Alpha-Cyclodextrin (Cyclohexa-Amylose)
(right click,save link as to download,it is a temp file,please download as soon as possible, you can also use CTRL+S to save the whole html page)
Basic Info
| Common Name | Alpha-Cyclodextrin (Cyclohexa-Amylose)(F05500) |
| 2D Structure | |
| Description | Alpha cyclodextrin is a naturally occurring, cyclic oligosaccharide, enzymatically produced from starch. It is a well-defined, chemically pure substance consisting of six linked glucose units. It is a multifunctional, soluble dietary fiber marketed for use as a fiber ingredient, an odor or flavor masking agent as well as for emulsification applications. It is registered as a dietary fiber in the European Union. ‘±-Cyclodextrin is marketed for a range of medical, healthcare and food and beverage applications that rely on its ability to bind to fats and reduce their bioavailability both in the body and in food and beverage products. |
| FRCD ID | F05500 |
| CAS Number | 10016-20-3 |
| PubChem CID | 46936256 |
| Formula | C36H60O30 |
| IUPAC Name | None |
| InChI Key | HFHDHCJBZVLPGP-KREQUGERSA-N |
| InChI | InChI=1S/C36H60O30/c37-1-7-25-13(43)19(49)31(55-7)62-26-8(2-38)57-33(21(51)15(26)45)64-28-10(4-40)59-35(23(53)17(28)47)66-30-12(6-42)60-36(24(54)18(30)48)65-29-11(5-41)58-34(22(52)16(29)46)63-27-9(3-39)56-32(61-25)20(50)14(27)44/h7-54H,1-6H2/t7-,8-,9-,10-,11-,12+,13+,14+,15+,16+,17+,18+,19+,20+,21+,22+,23+,24+,25+,26+,27+,28+,29+,30+,31-,32-,33-,34-,35-,36-/m0/s1 |
| Canonical SMILES | C(C1C2C(C(C(O1)OC3C(OC(C(C3O)O)OC4C(OC(C(C4O)O)OC5C(OC(C(C5O)O)OC6C(OC(C(C6O)O)OC7C(OC(O2)C(C7O)O)CO)CO)CO)CO)CO)O)O)O |
| Isomeric SMILES | C([C@@H]1[C@@H]2[C@@H]([C@H]([C@@H](O1)O[C@@H]3[C@@H](O[C@H]([C@@H]([C@H]3O)O)O[C@@H]4[C@@H](O[C@H]([C@@H]([C@H]4O)O)O[C@@H]5[C@@H](O[C@H]([C@@H]([C@H]5O)O)O[C@@H]6[C@@H](O[C@H]([C@@H]([C@H]6O)O)O[C@@H]7[C@@H](O[C@@H](O2)[C@@H]([C@H]7O)O)CO)CO)CO)CO)CO)O)O)O |
| Synonyms |
10016-20-3
|
| Classifies |
Plant Toxin
|
| Update Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
| Kingdom | Organic compounds |
| Superclass | Organic oxygen compounds |
| Class | Organooxygen compounds |
| Subclass | Carbohydrates and carbohydrate conjugates |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Oligosaccharides |
| Alternative Parents | |
| Molecular Framework | Aliphatic heteropolycyclic compounds |
| Substituents | Oligosaccharide - Oxane - Secondary alcohol - Oxacycle - Organoheterocyclic compound - Polyol - Acetal - Hydrocarbon derivative - Primary alcohol - Alcohol - Aliphatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds. |
Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 972.846 |
| Hydrogen Bond Donor Count | 18 |
| Hydrogen Bond Acceptor Count | 30 |
| Rotatable Bond Count | 6 |
| Complexity | 1250 |
| Monoisotopic Mass | 972.317 |
| Exact Mass | 972.317 |
| XLogP | -12.9 |
| Formal Charge | 0 |
| Heavy Atom Count | 66 |
| Defined Atom Stereocenter Count | 30 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
ADMET
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.5838 |
| Human Intestinal Absorption | HIA- | 0.8135 |
| Caco-2 Permeability | Caco2- | 0.7751 |
| P-glycoprotein Substrate | Non-substrate | 0.5673 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.8861 |
| Non-inhibitor | 0.9811 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8178 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.6330 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8436 |
| CYP450 2D6 Substrate | Non-substrate | 0.8677 |
| CYP450 3A4 Substrate | Non-substrate | 0.6620 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.9418 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9393 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9263 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8920 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9711 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9442 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9393 |
| Non-inhibitor | 0.8954 | |
| AMES Toxicity | Non AMES toxic | 0.7900 |
| Carcinogens | Non-carcinogens | 0.9398 |
| Fish Toxicity | Low FHMT | 0.9092 |
| Tetrahymena Pyriformis Toxicity | Low TPT | 0.8579 |
| Honey Bee Toxicity | High HBT | 0.6473 |
| Biodegradation | Not ready biodegradable | 0.5447 |
| Acute Oral Toxicity | IV | 0.6264 |
| Carcinogenicity (Three-class) | Non-required | 0.6032 |
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -0.8616 | LogS |
| Caco-2 Permeability | -0.2090 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.8121 | LD50, mol/kg |
| Fish Toxicity | 2.1072 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.6671 | pIGC50, ug/L |
References
| Title | Journal | Date | Pubmed ID |
|---|---|---|---|
| Evaluation of the Cytotoxicity of α-Cyclodextrin Derivatives on the Caco-2 Cell Line and Human Erythrocytes. | Molecules | 2015 Nov 11 | 26569209 |
| Safety evaluation of an alpha-cyclodextrin glycosyltranferase preparation. | Regul Toxicol Pharmacol | 2004 Jun | 15265615 |
| Application of molecular encapsulation for toxicology studies: comparative toxicity of p-Chloro-alpha, alpha, alpha-trifluorotoluene in alpha-cyclodextrin vehicle versus corn oil vehicle in male and female Fischer 344 rats and B6C3F1 mice. | Fundam Appl Toxicol | 1992 Apr | 1375921 |
Targets
- General Function:
- Zinc ion binding
- Specific Function:
- Nuclear hormone receptor. The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Ligand-dependent nuclear transactivation involves either direct homodimer binding to a palindromic estrogen response element (ERE) sequence or association with other DNA-binding transcription factors, such as AP-1/c-Jun, c-Fos, ATF-2, Sp1 and Sp3, to mediate ERE-independent signaling. Ligand binding induces a conformational change allowing subsequent or combinatorial association with multiprotein coactivator complexes through LXXLL motifs of their respective components. Mutual transrepression occurs between the estrogen receptor (ER) and NF-kappa-B in a cell-type specific manner. Decreases NF-kappa-B DNA-binding activity and inhibits NF-kappa-B-mediated transcription from the IL6 promoter and displace RELA/p65 and associated coregulators from the promoter. Recruited to the NF-kappa-B response element of the CCL2 and IL8 promoters and can displace CREBBP. Present with NF-kappa-B components RELA/p65 and NFKB1/p50 on ERE sequences. Can also act synergistically with NF-kappa-B to activate transcription involving respective recruitment adjacent response elements; the function involves CREBBP. Can activate the transcriptional activity of TFF1. Also mediates membrane-initiated estrogen signaling involving various kinase cascades. Isoform 3 is involved in activation of NOS3 and endothelial nitric oxide production. Isoforms lacking one or several functional domains are thought to modulate transcriptional activity by competitive ligand or DNA binding and/or heterodimerization with the full length receptor. Essential for MTA1-mediated transcriptional regulation of BRCA1 and BCAS3. Isoform 3 can bind to ERE and inhibit isoform 1.
- Gene Name:
- ESR1
- Uniprot ID:
- P03372
- Molecular Weight:
- 66215.45 Da
References
- Sipes NS, Martin MT, Kothiya P, Reif DM, Judson RS, Richard AM, Houck KA, Dix DJ, Kavlock RJ, Knudsen TB: Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays. Chem Res Toxicol. 2013 Jun 17;26(6):878-95. doi: 10.1021/tx400021f. Epub 2013 May 16. [23611293 ]
- General Function:
- Zinc ion binding
- Specific Function:
- Steroid hormone receptors are ligand-activated transcription factors that regulate eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Transcription factor activity is modulated by bound coactivator and corepressor proteins. Transcription activation is down-regulated by NR0B2. Activated, but not phosphorylated, by HIPK3 and ZIPK/DAPK3.
- Gene Name:
- AR
- Uniprot ID:
- P10275
- Molecular Weight:
- 98987.9 Da
References
- Sipes NS, Martin MT, Kothiya P, Reif DM, Judson RS, Richard AM, Houck KA, Dix DJ, Kavlock RJ, Knudsen TB: Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays. Chem Res Toxicol. 2013 Jun 17;26(6):878-95. doi: 10.1021/tx400021f. Epub 2013 May 16. [23611293 ]