Cas no 79595-97-4 (Norbergenin)

Norbergenin structure
Norbergenin structure
Product Name:Norbergenin
CAS No:79595-97-4
MF:C13H14O9
MW:314.244864940643
MDL:MFCD09970989
CID:984762
PubChem ID:90476206
Update Time:2025-09-27

Norbergenin Chemical and Physical Properties

Names and Identifiers

    • norbergenin
    • (2S,3R,4R,4aS,10bR)-3,4,8,9,10-pentahydroxy-2-(hydroxymethyl)-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one
    • Q7050291
    • CHEMBL463164
    • UNII-BS9UP8B38P
    • BS9UP8B38P
    • Norbergenin?
    • DTXSID30229787
    • Pyrano(3,2-c)(2)benzopyran-6(2H)-one, 3,4,4a,10b-tetrahydro-3,4,8,9,10-pentahydroxy-2-(hydroxymethyl)-, (2R-(2alpha,3beta,4alpha,4aalpha,10bbeta))-
    • CHEMBL3823447
    • AKOS040759641
    • PYRANO(3,2-C)(2)BENZOPYRAN-6(2H)-ONE, 3,4,4A,10B-TETRAHYDRO-3,4,8,9,10-PENTAHYDROXY-2-(HYDROXYMETHYL)-, (2R,3S,4S,4AR,10BS)-
    • DEMETHYLBERGENIN
    • CS-0173323
    • EX-A5118
    • (2R,3S,4S,4AR,10BS)-3,4,4A,10B-TETRAHYDRO-3,4,8,9,10-PENTAHYDROXY-2-(HYDROXYMETHYL)PYRANO(3,2-C)(2)BENZOPYRAN-6(2H)-ONE
    • (2R,3S,4S,4aR,10bS)-3,4,8,9,10-pentahydroxy-2-(hydroxymethyl)-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one
    • (2R,3S,4S,4aR,10bS)-3,4,8,9,10-pentahydroxy-2-(hydroxymethyl)-3,4,4a,10b-tetrahydropyrano[3,2-c]isochromen-6(2H)-one
    • HY-N9447
    • 79595-97-4
    • MS-24600
    • PYRANO(3,2-C)(2)BENZOPYRAN-6(2H)-ONE, 3,4,4A,10B-TETRAHYDRO-3,4,8,9,10-PENTAHYDROXY-2-(HYDROXYMETHYL)-, (2R-(2.ALPHA.,3.BETA.,4.ALPHA.,4A.ALPHA.,10B.BETA.))-
    • (2R,3S,4S,4aR,10bS)-3,4,4a,10b-Tetrahydro-3,4,8,9,10-pentahydroxy-2-(hydroxymethyl)pyrano[3,2-c][2]benzopyran-6(2H)-one (ACI)
    • Pyrano[3,2-c][2]benzopyran-6(2H)-one, 3,4,4a,10b-tetrahydro-3,4,8,9,10-pentahydroxy-2-(hydroxymethyl)-, [2R-(2α,3β,4α,4aα,10bβ)]- (ZCI)
    • G13677
    • Norbergenin
    • MDL： MFCD09970989
    • Inchi： 1S/C13H14O9/c14-2-5-8(17)10(19)12-11(21-5)6-3(13(20)22-12)1-4(15)7(16)9(6)18/h1,5,8,10-12,14-19H,2H2/t5-,8-,10+,11+,12-/m1/s1
    • InChI Key： GDYGAIKPBLFCKR-OIPGZRGRSA-N
    • SMILES： OC1C(O)=C(O)C=C2C=1[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1OC2=O

Computed Properties

  • Exact Mass: 314.064
  • Monoisotopic Mass: 314.064
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 6
  • Hydrogen Bond Acceptor Count: 9
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 1
  • Complexity: 443
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 5
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 157
  • XLogP3: -1.3

Experimental Properties

  • Density: 1.799
  • Boiling Point: 705.9°C at 760 mmHg
  • Flash Point: 271.9°C
  • Refractive Index: 1.716

Norbergenin Pricemore >>

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Norbergenin Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Boron trichloride Solvents: Dichloromethane ;  1 h, 0 °C; 24 h, rt
1.2 Reagents: Potassium carbonate Solvents: Water ;  1 h
1.3 Reagents: Hydrochloric acid Solvents: Water ;  < pH 7
Reference
Synthesis and neuroprotective activity of bergenin derivatives with antioxidant activity
Takahashi, Hironobu; Kosaka, Masamiti; Watanabe, Yasutoshi; Nakade, Kousuke; Fukuyama, Yoshiyasu, Bioorganic & Medicinal Chemistry, 2003, 11(8), 1781-1788

Production Method 2

Reaction Conditions
1.1 Reagents: Benzoic acid ,  Isophthalic acid ,  2-Iodoxybenzoic acid Solvents: Acetone ,  Water ;  20 h, rt
Reference
Stabilized 2-iodoxybenzoic acid (SIBX)
Quideau, Stephane; Chenede, Alain, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2012, 1, 1-5

Production Method 3

Reaction Conditions
1.1 Reagents: 2-Iodoxybenzoic acid Solvents: Acetone ,  Water ;  24 h, rt; 24 h, rt
1.2 Reagents: Sodium dithionite Solvents: Water ;  30 min, rt
Reference
Hypervalent iodine-mediated oxygenative phenol dearomatization reactions
Pouysegu, Laurent; Sylla, Tahiri; Garnier, Tony; Rojas, Luis B.; Charris, Jaime; et al, Tetrahedron, 2010, 66(31), 5908-5917

Norbergenin Raw materials

Norbergenin Preparation Products

Norbergenin Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:79595-97-4)Norbergenin
Order Number:A1038339
Stock Status:in Stock
Quantity:5mg
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 17:03
Price ($):392.0
Hubei Cuiyuan Biotechnology Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:79595-97-4)Norbergenin
Order Number:CRN0571
Stock Status:in stock
Quantity:5mg/20mg/50mg
Purity:≥98%
Pricing Information Last Updated:Friday, 14 March 2025 10:55
Price ($):

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Amadis Chemical Company Limited
(CAS:79595-97-4)Norbergenin
A1038339
Purity:99%
Quantity:5mg
Price ($):392.0
Email
Hubei Cuiyuan Biotechnology Co.,Ltd
(CAS:79595-97-4)Norbergenin
CRN0571
Purity:≥98%
Quantity:5mg/20mg/50mg
Price ($):Inquiry
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