Basic information
- CAS
11024-24-1- Standard SMILES
CC1CCC2(OC1)OC1C(O)C3C4CCC5CC(OC6OC(CO)C(OC7OC(CO)C(O)C(OC8OCC(O)C(O)C8O)C7OC7OC(CO)C(O)C(OC8OC(CO)C(O)C(O)C8O)C7O)C(O)C6O)C(O)CC5(C)C4CCC3(C)C1C2C- InChIKey
UVYVLBIGDKGWPX-UHFFFAOYSA-N- Molecular formula
- C56H92O29
- Average molar mass
- 1,229.3 g/mol
- Monoisotopic mass
- 1,228.57242689
Overview
See also: Digitonin (annotation moved to).
Names & identifiers
- Preferred name
- beta-D-Galactopyranoside,3beta,5alpha,15beta,25R)-2,15-dihydroxyspirostan-3-yl O-beta-D-glucopyranosyl-(1.fwdarw.3)-O-beta-D-galactopyranosyl-(1.fwdarw.2)-O-[beta-D-xylopyranosyl-(1.fwdarw.3)]-O-beta-D-glucopyranosyl-(1.fwdarw.4)-
- IUPAC
- 2-[2-[2-[6-(3,15-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl)oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
- English name
- DIGITONIN
- Molecular formula
- C56H92O29
- Molecular weight
- 1229.31
Names & synonyms
NSC23471C56H92O29.beta.-D-Galactopyranoside,3.beta.,5.alpha.,15.beta.,25R)-2,15-dihydroxyspirostan-3-yl O-.beta.-D-glucopyranosyl-(1.fwdarw.3)-O-.beta.-D-galactopyranosyl-(1.fwdarw.2)-O-[.beta.-D-xylopyranosyl-(1.fwdarw.3)]-O-.beta.-D-glucopyranosyl-(1.fwdarw.4)-BDBM32631NSC237417NSC-237417DB-050175Digitin; NSC 23471; NSC 237417(2S,3R,4S,5S,6R)-2-(((2S,3R,4S,5S,6R)-2-(((2S,3R,4S,5R,6R)-2-(((2R,3R,4R,5R,6R)-6-(((2aS,2'R,4R,5R,5'R,6aS,6bS,8aS,8bR,9S,11aR,12S,12aS,12bR)-5,12-dihydroxy-5',6a,8a,9-tetramethyldocosahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-pyran]-4-yl)oxy)itoninDIGITINigitonin
Show more names
DIGITONINDigitoninGr5% DigitoninDigitonin, ARDIGITONIN(RG)Digitonin USPDIGITONINE AR
Properties
Computed structural properties
- XLogP
- -3.9
- Topological polar surface area
- 455 Ų
- Hydrogen bond donors
- 17
- Hydrogen bond acceptors
- 29
- Rotatable bonds
- 14
- Heavy atoms
- 85
- Formal charge
- 0
- Complexity
- 2,230
Physicochemical properties
- Melting point
- 230 · 230-240 °C (dec.)(lit.)
- alpha
- 20 · D20 -54° (0.45 g in 15.8 ml methanol)
- Boiling point
- 788.4 °C · 788.4°C (rough estimate)
- Density
- 1.1421 · 1.1421 (rough estimate)
- refractive index
- -52 ° · -52 ° (C=1, EtOH)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- 2 O: · H2O: 10 mg/mL at 95 °C hot, clear, colorless
- pka
- 12.68 · 12.68±0.70(Predicted)
- form
- White powder
- color
- white
- biological source
- plant seeds (Digitalis purpurea)
- optical activity
- 20 · [α]20/D 54°, c = 2.8 in methanol(lit.)
- Water Solubility
- 2 O: · H2O: ~5% (w/v) (solubilized by heating to 95 °C - 98 °C and then cooling to room temp.)
- Merck
- 14 · 14,3161
- BRN
- 78654 · 78654
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 3-10
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- IH2050050
- ridadr
- UN 3462 6.1/PG 3
- hs_code
- 29389090
- risk_code
- 23/24/25
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS08
- hazard_code
- T
- safety_code
- 22-28-36/37-45
- hazard_class
- 6.1(a)
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- packing_group
- II
- Hazard statements
- H301-H373
- Hazard Classifications
- Acute Tox. 3 OralSTOT RE 2
- Precautionary statements
- P301+P310+P330-P314
Chemistry & industry
Applications
Usesenhances membrane permeability
UsesNatural surfactant useful for receptor solubilization and cell permeabilization, e.g., blood platelets, hepatocytes, yeast or tumor cells
UsesDigitonin has been used in a study to assess a procedure for isolating mitochondria from ascites tumor cells. It has also been used in a study to investigate its effect on the cytotoxicity of plant secondary metabolites in cancer cells. This mild nonionic detergent can be used to solubilize receptors and permeabilize cellular and nuclear membranes.
UsesClinical reagent (cholesterol determination).
General DescriptionCrystals or white powder.
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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