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545-52-8

"3α,14β-Dihydroxy-5β,14β-carda-20(22)-enolide" is a complex chemical compound belonging to the class of cardenolides, which are naturally occurring steroids found in plants. This specific compound is characterized by the presence of two hydroxyl groups at the 3α and 14β positions, and a unique carbon skeleton with a 5β,14β-carda structure. The 20(22)-enolide functional group indicates the presence of an enol ether at the 20 and 22 carbon positions, which is a key feature of this molecule. This chemical is known for its potential biological activities, such as cardiotonic effects, and is typically associated with plants from the Apocynaceae family, which are known for their medicinal properties. The structure and properties of 3α,14β-Dihydroxy-5β,14β-carda-20(22)-enolide make it a subject of interest in the field of natural product chemistry and pharmacology.

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  • 545-52-8 Structure

  • Basic information

    1. Product Name: 3α,14β-Dihydroxy-5β,14β-carda-20(22)-enolide
    2. Synonyms: 3-Epidigitoxigenin;3-epi-Digitoxigenin;3α,14β-Dihydroxy-5β,14β-carda-20(22)-enolide;epi-Digitoxigenin
    3. CAS NO:545-52-8
    4. Molecular Formula: C23H34O4
    5. Molecular Weight: 374.51366
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 545-52-8.mol

  • Chemical Properties

    1. Melting Point: 282-284 °C
    2. Boiling Point: 549.3°Cat760mmHg
    3. Flash Point: 188.2°C
    4. Appearance: /
    5. Density: 1.231g/cm3
    6. Vapor Pressure: 2.36E-14mmHg at 25°C
    7. Refractive Index: 1.59
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 14.93±0.70(Predicted)
    11. CAS DataBase Reference: 3α,14β-Dihydroxy-5β,14β-carda-20(22)-enolide(CAS DataBase Reference)
    12. NIST Chemistry Reference: 3α,14β-Dihydroxy-5β,14β-carda-20(22)-enolide(545-52-8)
    13. EPA Substance Registry System: 3α,14β-Dihydroxy-5β,14β-carda-20(22)-enolide(545-52-8)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 545-52-8(Hazardous Substances Data)

545-52-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 545-52-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 5 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 545-52:
(5*5)+(4*4)+(3*5)+(2*5)+(1*2)=68
68 % 10 = 8
So 545-52-8 is a valid CAS Registry Number.
InChI:InChI=1/C23H34O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15-19,24,26H,3-10,12-13H2,1-2H3/t15-,16-,17-,18?,19?,21+,22-,23+/m1/s1

545-52-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-epi-digitoxigenin

1.2 Other means of identification

Product number -
Other names 3α,14β-dihydroxy-5β-card-20(22)-enolide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:545-52-8 SDS

545-52-8Relevant articles and documents

Biotransformation of digitoxigenin by cultured ginseng cells

Kawaguchi, Kiichiro,Watanabe, Takashi,Hirotani, Masao,Furuya, Tsutomu

, p. 667 - 669 (2007/10/03)

Nine compounds, including a new compound (digitoxigenin β-D-glucoside malonyl ester), were isolated as biotransformation products of digitoxigenin by cell suspension cultures of Panax ginseng (Pg-3 cell line). At the same time, two known products were identified by TLC and HPLC.

BIOTRANSFORMATION OF DIGITOXIGENIN BY GINSENG HAIRY ROOT CULTURES

Kawaguchi, Kiichiro,Hirotani, Masao,Yoshikawa, Takafumi,Furuya, Tsutomu

, p. 837 - 843 (2007/10/02)

Five new compounds (three esters and two glycosides) and seven previously reported compounds were isolated as biotransformation products of digitoxigenin by ginseng hairy root cultures.The new esters and glycosides were elucidated as digitoxigenin stearate, digitoxigenin palmitate, digitoxigenin myristate, 3-epidigitoxigenin β-D-gentiobioside and digitoxigenin β-D-sophoroside using 1H and 13C NMR and FAB mass spectral data.Biotransformations involving esterification (of stearic acid, palmitic acid, myristic acid and lauric acid) and glycosylation (of gentiobiose and sophorose) of digitoxigenin have been demonstrated for the first time in the plant cell and tissue cultures.The hairy roots showed high glycosylation ability to the digitoxigenin molecule.

BIOTRANSFORMATION OF DIGITOXIGENIN BY CELL SUSPENSION CULTURES OF DIGITALIS PURPUREA

Hirotani, Masao,Furuya, Tsutomu

, p. 531 - 534 (2007/10/02)

Digitoxigenin was oxidized to digitoxigenone which was reduced to epidigitoxigenin and then glucosylated to epidigitoxigenin glucoside by cell cultures of Digitalis purpurea.The epidigitoxigenin glucoside, together with digitoxigenone and epidigitoxigenin, was isolated in considerable amounts, whereas digitoxigenin glucoside could only be detected in low concentration.Furthermore, it was confirmed by TLC and HPLC that digitoxigenin was hydroxylated to periplogenin.Key Word Index-Digitalis purpurea; Scrophulariaceae; tissue cultures; biotransformation; hydroxylation; glucosylation; steroid; digitoxigenin; digitoxigenone; epidigitoxigenin; periplogenin; digitoxigenin glucoside; epidigitoxigenin glucoside.

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