Cas no 466-09-1 (3b,14-Dihydroxy-5b-card-20(22)-enolide)
3β,14-Dihydroxy-5β-card-20(22)-enolide is a cardenolide derivative characterized by its distinctive steroid structure with hydroxyl groups at the 3β and 14 positions and an unsaturated lactone ring at C-20(22). This compound is of interest due to its potential biological activity, particularly in modulating Na+/K+-ATPase function, a property shared with other cardenolides. Its structural features, including the hydroxylation pattern and lactone ring, contribute to its selectivity and binding affinity. The compound serves as a valuable intermediate in the synthesis of more complex cardenolides and may be explored for pharmacological applications. Its well-defined structure allows for precise chemical modifications to study structure-activity relationships.
466-09-1 structure
Product Name:3b,14-Dihydroxy-5b-card-20(22)-enolide
3b,14-Dihydroxy-5b-card-20(22)-enolide Chemical and Physical Properties
Names and Identifiers
-
- Card-20(22)-enolide,3,14-dihydroxy-, (3b,5a)-
- Uzarigenin
- 3β,14-dihydroxy-5α,14β-card-20(22)-enolide
- ODORIGENIN B(P)
- ODORIGENIN B
- uzarigenine
- [ "Odorigenin B" ]
- HMS3373L18
- VA10736
- 3b,14-Dihydroxy-5b-card-20(22)-enolide
- 5alpha-Card-20(22)-enolide, 3beta,14-dihydroxy-
- NSC-119993
- EINECS 207-373-0
- ODORIGENIN
- NCGC00384854-01
- NSC-277290
- Urarigenin
- HY-N1107
- (3.beta.,5.alpha.)-3,14-Dihydroxycard-20(22)-enolide
- 4-18-00-01470 (Beilstein Handbook Reference)
- 5-alpha-Card-20(22)-enolide, 3-beta,14-dihydroxy-
- 3-beta-14-beta-5-Allo-cardenolid
- DTXSID901017013
- 5.alpha.-Card-20(22)-enolide, 3.beta.,14-dihydroxy-
- K9ZR7LI283
- SCHEMBL1152953
- 3-beta,14-Dihydroxy-5-alpha-card-20(22)-enolide
- CHEMBL109863
- 3-.beta.-14-.beta.-5-Allo-cardenolid
- CS-0016395
- UZARIGENIN [MI]
- 466-09-1
- NS00080556
- UNII-K9ZR7LI283
- Odorigeni
- FS-9903
- 3beta,14-Dihydroxy-5alpha-card-20(22)-enolide
- Card-20(22)-enolide, 3,14-dihydroxy-, (3beta,5alpha)-
- Q27282143
- NSC 119993; NSC 277290; Odorigeni; Urarigenin
- XZTUSOXSLKTKJQ-CIXPXFMPSA-N
- Uzarigenin (Odorigenin)
- NSC 119993
- 3,14-Dihydroxycard-20(22)-enolide #
- AKOS040762476
- NCGC00384854-01_C23H34O4_Card-20(22)-enolide, 3,14-dihydroxy-, (3beta,5alpha)-
- BRN 0095446
- 3-beta-14-beta-5-Allo-cardenolid [German]
- Card-20(22)-enolide, 3,14-dihydroxy-, (3.beta.,5.alpha.)-
- NSC119993
- 5.alpha.-Card-20(22)-enolide,14-dihydroxy-
- SCHEMBL1152954
- NSC224424
- 3,14-Dihydroxycard-20(22)-enolide
- XZTUSOXSLKTKJQ-UHFFFAOYSA-N
- NSC277290
- NCI60_002256
- B0005-190236
- 3-[(3S,5S,8R,9S,10S,13R,14S,17R)-3,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
- MLS002701726
- DTXSID60871617
- ODORIGENINB
- AKOS032948827
- NSC407806
- 3-(3,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl)-2H-furan-5-one
- NCI60_003892
- SMR001565322
- 4-(3,14-dihydroxy-10,13-dimethyl-hexadecahydrocyclopenta[a]phenanthren-17-yl)-5h-furan-2-one
- Card-20(22)-enolide,14-dihydroxy-, (3.beta.,5.alpha.)-
- NSC-224424
- UZARIGENIN B614014K070
- LS-15019
- 5alpha-Card-20(22)-enolide,14-dihydroxy-
- Digitoxigenine
- 3.beta.,14-Dihydroxy-5.beta.-card-20(22)-enolide
- Digitoxigenin
- .delta.20:22-3,14,21-Trihydroxynorcholenic acid lactone
- Thevetigenin
- .delta.-sup(20:22)-3,14,21-Trihydroxynorcholenic acid lactone
- Evonogenin
- Cerberigenin
-
- Inchi： 1S/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-/m0/s1
- InChI Key： XZTUSOXSLKTKJQ-CIXPXFMPSA-N
- SMILES： O[C@]12CC[C@H](C3=CC(=O)OC3)[C@@]1(C)CC[C@@H]1[C@@]3(C)CC[C@@H](C[C@@H]3CC[C@@H]21)O
Computed Properties
- Exact Mass: 374.24600
- Monoisotopic Mass: 374.24570956g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 4
- Heavy Atom Count: 27
- Rotatable Bond Count: 1
- Complexity: 686
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 8
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 2.6
- Topological Polar Surface Area: 66.8
Experimental Properties
- Color/Form: Powder
- Density: 1.2±0.1 g/cm3
- Melting Point: 240-256°
- Boiling Point: 549.3±50.0 °C at 760 mmHg
- Flash Point: 188.2±23.6 °C
- PSA: 66.76000
- LogP: 3.60430
- Specific Rotation: D20 +10.5° (c = 1.056 in alc)
- Vapor Pressure: 0.0±3.4 mmHg at 25°C
3b,14-Dihydroxy-5b-card-20(22)-enolide Security Information
- Hazard Statement： H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
- Warning Statement： P264+P280+P305+P351+P338+P337+P313
- Safety Instruction： H303+H313+H333
- Storage Condition：Store at 4 ℃, better at -4 ℃
3b,14-Dihydroxy-5b-card-20(22)-enolide Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| SHANG HAI TAO SHU Biotechnology Co., Ltd. | TN5213-1 mg |
Uzarigenin |
466-09-1 | 1mg |
￥2355.00 | 2022-04-26 | ||
| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | U95820-5mg |
3β,14-dihydroxy-5α,14β-card-20(22)-enolide |
466-09-1 | ,HPLC≥98% | 5mg |
￥4640.0 | 2023-09-06 | |
| TargetMol Chemicals | TN5213-1 mg |
Uzarigenin |
466-09-1 | 98% | 1mg |
￥ 4,670 | 2023-07-10 | |
| TargetMol Chemicals | TN5213-1mg |
Uzarigenin |
466-09-1 | 1mg |
￥ 4670 | 2024-07-19 | ||
| A2B Chem LLC | AG28385-1mg |
Uzarigenin |
466-09-1 | 97.5% | 1mg |
$637.00 | 2023-12-30 | |
| A2B Chem LLC | AG28385-5mg |
Uzarigenin |
466-09-1 | 5mg |
$577.00 | 2024-04-20 |
3b,14-Dihydroxy-5b-card-20(22)-enolide Related Literature
-
Sarah Al Muthafer,Christoph Schissler,Vanessa Koch,Hannes Kühner,Martin Nieger,Stefan Br?se Org. Chem. Front. 2023 10 1435
-
2. Steroids and related natural products. Part XCI. Synthesis of the cardenolides canarigenin and uzarigeninYoshiaki Kamano,George R. Pettit,Machiko Tozawa J. Chem. Soc. Perkin Trans. 1 1975 1972
-
Barkha Darra Wadhwani,Deepak Mali,Pooja Vyas,Rashmy Nair,Poonam Khandelwal RSC Adv. 2021 11 35854
-
4. Ring-A oxygenated derivatives of 5α- and 5β-cardenolidesJohn F. Templeton,H. T. Andrew Cheung,C. Roger Sham,Thomas R. Watson,Kong Jie J. Chem. Soc. Perkin Trans. 1 1983 251
-
5. Cardenolide analogues. Part 12. 13C N.m.r. of semi-synthetic glycosides and side-chain modified geninsH. T. Andrew Cheung,Lindsay Brown,John Boutagy,Richard Thomas J. Chem. Soc. Perkin Trans. 1 1981 1773
Related Categories
- Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Steroids and steroid derivatives Cardenolides and derivatives
- Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Steroids and steroid derivatives Steroid lactones Cardenolides and derivatives
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