XANTHOPHYLLS
Relevant Data
Food Additives Approved in the United States
Food Additives Approved by European Union:
General Information
| Chemical Names: | LUTEIN: beta,epsilon-CAROTENE-3,3'-DIOL |
| CAS number: | 127-40-2 |
| INS: | 161b |
| Functional Class: |
Food Additives COLOUR |
From apps.who.int
Evaluations
| Evaluation year: | 1977 |
| ADI: | NO ADI ALLOCATED |
| Meeting: | 31 |
| Specs Code: | W |
| Report: | TRS 617-JECFA 21/22 |
| Tox Monograph: | NOT PREPARED |
| Specification: | WITHDRAWN (1987) |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 5281243 |
| IUPAC Name | (1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-ol |
| InChI | InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-25,35-37,41-42H,26-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36+,37-/m0/s1 |
| InChI Key | KBPHJBAIARWVSC-RGZFRNHPSA-N |
| Canonical SMILES | CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2C(=CC(CC2(C)C)O)C)C)C |
| Molecular Formula | C40H56O2 |
| Wikipedia | Xanthophyll |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 568.886 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 10 |
| Complexity | 1270.0 |
| CACTVS Substructure Key Fingerprint | A A A D c f B 8 M 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 x S g g A I C A A A A A g C A A i B C A A A A A A A g A A A I C A A A A A g I F A I A A Q A A U A A E w A A I k A O A w M A P g 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 | 40.5 |
| Monoisotopic Mass | 568.428 |
| Exact Mass | 568.428 |
| XLogP3 | None |
| XLogP3-AA | 11.0 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 42 |
| Defined Atom Stereocenter Count | 3 |
| 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+ | 0.6588 |
| Human Intestinal Absorption | HIA+ | 0.9972 |
| Caco-2 Permeability | Caco2+ | 0.7904 |
| P-glycoprotein Substrate | Substrate | 0.5199 |
| P-glycoprotein Inhibitor | Inhibitor | 0.5819 |
| Non-inhibitor | 0.8202 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8760 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.6198 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8299 |
| CYP450 2D6 Substrate | Non-substrate | 0.8408 |
| CYP450 3A4 Substrate | Substrate | 0.6607 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.9079 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.7723 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9368 |
| CYP450 2C19 Inhibitor | Inhibitor | 0.5225 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8808 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.6267 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9273 |
| Non-inhibitor | 0.8259 | |
| AMES Toxicity | Non AMES toxic | 0.8391 |
| Carcinogens | Non-carcinogens | 0.7489 |
| Fish Toxicity | High FHMT | 0.7396 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9471 |
| Honey Bee Toxicity | High HBT | 0.8389 |
| Biodegradation | Not ready biodegradable | 0.9655 |
| Acute Oral Toxicity | III | 0.7696 |
| Carcinogenicity (Three-class) | Non-required | 0.5753 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -3.2123 | LogS |
| Caco-2 Permeability | 1.5930 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.5006 | LD50, mol/kg |
| Fish Toxicity | 1.5740 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.8805 | 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 - Secondary alcohol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - 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