551]

11. Quanmin Wen, Ruixu Chen, Tian Xu, Dejun Hao.  (2024)  Functional Characterization of Terpene Synthases from Masson Pine (Pinus massoniana) under Feeding of Monochamus alternatus Adults.  Forests,  15  (2): (244).  [PMID:] [10.3390/f15020244]

12. Yan Yang, Siying Liu, Yan Wang, Qin Yang, Baoan Wang, Yuting Zhang, Zaikang Tong, Junhong Zhang.  (2025)  Antifungal mechanisms of Phoebe bournei wood essential oil against Botryosphaeria dothidea and its application in apples.  POSTHARVEST BIOLOGY AND TECHNOLOGY,      [PMID:] [10.1016/j.postharvbio.2025.113703]

13. Huanwen Chen, Dan Xie, Zikai Pan, Niya Jia, Junhua Zhou, Qingshan Yang, Jia Yu, Defu Chi.  (2025)  Behavior-based stratified management: population suppression and invasion front control of Hylurgus ligniperda (Fabricius) in coastal shelterbelt ecosystems.  PEST MANAGEMENT SCIENCE,      [PMID:41410089] [10.1002/ps.70465]

14. Lihong Jiang, Huanwen Chen, Dan Xie, Xiaowei Chen, Jianjiao Xu, Niya Jia, Zikai Pan, Yajing Wang, Yan Dai, Defu Chi, Jia Yu.  (2026)  Saline–Alkali Stress Exacerbates Bark Beetle Infestation by Impairing Plant Defense Mechanisms.  PHYSIOLOGIA PLANTARUM,  178  (2): (e70832).  [PMID:] [10.1111/ppl.70832]