(-)-Borneol - analytical standard , CAS No.464-45-9

CAS: 464-45-9 Cat. No.: B118615 Peso molecular: 154.25 Beilstein Registry Number: 2038050 Número EC: 207-353-1

GRADE & PURITY Analytical standard

Synonyms

NCGC00167417-01 | (1S-endo)-1,7,7-Trimethylbicyclo(2.2.1)heptan-2-ol | Bicyclo(2.2.1)heptan-2-ol, 1,7,7-trimethyl-, (1S,2R,4S)- | Borneol, (-)- | F0001-2352 | UNII-1Y84986J9Q | endo-(1S)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol

Storage

Room temperature

Shipped In

Normal

Descripción general

(-)-Borneol is an enantiomer. It is a bicyclic monoterpene compound used gengrally for analgesia and anaesthesia. It is considered as positive modulators of GABA receptors.

Specifications

Sinónimos

NCGC00167417-01 | (1S-endo)-1, 7, 7-Trimethylbicyclo(2.2.1)heptan-2-ol | Bicyclo(2.2.1)heptan-2-ol, 1, 7, 7-trimethyl-, (1S, 2R, 4S)- | Borneol, (-)- | F0001-2352 | UNII-1Y84986J9Q | endo-(1S)-1, 7, 7-Trimethylbicyclo[2.2.1]heptan-2-ol

Especificaciones y pureza

analytical standard

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Grado

Analytical standard

Nombres e identificadores

• Sonrisas canónicas: CC1(C2CCC1(C(C2)O)C)C
• IUPAC Name: (1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol
• InChIKey: DTGKSKDOIYIVQL-QXFUBDJGSA-N
• INCHI: 1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8+,10+/m0/s1
• Isómeros SMILES: C[C@]12CC[C@H](C1(C)C)C[C@H]2O
• WGK Alemania: 2
• RTECS: DT5095000
• Peso molecular: 154.25
• Beilstein: 2038050
• Reaxy-Rn: 6052111
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=6052111&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: Prenol lipids
• Subclass: Monoterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Bicyclic monoterpenoids
• Alternative Parents: Secondary alcohols Cyclic alcohols and derivatives Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Bicyclic monoterpenoid - Bornane monoterpenoid - Cyclic alcohol - Secondary alcohol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aliphatic homopolycyclic compound
• Descripción: 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: borneol

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

Objetivos asociados (humanos)

UGT1A4 Tbio UDP-glucuronosyltransferase 1A4 (288 Activities)

Discover Target: UGT1A4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HEK293 (82097 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

UGT2B7 Tchem UDP-glucuronosyltransferase 2B7 (787 Activities)

Discover Target: UGT2B7

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

UGT2B15 Tbio UDP-glucuronosyltransferase 2B15 (172 Activities)

Discover Target: UGT2B15

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

UGT1A1 Tchem UDP-glucuronosyltransferase 1-1 (448 Activities)

Discover Target: UGT1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

UGT2A1 UDP-glucuronosyltransferase 2A1 (59 Activities)

Discover Target: UGT2A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Objetivos asociados (no humanos)

Colletotrichum fragariae (147 Activities)

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Colletotrichum gloeosporioides (560 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Colletotrichum acutatum (300 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Rotación específica [α]: -36° (C=5,EtOH)
• Punto de inflamación (°F): 149 °F
• Punto de inflamación (°C): 65 °C
• Punto de ebullición (°C): 210 °C
• Punto de fusión (°C): 206-208°C
• Peso molecular: 154.250 g/mol
• XLogP3: 2.700
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 154.136 Da
• Monoisotopic Mass: 154.136 Da
• Topological Polar Surface Area: 20.200 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 185.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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

Referencias

1. Yu Wen, Zuxian Zhang, Zhongmou Cai, Baoning Liu, Zhehao Wu, Yude Liu.  (2022)  Ligustrazine-Loaded Borneol Liposome Alleviates Cerebral Ischemia–Reperfusion Injury in Rats.  ACS Biomaterials Science & Engineering,      [PMID:36227861] [10.1021/acsbiomaterials.2c00847]

2. Chao Wang, Zhongrong He, Chenxia Zhang, Liping Du, Dongguang Xiao, Yongquan Xu.  (2020)  Sensory and instrumental analysis-guided exploration of odor-active compounds recovery with oil during the water-boiling extraction of Pu-erh tea.  FOOD RESEARCH INTERNATIONAL,      [PMID:32517926] [10.1016/j.foodres.2020.109243]

3. Xin Chen, Xiaomin Ye, Lulu Lu, Yudan Qian, Lingnan Wang, Yicheng Bi, Zefeng Wang, Zaisheng Cai.  (2020)  Preparation of Cross-Linkable Waterborne Polyurethane-Acrylate Coating Films with Multifunctional Properties.  Coatings,  10  (1): (65).  [PMID:] [10.3390/coatings10010065]

4. Qiuli Cheng, Xiaowei Guo, Xiaojuan Hao, Zuosen Shi, Song Zhu, Zhanchen Cui.  (2019)  Fabrication of Robust Antibacterial Coatings Based on an Organic–Inorganic Hybrid System.  ACS Applied Materials & Interfaces,      [PMID:31631653] [10.1021/acsami.9b15031]

5. Zixu Xie, Zhiran Zheng, Chen Chen, Guofeng Li, Xing Wang.  (2024)  Borneol-Modified Chitosan Coating with Antibacterial Properties via Layer-by-Layer Strategy.  Coatings,  14  (4): (381).  [PMID:] [10.3390/coatings14040381]

6. Yan Luo, Tengxiang Wang, Ke Yang, Taixiang Liu, Xue Bai.  (2024)  Electrospun borneol/PVP antibacterial coating for postoperative management of keratoprosthesis implantation.  MATERIALS TECHNOLOGY,      [PMID:] [10.1080/10667857.2024.2309596]

7. Lingfeng Du, Chunfang Ma, Bingnan Liu, Wei Liu, Yue Zhu, Zuhua Wang, Teng Chen, Luqi Huang, Yuxin Pang.  (2024)  Green Synthesis of Blumea balsamifera Oil Nanoemulsions Stabilized by Natural Emulsifiers and Its Effect on Wound Healing.  MOLECULES,  29  (9): (1994).  [PMID:38731484] [10.3390/molecules29091994]

8. Zixu Xie, Chen Chen, Xinyu Chen, Fanqiang Bu, Guofeng Li, Pengfei Zhang, Xing Wang.  (2024)  In situ borneol-modified polyester with antibacterial adhesion and long-term fungal-repellent properties.  REACTIVE & FUNCTIONAL POLYMERS,      [PMID:] [10.1016/j.reactfunctpolym.2024.105993]

9. Bing-Nan Liu, Kai-Lang Mu, Chang-Liu Shao, Ping-Xuan Xie, Jun-Li Xie, Mei-Hui He, Yu-Chen Liu, Ke Zhong, Yuan Yuan, Xiao-Min Tang, Yu-Xin Pang.  (2025)  Ai-Fen Solid Dispersions: Preparation, Characterization, and Enhanced Therapeutic Efficacy in a Rat Model of Oral Ulceration.  Pharmaceuticals,  19  (1): (7).  [PMID:41599609] [10.3390/ph19010007]