Sec-O-Glucosylhamaudol - Moligand™, ≥98% , CAS No.80681-44-3

CAS: 80681-44-3 Cat. No.: S414352 Molecular Weight: 438.43 PubChem CID: 10478277

GRADE & PURITY Moligand™, ≥98%

Synonyms

MFCD11042255 | C17484 | (3S)-5-hydroxy-2,2,8-trimethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydropyrano[3,2-g]chromen-6-one | (S)-5-Hydroxy-2,2,8-trimethyl-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahy

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

Sec-O-Glucosylhamaudol (Hamaudol 3-glucoside) is one of the major bioactive compounds of the Saposhnikoviae Radix.

Specifications

Synonyms

MFCD11042255 | C17484 | (3S)-5-hydroxy-2, 2, 8-trimethyl-3-[(2S, 3R, 4S, 5S, 6R)-3, 4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3, 4-dihydropyrano[3, 2-g]chromen-6-one | (S)-5-Hydroxy-2, 2, 8-trimethyl-3-(((2S, 3R, 4S, 5S, 6R)-3, 4, 5-trihydroxy-6-(hydroxymethyl)tetrahy

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Sec-O-Glucosylhamaudol (Hamaudol 3-glucoside) is one of the major bioactive compounds of the Saposhnikoviae Radix.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Purity

≥98%

Product Properties

• ALogP: 0.042
• HBD Count: 5
• Rotatable Bond: 3

Names and Identifiers

• Pubchem Sid: 504765494
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504765494
• Canonical Smiles: CC1=CC(=O)C2=C(C3=C(C=C2O1)OC(C(C3)OC4C(C(C(C(O4)CO)O)O)O)(C)C)O
• IUPAC Name: (3S)-5-hydroxy-2,2,8-trimethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydropyrano[3,2-g]chromen-6-one
• InChIKey: QVUPQEXKTXSMKX-JJDILSOYSA-N
• INCHI: 1S/C21H26O10/c1-8-4-10(23)15-12(28-8)6-11-9(16(15)24)5-14(21(2,3)31-11)30-20-19(27)18(26)17(25)13(7-22)29-20/h4,6,13-14,17-20,22,24-27H,5,7H2,1-3H3/t13-,14+,17-,18+,19-,20+/m1/s1
• Isomeric SMILES: CC1=CC(=O)C2=C(C3=C(C=C2O1)OC([C@H](C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)(C)C)O
• PubChem CID: 10478277
• Molecular Weight: 438.43

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzopyrans
      • Subclass 1-benzopyrans

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzopyrans
• Subclass: 1-benzopyrans
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyranochromenes
• Alternative Parents: 2,2-dimethyl-1-benzopyrans Hexoses Chromones O-glycosyl compounds 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Pyranones and derivatives Oxanes Vinylogous acids Heteroaromatic compounds Secondary alcohols Polyols Oxacyclic compounds Acetals Organic oxides Hydrocarbon derivatives Primary alcohols
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Pyranochromene - Hexose monosaccharide - 2,2-dimethyl-1-benzopyran - Chromone - Glycosyl compound - O-glycosyl compound - 1-hydroxy-4-unsubstituted benzenoid - Alkyl aryl ether - Pyranone - Monosaccharide - Oxane - Pyran - Benzenoid - Heteroaromatic compound - Vinylogous acid - Secondary alcohol - Polyol - Oxacycle - Acetal - Ether - Primary alcohol - Alcohol - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as pyranochromenes. These are organic heterocyclic compounds containing a pyran ring fused to a chromene (1-benzopyran) moiety.
• External Descriptors: chromenes

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

• Solubility: Solubility (25°C) In vitro DMSO: 88 mg/mL (200.71 mM)
• Sensitivity: Sensitive to light
• DMSO(mg / mL) Max Solubility: 88
• DMSO(mM) Max Solubility: 200.718416831663
• Molecular Weight: 438.400 g/mol
• XLogP3: 0.500
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 3
• Exact Mass: 438.153 Da
• Monoisotopic Mass: 438.153 Da
• Topological Polar Surface Area: 155.000 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 723.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 6
• 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

1. Na Li, Xialian Cui, Yingjie Lu, Fang Zhang, Su Guo, Yue Su, Yinlong Guo.  (2025)  Spatial distribution analysis of secondary metabolites in bolted and unbolted Saposhnikovia divaricata by atmospheric pressure laser ablation carbon fiber ionization mass spectrometry imaging.  ANALYTICA CHIMICA ACTA,      [PMID:40374248] [10.1016/j.aca.2025.344096]