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Zeaxanthin
- Family: Protista - Haematococcaceae
- Kingdom: Protista
- Class: Carotenoid
| Canonical Smiles | O[C@@H]1CC(=C(C(C1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C1=C(C)C[C@H](CC1(C)C)O)\C)\C)/C)/C)C |
|---|---|
| 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/h11-24,35-36,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36-/m1/s1 |
| InChIKey | JKQXZKUSFCKOGQ-QAYBQHTQSA-N |
| Formula | C40H56O2 |
| HBA | 2 |
| HBD | 2 |
| MW | 568.89 |
| Rotatable Bonds | 10 |
| TPSA | 40.46 |
| LogP | 10.55 |
| Number Rings | 2 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 42 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.45 |
| Exact Mass | 568.43 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Haematococcus pluvialis | Haematococcaceae | Protista | 44745 |
Showing of synonyms
Zeaxanthin
144-68-3
Anchovyxanthin
Zeaxanthol
All-trans-Zeaxanthin
Xanthophyll 3
Beta,beta-carotene-3,3'-diol
Luteinofta
Optisharp
Zeagold
3R,3'R-Zeaxanthin
Trans-Zeaxanthin
Beta-carotene-3,3'-diol
3R,3'R Zeaxanthin
UNII-CV0IB81ORO
CV0IB81ORO
EINECS 205-636-4
INS NO.161H(I)
DTXSID5046807
CHEBI:27547
INS-161H(I)
All-trans-beta-carotene-3,3'-diol
E 161H
E-161H(I)
DTXCID3026807
(3R,3'R)-dihydroxy-beta,beta-carotene
ZEAXANTHIN (MART.)
ZEAXANTHIN [MART.]
Beta Carotene 3,3' Diol
(3R,3'R)-DIHYDROXY-beta-CAROTENE
ZEAXANTHIN/(3R,3'R)-ZEAXANTHIN (CONSTITUENT OF AZTEC MARIGOLD ZEAXANTHIN EXTRACT)
205-636-4
4-(18-(4-hydroxy-2,6,6-trimethyl-1-cyclohexenyl)-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl)-3,5,5-trimethyl-cyclohex-3-en-1-ol
(3R,3'R)-Zeaxanthin
Zeaxanthin, 65%
(3R,3'R)-beta,beta-Carotene-3,3'-diol
(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-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
All-trans-Anchovyxanthin
Beta,beta-Carotene-3,3'-diol, (3R,3'R)-
MFCD08435940
(1R,1'R)-4,4'-((1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-Tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaene-1,18-diyl)bis(3,5,5-trimethylcyclohex-3-enol)
Zeaxanthin (Technical Grade)
Zeaxanthine
Zeaxanthins
C40H56O2
Zeaxanthin, tech.
NCGC00181020-01
Zeaxanthin - 10%
Zeaxanthin - 50%
Zeaxanthin (Standard)
Zeaxanthin, all-trans-
ZEAXANTHIN [MI]
ZEAXANTHIN [VANDF]
Anchovyxanthin, all-trans-
ZEAXANTHIN [WHO-DD]
SCHEMBL19442
.beta.,.beta.-Carotene-3,3'-diol, (3R,3'R)-
Zeaxanthin, analytical standard
CHEMBL2359248
GTPL13100
Beta,beta-carotene-3R,3'R-diol
MSK40033
Tox21_112670
LMPR01070261
NSC713073
AKOS016015115
DB11176
DS-5859
FZ16169
FZ59626
HY-120318R
NSC-713073
Zeaxanthin 10 microg/mL in Acetonitrile
CAS-144-68-3
XZ177654
HY-120318
CS-0077564
NS00019592
(3R,3'R)-DIHYDROXY-.BETA.-CAROTENE
C06098
All-trans-Zeaxanthin, Anchovyxanthin, Zeaxanthol
EN300-7418250
Q169337
.beta.-Carotene-3,3'-diol, (3R,3'R)-all-trans-
Beta,beta-carotene-3,3'-diol, (3R,3'R)-all-trans-
6AB548E1-4B81-4843-8E0E-481DCFC93CA8
Zeaxanthinall-trans-Zeaxanthin
(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol
4-[18-(4-Hydroxy-2,6,6-trimethyl-1-cyclohexenyl)-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethyl-cycl ohex-3-en-1-ol
Pubchem:
5280899
Cas:
144-68-3
Gnps:
CCMSLIB00000205554
Zinc:
ZINC000008220175
Kegg Ligand:
C06098
Chebi:
27547
Nmrshiftdb2:
60021286
Metabolights:
MTBLC27547
Chembl:
CHEMBL2359248
Comptox:
DTXSID5046807
Drugbank:
DB11176
CPRiL:
50455
SMILES: C1CCCC=C1C=CC=CC=CC=CC=CC=CC=CC=CC=CC2=CCCCC2
Level: 1
Mol. Weight: 568.89 g/mol
SMILES: C1=CCCCC1
Level: 0
Mol. Weight: 568.89 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.57
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.82
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- -2.55
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 2.1
- Plasma Protein Binding
- 89.93
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- Non-Substrate
- CYP 2C19 Inhibitor
- Non-Inhibitor
- CYP 2C19 Substrate
- Non-Substrate
- CYP 2C9 Inhibitor
- Inhibitor
- CYP 2C9 Substrate
- Non-Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- -2.07
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 1.68
- Biodegradation
- Safe
- Carcinogenesis
- Toxic
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.5
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 7.38
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Toxic
- T. Pyriformis
- -2630.89
- Rat (Acute)
- 2.69
- Rat (Chronic Oral)
- 2.65
- Fathead Minnow
- 17.51
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Toxic
- SR-ARE
- Toxic
- SR-ATAD5
- Toxic
- SR-HSE
- Toxic
- SR-MMP
- Safe
- SR-p53
- Toxic
General Properties
- Boiling Point
- 481.75
- Hydration Free Energy
- -3.05
- Log(D) at pH=7.4
- 6.05
- Log(P)
- 9.79
- Log S
- -6.95
- Log(Vapor Pressure)
- -7.56
- Melting Point
- 197.82
- pKa Acid
- 15.22
- pKa Basic
- 5.0
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Vitamin D(3) 25-hydroxylase | C4B644 | CPVDH_PSEAH | Pseudonocardia autotrophica | 3 | 0.9818 |
| Steroid C26-monooxygenase | P9WPP1 | CP125_MYCTU | Mycobacterium tuberculosis | 3 | 0.9365 |
| Beta-lactoglobulin | P02754 | LACB_BOVIN | Bos taurus | 3 | 0.9074 |
| Fatty acid-binding protein, liver | P80226 | FABPL_CHICK | Gallus gallus | 3 | 0.8841 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 3 | 0.8658 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.8575 |
| Probable NDP-rhamnosyltransferase | Q9ALM8 | Q9ALM8_SACSN | Saccharopolyspora spinosa | 3 | 0.8541 |
| Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 | P04191 | AT2A1_RABIT | Oryctolagus cuniculus | 3 | 0.8467 |
| 3-ketosteroid dehydrogenase | Q9RA02 | Q9RA02_RHOER | Rhodococcus erythropolis | 3 | 0.8336 |
| Photosynthetic reaction center cytochrome c subunit | P07173 | CYCR_BLAVI | Blastochloris viridis | 3 | 0.8229 |
| Soluble acetylcholine receptor | Q8WSF8 | Q8WSF8_APLCA | Aplysia californica | 3 | 0.8166 |
| Retinol dehydratase | Q26490 | Q26490_SPOFR | Spodoptera frugiperda | 3 | 0.7933 |
| Nuclear receptor subfamily 1 group I member 3 | O35627 | NR1I3_MOUSE | Mus musculus | 3 | 0.7916 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7845 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.7829 |
| Beta-lactoglobulin | P02754 | LACB_BOVIN | Bos taurus | 3 | 0.7682 |
| Retinol-binding protein 1 | P02696 | RET1_RAT | Rattus norvegicus | 3 | 0.7473 |
| Ferrochelatase, mitochondrial | P22830 | HEMH_HUMAN | Homo sapiens | 3 | 0.7431 |
| Aldo-keto reductase family 1 member C1 | Q04828 | AK1C1_HUMAN | Homo sapiens | 2 | 0.7416 |
| Ferrochelatase, mitochondrial | P22830 | HEMH_HUMAN | Homo sapiens | 3 | 0.7397 |
| Japanin | M1MR49 | M1MR49_RHIAP | Rhipicephalus appendiculatus | 3 | 0.7397 |
| Abscisic acid receptor PYL3 | Q9SSM7 | PYL3_ARATH | Arabidopsis thaliana | 3 | 0.7377 |
| Cellular retinoic acid-binding protein 2 | P29373 | RABP2_HUMAN | Homo sapiens | 2 | 0.7369 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7324 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7298 |
| Putative cytochrome P450 120 | Q59990 | CP120_SYNY3 | Synechocystis sp | 3 | 0.7271 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 2 | 0.7267 |
| Rhodopsin | P02699 | OPSD_BOVIN | Bos taurus | 3 | 0.7258 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 2 | 0.7205 |
| Nuclear receptor ROR-gamma | P51449 | RORG_HUMAN | Homo sapiens | 3 | 0.7204 |
| Ferrochelatase, mitochondrial | P22830 | HEMH_HUMAN | Homo sapiens | 2 | 0.7163 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 2 | 0.7156 |
| Abscisic acid receptor PYL3 | Q9SSM7 | PYL3_ARATH | Arabidopsis thaliana | 2 | 0.7144 |
| Peroxisome proliferator-activated receptor alpha | Q07869 | PPARA_HUMAN | Homo sapiens | 3 | 0.7123 |