D-(+)-Cellobiose - analytical standard , CAS No.528-50-7

CAS: 528-50-7 Cat. No.: C111867 Molecular Weight: 342.3 Beilstein Registry Number: 93795 EC Number: 208-436-5

GRADE & PURITY Analytical standard

Synonyms

4-(beta-delta-Glucosido)-delta-glucose | D-(+)-Cellobiose | D(+)-Cellobiose | Cellose | (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol | beta-Cellobiose | beta-D-glucosyl-(1->4)-beta

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

4-(beta-delta-Glucosido)-delta-glucose | D-(+)-Cellobiose | D(+)-Cellobiose | Cellose | (2R, 3S, 4S, 5R, 6S)-2-(hydroxymethyl)-6-[(2R, 3S, 4R, 5R, 6R)-4, 5, 6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3, 4, 5-triol | beta-Cellobiose | beta-D-glucosyl-(1->4)-beta

Specifications & Purity

analytical standard

Storage

Room temperature

Shipped In

Normal

Grade

Analytical standard

Names and Identifiers

• Canonical Smiles: C(C1C(C(C(C(O1)OC2C(OC(C(C2O)O)O)CO)O)O)O)O
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
• InChIKey: GUBGYTABKSRVRQ-QRZGKKJRSA-N
• INCHI: 1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11-,12+/m1/s1
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)O)CO)O)O)O)O
• WGK Germany: 3
• Molecular Weight: 342.3
• Beilstein: 93795
• Reaxy-Rn: 1351180
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1351180&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Glycosyl compounds
          • Level6 O-glycosyl compounds

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: O-glycosyl compounds
• Alternative Parents: Disaccharides Oxanes Secondary alcohols Hemiacetals Polyols Oxacyclic compounds Acetals Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: O-glycosyl compound - Disaccharide - Oxane - Secondary alcohol - Hemiacetal - Oxacycle - Organoheterocyclic compound - Polyol - Acetal - Hydrocarbon derivative - Primary alcohol - Alcohol - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
• External Descriptors: cellobiose

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

Chemical and Physical Properties

• Specific Rotation[α]: 34 ° (C=8, H2O)
• Melt Point(°C): 239°C
• Molecular Weight: 342.300 g/mol
• XLogP3: -4.700
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 4
• Exact Mass: 342.116 Da
• Monoisotopic Mass: 342.116 Da
• Topological Polar Surface Area: 190.000 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 382.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 10
• 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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76. Yani Yan, Qingbin Wu, Xiao Guo, Jinhua Lu, Zhen Hua Li, Yahong Zhang, Yi Tang.  (2014)  Condition screening and process investigation of aldose transformation in borate-containing acidic phosphate buffer system under microwave irradiation.  RSC Advances,  4  (74): (39453-39462).  [PMID:] [10.1039/C4RA02612H]

77. Hongyun Peng, Lingling Gao, Mengjiao Li, Yibin Shen, Qiongqiu Qian, Xia Li.  (2014)  Steam explosion-ionic liquid pretreatments on wetland lignocellulosic biomasses of Phragmites (sp.) and Thalia dealbata for Bio H2 conversion.  RSC Advances,  4  (69): (36603-36614).  [PMID:] [10.1039/C4RA06739H]

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83. Xu Zhang, Jingjing Yao, Yueer Yan, Yahong Zhang, Yi Tang, Yuliang Yang.  (2024)  Bacterial Cellulose Incorporating Multicolor Fluorescent Probes for Visual Acidity Detection in Paper-Based Cultural Relics.  ACS Applied Materials & Interfaces,      [PMID:39257159] [10.1021/acsami.4c09598]

84. Tingting Li, Bingbing Luo, Xiaozhou Zou, Jiamin Yin, Shuyi Lv, Jun Wang, Luchan Gong.  (2024)  Enterococcus avium from a traditional Chinese liquor fermentation system with the potential for the de novo synthesis of GABA.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2024.116560]

85. Tianxiang Zhu, Songlin Liu, Yu Gao, Xiongjie Sun, Haiming Hu, Zhigang Zhang, Wenwen Zhang, Lei Xiong, Hongtao Liu.  (2025)  Functional Characterization of a Highly Efficient Endoglucanase from Bacillus licheniformis BJ2022 and Its Application in the Preparation of Low-Molecular-Weight Konjac Glucomannan.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:40139964] [10.1021/acs.jafc.4c10714]

86. Shi-Peng Chen, Dan-Yang Zhao, Jin-Long Zhu, Jing Wang, Gan-Ji Zhong, Hua-Dong Huang, Zhong-Ming Li.  (2024)  Hydrogen bond producers in powerful protic ionic liquids for enhancing dissolution of natural cellulose.  SusMat,      [PMID:] [10.1002/sus2.238]

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88. Zixiang Chen, Lihua Zhang, Yuanlong Guo, Jili Yuan, Tianlong He, Haibo Xie.  (2024)  Molecularly Engineer Protic Ionic Liquids for Simultaneous Dissolution of Silk Fibroin/Cellulose and Wet-Spinning Composite Fibers Preparation through Hydrogen-Bonding-Acceptor-Strengthening Strategy.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.4c00560]

89. Zilong Rao, Yu Zhang, Shuailong Zhao, Huai Liu, Rui Zhang, Wenlong Jia, Junhua Zhang, Yong Sun, Lincai Peng.  (2025)  Rational Improvement for the Catalytic Alcoholysis of Straw Biomass by Understanding the Role of Inorganic Components.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.5c00690]

90. Beiling Liang, Yongxin Liang, Jiashuo Chen, Ying Zhu, Fuzheng Fu, Tao Gan, Zuqiang Huang, Huayu Hu, Yanjuan Zhang.  (2024)  Stepwise processing strategy for efficient and comprehensive utilization of sugarcane bagasse via enzymatic hydrolysis and catalytic conversion to produce 5-hydroxymethylfurfural.  INDUSTRIAL CROPS AND PRODUCTS,      [PMID:] [10.1016/j.indcrop.2024.118592]

91. Jie Wang, Quanxing Zheng, Hongliang Lu, Jianqiang Fan, Xiaohua Deng, Wenjing Song, Pengfei Ma, Weikun Lai.  (2025)  TiO2 layer coated MoO3 nanorod supported Ni catalyst for selective hydrogenolysis of cellulose to ketones and alcohols.  FUEL,      [PMID:] [10.1016/j.fuel.2025.135136]

92. Congcong Zhao, Jian Zhang, Guo Qiu, Yan Sun, Yongguo Liu, Hongyu Tian.  (2025)  Novel and efficient vanadium-loaded montmorillonite catalyst for the synthesis of 5-hydroxymethylfurfural from glucose and fructose.  RENEWABLE ENERGY,      [PMID:] [10.1016/j.renene.2025.124011]

93. Mizeng Wang, Haolin Li, Yutao Yang, Run Tang, Wenli Zhang, Fangbao Fu, Qiyu Liu, Meijun Zeng, Xueqing Qiu.  (2025)  Closed-Loop Cellulose Saccharification via Branching-Modulated Oligomer Separation and Hydrolysis.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:40659565] [10.1021/acs.jafc.5c05431]

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95. Run Tang, Mizeng Wang, Zihan Zhang, Jiayue Lu, Tao Huang, Wenli Zhang, Qiyu Liu, Xueqing Qiu.  (2025)  Mitigating Cellulose Interchain Forces to Produce Water-Soluble Glucan Oligomers via Forming Branched Glucan Chains in Molten Salt Hydrates.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.5c07246]

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97. Yuanbo Li, Taiming Zhang, Yanru Ding, Yuhao Chen, Yukui Rui.  (2025)  Development of a pH/Cellulase Dual-Responsive Fe-MOFs Delivery System for Targeted Control of Maize Fungal Diseases.  LANGMUIR,      [PMID:40889348] [10.1021/acs.langmuir.5c02196]