ASTAXANTHIN
General Information
| Mainterm | ASTAXANTHIN |
| Doc Type | EAF |
| CAS Reg.No.(or other ID) | 472-61-7 |
| Regnum |
73.35 |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 5281224 |
| IUPAC Name | (6S)-6-hydroxy-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4S)-4-hydroxy-2,6,6-trimethyl-3-oxocyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,4,4-trimethylcyclohex-2-en-1-one |
| InChI | InChI=1S/C40H52O4/c1-27(17-13-19-29(3)21-23-33-31(5)37(43)35(41)25-39(33,7)8)15-11-12-16-28(2)18-14-20-30(4)22-24-34-32(6)38(44)36(42)26-40(34,9)10/h11-24,35-36,41-42H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+/t35-,36-/m0/s1 |
| InChI Key | MQZIGYBFDRPAKN-UWFIBFSHSA-N |
| Canonical SMILES | CC1=C(C(CC(C1=O)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(C(=O)C(CC2(C)C)O)C)C)C |
| Molecular Formula | C40H52O4 |
| Wikipedia | astaxanthin |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 596.852 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 10 |
| Complexity | 1340.0 |
| CACTVS Substructure Key Fingerprint | A A A D c f B 8 O A A A A A A A A A A A A A A A A A A A A A A A A A A g Q A A A A A A A A A A A A A A A G g A A C A A A D h S g g A I C A A A A A g C I A q B S A A I A A A A g A A A I C A F A A E g I E B I A A Q A A Q A A E w A A I g Q O I i M A P A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 74.6 |
| Monoisotopic Mass | 596.387 |
| Exact Mass | 596.387 |
| XLogP3 | None |
| XLogP3-AA | 10.3 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 44 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 9 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
From Pubchem
Food Additives Biosynthesis/Degradation
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.5000 |
| Human Intestinal Absorption | HIA+ | 0.9860 |
| Caco-2 Permeability | Caco2+ | 0.6931 |
| P-glycoprotein Substrate | Substrate | 0.6548 |
| P-glycoprotein Inhibitor | Inhibitor | 0.7442 |
| Non-inhibitor | 0.7372 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9135 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.7988 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8320 |
| CYP450 2D6 Substrate | Non-substrate | 0.8869 |
| CYP450 3A4 Substrate | Substrate | 0.6811 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.9253 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8936 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9140 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8316 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8345 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8676 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9894 |
| Non-inhibitor | 0.8737 | |
| AMES Toxicity | Non AMES toxic | 0.8689 |
| Carcinogens | Non-carcinogens | 0.8257 |
| Fish Toxicity | High FHMT | 0.8784 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9534 |
| Honey Bee Toxicity | High HBT | 0.7703 |
| Biodegradation | Not ready biodegradable | 0.9544 |
| Acute Oral Toxicity | III | 0.6658 |
| Carcinogenicity (Three-class) | Non-required | 0.5877 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.6204 | LogS |
| Caco-2 Permeability | 1.1769 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.3910 | LD50, mol/kg |
| Fish Toxicity | 1.3416 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.7455 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Prenol lipids |
| Subclass | Tetraterpenoids |
| Intermediate Tree Nodes | Carotenoids |
| Direct Parent | Xanthophylls |
| Alternative Parents | |
| Molecular Framework | Aliphatic homomonocyclic compounds |
| Substituents | Xanthophyll - Cyclohexenone - Cyclic ketone - Secondary alcohol - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone. |
From ClassyFire
Targets
- General Function:
- Ubiquitin protein ligase binding
- Specific Function:
- Inhibits the activity of dimeric NF-kappa-B/REL complexes by trapping REL dimers in the cytoplasm through masking of their nuclear localization signals. On cellular stimulation by immune and proinflammatory responses, becomes phosphorylated promoting ubiquitination and degradation, enabling the dimeric RELA to translocate to the nucleus and activate transcription.
- Gene Name:
- NFKBIA
- Uniprot ID:
- P25963
- Molecular Weight:
- 35608.65 Da
From T3DB