Esculin sesquihydrate - analytical standard, ≥99.9%(HPLC) , CAS No.66778-17-4

CAS: 66778-17-4 Cat. No.: E103662 Molecular Weight: 367.31 EC Number: 686-183-3 PubChem CID: 16211025

GRADE & PURITY Analytical standard, ≥99.9%(HPLC)

Synonyms

7-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one;hydrate | MLS002695944 | CHEBI:73111 | AKOS025310104 | Esculetin-6-beta-D-glucopyranoside | CCG-207863 | Esculin Sesquihydrate min. 97.5%, DAB, for biochemistry | M

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

7-hydroxy-6-[(2S, 3R, 4S, 5S, 6R)-3, 4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one;hydrate | MLS002695944 | CHEBI:73111 | AKOS025310104 | Esculetin-6-beta-D-glucopyranoside | CCG-207863 | Esculin Sesquihydrate min. 97.5%, DAB, for biochemistry | M

Specifications & Purity

analytical standard, ≥99.9%(HPLC)

Storage

Room temperature

Shipped In

Normal

Grade

Analytical standard

Purity

≥99.9%(HPLC)

Names and Identifiers

• Canonical Smiles: C1=CC(=O)OC2=CC(=C(C=C21)OC3C(C(C(C(O3)CO)O)O)O)O.O
• IUPAC Name: 7-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one;hydrate
• InChIKey: CQYPGSKIFJFVDQ-QWFKVUSTSA-N
• INCHI: 1S/C15H16O9.H2O/c16-5-10-12(19)13(20)14(21)15(24-10)23-9-3-6-1-2-11(18)22-8(6)4-7(9)17;/h1-4,10,12-17,19-21H,5H2;1H2/t10-,12-,13+,14-,15-;/m1./s1
• Isomeric SMILES: C1=CC(=O)OC2=CC(=C(C=C21)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O.O
• Alternate CAS: 531-75-9
• PubChem CID: 16211025
• Molecular Weight: 367.31

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Coumarins and derivatives
      • Subclass Coumarin glycosides

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Coumarins and derivatives
• Subclass: Coumarin glycosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Coumarin glycosides
• Alternative Parents: Phenolic glycosides 7-hydroxycoumarins Hexoses O-glycosyl compounds 1-benzopyrans Pyranones and derivatives 1-hydroxy-2-unsubstituted benzenoids Oxanes Heteroaromatic compounds Lactones Secondary alcohols Oxacyclic compounds Acetals Polyols Primary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Coumarin o-glycoside - Coumarin-6-o-glycoside - Phenolic glycoside - 7-hydroxycoumarin - Hydroxycoumarin - Hexose monosaccharide - O-glycosyl compound - Glycosyl compound - Benzopyran - 1-benzopyran - Pyranone - 1-hydroxy-2-unsubstituted benzenoid - Pyran - Monosaccharide - Oxane - Benzenoid - Heteroaromatic compound - Secondary alcohol - Lactone - Acetal - Oxacycle - Organoheterocyclic compound - Polyol - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Alcohol - Primary alcohol - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety.
• External Descriptors: hydrate

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)

ERAP2 Tchem Endoplasmic reticulum aminopeptidase 2 (387 Activities)

Discover Target: ERAP2

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

ERAP1 Tchem Endoplasmic reticulum aminopeptidase 1 (581 Activities)

Discover Target: ERAP1

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

GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

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

ATXN2 Tbio Ataxin-2 (54410 Activities)

Discover Target: ATXN2

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

Associated Targets(non-human)

Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

Discover Target: Txnrd1

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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Moisture sensitive.
• Melt Point(°C): 204-206°C
• Molecular Weight: 358.300 g/mol
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 3
• Exact Mass: 358.09 Da
• Monoisotopic Mass: 358.09 Da
• Topological Polar Surface Area: 147.000 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 495.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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: 2

XLogP3

References

1. Yong-Yu Yang, Jing-Jing Qi, Si-Yi Jiang, Ling Ye.  (2023)  Esculin ameliorates obesity-induced insulin resistance by improving adipose tissue remodeling and activating the IRS1/PI3K/AKT/GLUT4 pathway.  JOURNAL OF ETHNOPHARMACOLOGY,      [PMID:37778516] [10.1016/j.jep.2023.117251]

2. Jiangwei Ni, Ge Li, Ningfeng Dai, Zijiao Quan, Haibin Tong, Yu Liu.  (2023)  Esculin alleviates LPS-induced acute lung injury via inhibiting neutrophil recruitment and migration.  INTERNATIONAL IMMUNOPHARMACOLOGY,      [PMID:37068336] [10.1016/j.intimp.2023.110177]

3. Jinxia Liu, Xinyi Liu, Zhaoqing Song, Wenying Cao, Yue Li, Mingyu Xia, Dong Wang.  (2025)  A novel α-amylase from Streptococcus thermophilus 17140 with β-glycosidic bond hydrolysis capability for the transformation of rare ginsenosides.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:40024403] [10.1016/j.ijbiomac.2025.141621]

4. Dianhui Wu, Ziqiang Chen, Yongxuan Lv, Lixia Yang, Hua Liu, Ran Qiu, Hengde Xu, Jianbo Li, Jian Lu, Guolin Cai.  (2024)  Coculturing of non-Saccharomyces cerevisiae and Saccharomyces cerevisiae for improving the aroma quality and antioxidant characteristics of beer with Yuan'an yellow tea.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2024.103725]

5. Le Zhang, Ruiyang Ma, Shuangju Song, Weihua Liu, Qiuhua Wu, Zhi Wang.  (2025)  A natural esculin-based hydroxyl functionalized polymer for efficient enrichment of diamide insecticides residues in water, rice and soil samples.  FOOD CHEMISTRY,      [PMID:40633171] [10.1016/j.foodchem.2025.145341]

6. Lin Jinyu, You Bowen, Yang Xin, Li Xue, Sun Wenjuan, Xu Zhongyu, Zhang Yi, Tong Xuhui, Dong Shuying.  (2026)  Esculin Alleviated NLRP3 Inflammasome Activation by Inducing PINK1/Parkin-Mediated Mitophagy in Cerebral Ischemia–Reperfusion Injury.  MOLECULAR NEUROBIOLOGY,  63  (1): (432).  [PMID:41673331] [10.1007/s12035-026-05722-1]