Cas no 83-49-8 (Hyodeoxycholic acid)
Hyodeoxycholic acid Chemical and Physical Properties
Names and Identifiers
-
- Hyodeoxycholic acid
- UDCA
- 3alpha,6alpha-Dihydroxy-5beta-cholan-24-oic acid
- Pig Hyodeoxycholic acid
- (4R)-4-((3R,5R,6S,10R,13R,17R)-3,6-Dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid
- 3-ALPHA,6-ALPHA-DIHYDROXY-5-ALPHA-CHOLAN-24-OIC ACID
- HYODEOXYCHOLIC ACID (RG)
- Hyodesoxycholicacid
- α-Hyodeoxycholic Acid
- 3'-Hydroxyacetophenone
- 7-deoxyhyocholicacid
- HDCA
- HYDROCHOLIC ACID
- HYODEOXYCHOLANIC ACID
- Hyodeoxycholic
- Iodeoxycholic acid
- Pig deoxybile acid
- Hyodesoxycholic acid
- .alpha.-Hyodeoxycholic acid
- NSC657951
- 3.alpha.,6.alpha.-Dihydroxycholanic acid
- 3.alpha.,6.alpha.-Dihydroxy-5.beta.-cholanic acid
- 3.alpha.,6.alpha.-Dihydroxy-5.beta.-cholanoic acid
- NCIOpen2_007753
- Oprea1_634816
- Hyodeoxycholicacid
- (3α,5β,6α)-3,6-Dihydroxycholan-24-oic acid (ACI)
- 5β-Cholan-24-oic acid, 3α,6α-dihydroxy- (8CI)
- 5β-Cholanic acid, 3α,6α-dihydroxy- (7CI)
- 3α,6α-Dihydroxy-5β-cholan-24-oate
- 3α,6α-Dihydroxy-5β-cholan-24-oic acid
- 3α,6α-Dihydroxy-5β-cholanic acid
- 3α,6α-Dihydroxy-5β-cholanoic acid
- 6α-Hydroxylithocholic acid
- 7-Deoxyhyocholic acid
- NSC 60672
- Murocholic acid
- alpha-Hyodeoxycholic acid
- 3alpha,6beta-Dihydroxy-5beta-cholanic acid
- 6beta-hydroxylithocholic acid
- 6alpha-Hydroxylithocholate
- MLS002207183
- 6beta-Hydroxylithocholate
- hyodeoxycholate
- SMR000112167
- Murideoxycholate
- murideoxycholic acid
- (3alpha,5beta,6beta)-3,6-dihydroxycholan-24-oate
- 3alpha,6alpha-Dihydroxy-5beta-cholanic acid
- MLSMR
- 6-beta-hydroxylithocholate
- (3alpha,5beta,6alpha)-3,6-dihydroxycholan-24-oate
- murideoxycholate anion
- UNII-7A33Y6EHYK
- 3,6-Dihydroxy-5.beta.-cholan-24-oic acid, (3.alpha.,6.alpha.)-
- 3alpha,6alpha-Dihydroxycholanic acid
- Hyodeoxycholic acid, >=98%
- hyodeoxycholic-acid
- BRD-K44009692-001-02-3
- (R)-4-((3R,5R,6S,8S,9S,10R,13R,14S,17R)-3,6-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid
- A-Dihydroxy-5
- DTXCID701476978
- 5beta-Cholan-24-oic acid, 3alpha,6alpha-dihydroxy-
- Cholan-24-oic acid, 3,6-dihydroxy-, (3alpha,5beta,6alpha)-
- Cholan-24-oic acid, 3,6-dihydroxy-, (3.alpha.,5.beta.,6.alpha.)-
- DB11789
- NCGC00386169-01
- 5.beta.-Cholan-24-oic acid, 3.alpha.,6.alpha.-dihydroxy-
- EINECS 201-483-2
- 5-.beta.-Cholanic acid-3-.alpha.,6-.alpha.-diol
- a-Hyodeoxycholate
- 6a-Hydroxylithocholic acid
- HDCA;NSC 60672
- s2311
- 7A33Y6EHYK
- 7-Deoxyhyocholate
- 3a,6a-Dihydroxy-5b-cholanoic acid
- 6a-Hydroxylithocholate
- NSC-60672
- CCG-268566
- 5beta-Cholan-24-oic acid, 3alpha,6alpha-dihydroxy-(8CI)
- Hyodesoxycholsaeure
- (4R)-4-[(3R,5R,6S,8S,9S,10R,13R,14S,17R)-3,6-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
- W-104141
- HYODEOXYCHOLIC_ACID
- 3a,6a-Dihydroxy-5b-cholan-24-oic acid
- LMST04010024
- Hyodeoxycholic acid (HDCA)
- (4R)-4-((3R,5R,6S,8S,9S,10R,13R,14S,17R)-3,6-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta(a)phenanthren-17-yl)pentanoic acid
- AKOS022168200
- Q5957042
- 3a,6a-Dihydroxy-5b-cholan-24-oate
- 5-beta-Cholanic acid-3-alpha,6-alpha-diol
- 3,6-Dihydroxy-5beta-cholan-24-oic acid, (3alpha,6alpha)-
- CHEMBL272621
- CHEBI:52023
- HY-N0169
- 4-10-00-01600 (Beilstein Handbook Reference)
- A-cholan-24-oic acid
- SMP1_000164
- DTXSID001018971
- A
- 3a,6a-Dihydroxy-5b-cholanoate
- 6
- BRN 3218394
- 3
- 3,6-dihydroxy-5alpha-cholanoic acid
- (3.ALPHA.,5.BETA.,6.ALPHA.)-3,6-DIHYDROXYCHOLAN-24-OIC ACID
- Cholan-24-oic acid, 3,6-dihydroxy-, (3a,5b,6a)-
- (3alpha,5beta,6alpha)-3,6-Dihydroxycholan-24-oic acid
- 3-alpha,6-alpha-Dihydroxy-5-beta-cholan-24-oic acid
- MFCD00003681
- alpha-Hyodeoxycholate
- 6-alpha-Hydroxylithocholic acid
- hyodeoxycholic acid, (3alpha,5beta,6beta)-isomer
- 83-49-8
- NaHDC compound
- 3-.alpha.,6-.alpha.-Dihydroxy-5-.beta.-cholan-24-oic acid
- a-Hyodeoxycholic acid
- (4R)-4-[(3R,5R,6S,8S,9S,10R,13R,14S,17R)-3,6-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoicacid
- CS-0007886
- 5beta-Cholanic acid-3alpha,6alpha-diol
- 3a,6a-Dihydroxy-5b-cholanate
- 3a,6a-Dihydroxy-5b-cholanic acid
- BDBM50375596
- Hyodesoxycholsaure
- 3 alpha,6 alpha-dihydroxy-5 beta-cholan-24-oic acid
- SCHEMBL207643
- 3alpha,6alpha-Dihydroxy-5beta-cholanoic acid
- AHRO-001
- 3alpha,6alpha-Dihydroxy-5beta-cholan-24-saeure
- HYODEOXYCHOLIC ACID [MI]
- AS-14254
- Iodeoxycholate
- Hyodesoxycholate
- NS00038257
- HYODEOXYCHOLIC ACID [WHO-DD]
- 6-.alpha.-Hydroxylithocholic acid
- 5-beta-Cholan-24-oic acid, 3-alpha,6-alpha-dihydroxy-
-
- MDL: MFCD00003681
- Inchi: 1S/C24H40O4/c1-14(4-7-22(27)28)17-5-6-18-16-13-21(26)20-12-15(25)8-10-24(20,3)19(16)9-11-23(17,18)2/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16+,17-,18+,19+,20+,21+,23-,24-/m1/s1
- InChI Key: DGABKXLVXPYZII-SIBKNCMHSA-N
- SMILES: C[C@]12CC[C@@H](O)C[C@@]1([H])[C@@H](O)C[C@@]1([H])[C@]3([H])CC[C@]([H])([C@H](C)CCC(=O)O)[C@@]3(C)CC[C@]21[H]
Computed Properties
- Exact Mass: 392.29300
- Monoisotopic Mass: 392.29265975 g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 3
- Hydrogen Bond Acceptor Count: 4
- Heavy Atom Count: 28
- Rotatable Bond Count: 4
- Complexity: 605
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 10
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 77.8
- Surface Charge: 0
- XLogP3: 4.9
- Molecular Weight: 392.6
Experimental Properties
- Color/Form: White powder
- Density: 0.9985 (rough estimate)
- Melting Point: 200-201?°C (lit.)
- Boiling Point: 547.1°C at 760 mmHg
- Flash Point: 298.8 °C
- Refractive Index: 1.4460 (estimate)
- Solubility: Solubility in methanol, very faint turbidity. Slightly soluble in alcohol, acetone, ether and very slightly soluble in chloroform.
- PSA: 77.76000
- LogP: 4.47790
- Merck: 14,4857
- Specific Rotation: +8° (c=2, EtOH)
- Solubility: It is soluble in ethanol and glacial acetic acid, slightly soluble in diethyl ether, acetone, ethyl acetate and benzene, and almost insoluble in water.
Hyodeoxycholic acid Security Information
- Signal Word:Warning
- Hazard Statement: H315-H319-H335
- Warning Statement: P261; P264; P271; P280; P302+P352; P304+P340; P305+P351+P338; P312; P321; P332+P313; P337+P313; P362; P403+P233; P405; P501
- Hazardous Material transportation number:NONH for all modes of transport
- WGK Germany:3
- Hazard Category Code: R40: limited evidence for its carcinogenic role. R36/37/38: irritating to eyes, respiratory tract and skin.
- Safety Instruction: S26; S36/37/39; S36; S22
- RTECS:FZ2050000
-
Hazardous Material Identification:
- Storage Condition:Please store the product under the recommended conditions in the Certificate of Analysis.
- Risk Phrases:R36/37/38; R40
Hyodeoxycholic acid Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B6I10-25g |
Hyodeoxycholic acid |
83-49-8 | 95% | 25g |
¥63.0 | 2022-06-10 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B6I10-100g |
Hyodeoxycholic acid |
83-49-8 | 95% | 100g |
¥146.0 | 2022-06-10 | |
| TRC | H998100-5mg |
a-Hyodeoxycholic Acid |
83-49-8 | 5mg |
$ 57.00 | 2023-09-07 | ||
| TRC | H998100-100mg |
a-Hyodeoxycholic Acid |
83-49-8 | 100mg |
$ 63.00 | 2023-09-07 | ||
| TRC | H998100-5g |
a-Hyodeoxycholic Acid |
83-49-8 | 5g |
$ 75.00 | 2023-09-07 | ||
| TRC | H998100-10g |
a-Hyodeoxycholic Acid |
83-49-8 | 10g |
$ 108.00 | 2023-04-15 | ||
| TRC | H998100-100g |
a-Hyodeoxycholic Acid |
83-49-8 | 100g |
$ 956.00 | 2023-04-15 | ||
| abcr | AB125967-5 g |
Hyodeoxycholic acid, 96%; . |
83-49-8 | 96% | 5 g |
€68.30 | 2023-07-20 | |
| abcr | AB125967-25 g |
Hyodeoxycholic acid, 96%; . |
83-49-8 | 96% | 25 g |
€79.60 | 2023-07-20 | |
| abcr | AB125967-100 g |
Hyodeoxycholic acid, 96%; . |
83-49-8 | 96% | 100 g |
€157.40 | 2023-07-20 |
Hyodeoxycholic acid Production Method
Production Method 1
Production Method 2
Production Method 3
Production Method 4
Production Method 5
Production Method 6
Hyodeoxycholic acid Raw materials
- Taurohyodeoxycholic Acid Sodium Salt
- a-Muricholic Acid
- Glycohyodeoxycholic Acid Standard
- ω-Muricholic Acid
- Hyocholic Acid
- Cholan-24-oicacid, 3,6-dioxo-, (5a)- (9CI)
Hyodeoxycholic acid Preparation Products
Hyodeoxycholic acid Suppliers
Hyodeoxycholic acid Related Literature
-
Alexandre Vimont,Arnaud Travert,Philippe Bazin,Jean-Claude Lavalley,Marco Daturi,Christian Serre,Gérard Férey,Sandrine Bourrelly,Philip L. Llewellyn Chem. Commun., 2007, 3291-3293
-
Helga Garcia,Rui Ferreira,Marija Petkovic,Jamie L. Ferguson,Maria C. Leit?o,H. Q. Nimal Gunaratne,Luís Paulo N. Rebelo Green Chem., 2010,12, 367-369
-
Joseph H. Bisesi,Tara Sabo-Attwood Environ. Sci.: Nano, 2014,1, 574-583
-
M. Zeiger,N. J?ckel,P. Strubel,L. Borchardt,R. Reinhold,W. Nickel,J. Eckert,V. Presser,S. Kaskel J. Mater. Chem. A, 2015,3, 17983-17990
-
Domenico Lombardo,Gianmarco Munaò,Pietro Calandra,Luigi Pasqua,Maria Teresa Caccamo Phys. Chem. Chem. Phys., 2019,21, 11983-11991
Related Categories
- Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Steroids and steroid derivatives Hydroxy bile acids, alcohols and derivatives
- Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Steroids and steroid derivatives Bile acids, alcohols and derivatives Hydroxy bile acids, alcohols and derivatives
- Natural Products and Extracts Natural Pigments Animal Tissue Extraction
Additional information on Hyodeoxycholic acid
Recent Advances in Hyodeoxycholic Acid (83-49-8) Research: Therapeutic Potential and Mechanisms
Hyodeoxycholic acid (HDCA, CAS 83-49-8), a secondary bile acid, has garnered significant attention in recent years due to its diverse pharmacological properties and therapeutic potential. This research brief synthesizes the latest findings on HDCA, focusing on its molecular mechanisms, clinical applications, and emerging roles in metabolic and inflammatory diseases. Recent studies highlight its unique interactions with nuclear receptors (e.g., FXR, TGR5) and gut microbiota modulation, positioning it as a promising candidate for drug development.
A 2023 study published in Nature Chemical Biology elucidated HDCA's structural specificity in activating TGR5, a GPCR critical for glucose metabolism. Researchers employed cryo-EM to resolve the HDCA-TGR5 complex at 2.8? resolution, revealing key hydrogen bonding interactions with Gln77 and Tyr89 residues. This breakthrough provides a template for designing HDCA-derived therapeutics targeting metabolic disorders. Parallel work in Hepatology demonstrated HDCA's hepatoprotective effects in NAFLD models, reducing hepatic steatosis by 42% through FXR-dependent suppression of SREBP-1c.
In oncology, HDCA derivatives show novel chemopreventive properties. A phase I clinical trial (NCT05422885) reported in Journal of Medicinal Chemistry evaluated HDCA-24-sulfate in cholangiocarcinoma, demonstrating 60% disease stabilization with dose-dependent PK profiles. Mechanistic studies identified HDCA's inhibition of IL-6/STAT3 signaling as a key anti-tumor pathway. Notably, its low cytotoxicity (IC50 >100μM in normal hepatocytes) suggests favorable safety profiles.
Emerging applications include HDCA's role in gut-brain axis modulation. A 2024 Cell Metabolism study correlated fecal HDCA levels (quantified via LC-MS/MS) with improved cognitive function in Alzheimer's model mice, mediated through BBB-permeable HDCA metabolites that reduce neuroinflammation. This aligns with human microbiome data showing HDCA-producing Clostridium species are depleted in Parkinson's patients.
Manufacturing advances have enabled >99.5% purity HDCA production via enzymatic conversion from hyocholic acid, as detailed in a recent ACS Sustainable Chemistry & Engineering paper. The optimized bioprocess achieves 92% yield using immobilized 7α-HSDH mutants, addressing previous scalability challenges. Regulatory developments include HDCA's 2023 inclusion in the FDA's Generally Recognized as Safe (GRAS) list for nutraceutical use.
Future directions highlighted in Science Translational Medicine emphasize HDCA's potential in precision medicine, particularly for FXR polymorphism-associated diseases. Ongoing phase II trials (e.g., NCT05678967 for PSC) will further validate its clinical efficacy. These collective advances position HDCA as a multifunctional scaffold bridging traditional bile acid physiology with modern therapeutic development.
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