Canthaxanthin

Details

• Internal ID: a1044cda-0d3c-4902-8fa1-30a5a23a2a66
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
• IUPAC Name: 2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-3-oxocyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-2-en-1-one
• InChI: InChI=1S/C40H52O2/c1-29(17-13-19-31(3)21-23-35-33(5)37(41)25-27-39(35,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-36-34(6)38(42)26-28-40(36,9)10/h11-24H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+
• InChI Key: FDSDTBUPSURDBL-DKLMTRRASA-N
• Popularity: 2,402 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₂O₂
• Molecular Weight: 564.80 g/mol
• Exact Mass: 564.396730897 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 11.40
• Atomic LogP (AlogP): 10.96
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

• 514-78-3
• Canthaxanthine
• Orobronze
• Carophyll Red
• Food orange 8
• Roxanthin Red 10
• 4,4'-Dioxo-beta-carotene
• CI 40850
• DTXSID0022727
• KANTAKISANTIN
• 4C3C6403MU
• NSC-374110
• INS NO.161G
• CHEBI:3362
• DTXCID002727
• INS-161G
• E-161G
• CI-(1975)NO.40850
• 2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-3-oxocyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-2-en-1-one
• 2,4,4-trimethyl-3-((1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-3-oxocyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl)cyclohex-2-en-1-one
• RefChem:123250
• 208-187-2
• Cantaxanthin
• beta,beta-Carotene-4,4'-dione
• CanthaXanthin, Powder
• Cantaxanthine
• L-Orange 7
• Canthaxanthin (trans)
• All-trans-Canthaxanthin
• 4,4'-Diketo-beta-carotene
• all-trans,beta-Carotene-4,4'-dione
• MFCD00016364
• 4,4'-Diketo-b-carotene
• E 161g;all-trans-Canthaxanthin
• 3,3'-((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(2,4,4-trimethylcyclohex-2-en-1-one)
• NCGC00095896-01
• C.I. Food Orange 8
• Carotene-4,4'-dione, beta-
• CCRIS 3276
• EINECS 208-187-2
• NSC 374110
• Ro 1-9915
• E 161 G
• BRN 1898520
• beta-CAROTENE-4,4'-DIONE, all-trans-
• UNII-4C3C6403MU
• CANTHAXANTHIN (euglenanone)
• E 161g
• CANTHA
• Canthaxanthin, tech.
• LUCANTIN RED
• Isomer of Canthaxanthin
• Canthaxanthin (Standard)
• 4,4'-Dioxo-b-carotene
• CI-FOOD ORANGE 8
• CANTHAXANTHIN [MI]
• CANTHAXANTHIN [FCC]
• SCHEMBL19618
• 4-07-00-02680 (Beilstein Handbook Reference)
• CANTHAXANTHIN [MART.]
• E161g
• SPECTRUM1504204
• CANTHAXANTHIN [WHO-DD]
• orb1217945
• CHEMBL1329004
• HY-B1960R
• CANTHAXANTHIN (E 161G)
• MSK2434
• HMS2089K15
• HY-B1960
• Tox21_111533
• all-trans-beta-carotene-4,4'-dione
• Canthaxanthin, >=95.0% (HPLC)
• LMPR01070264
• NSC374110
• .BETA.-CAROTENE-4,4'-DIONE
• AKOS040758832
• 4,4'-DIKETO-.BETA.-CAROTENE
• CCG-207976
• CS-6879
• FC17296
• all-trans-Canthaxanthin - Technical grade
• CAS-514-78-3
• LS-15425
• RO-19915
• Canthaxanthin (trans), analytical standard
• Canthaxanthine 10 microg/mL in Acetonitrile
• NS00081988
• C08583
• AB00053349-02
• Q385657
• 2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-3-oxo-cyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-2-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	-	0.7777	77.77%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7381	73.81%
OATP2B1 inhibitior	-	0.7118	71.18%
OATP1B1 inhibitior	-	0.3408	34.08%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8558	85.58%
P-glycoprotein substrate	-	0.9281	92.81%
CYP3A4 substrate	+	0.5928	59.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8125	81.25%
CYP2C19 inhibition	-	0.6046	60.46%
CYP2D6 inhibition	-	0.8848	88.48%
CYP1A2 inhibition	-	0.8436	84.36%
CYP2C8 inhibition	-	0.8967	89.67%
CYP inhibitory promiscuity	-	0.7390	73.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5149	51.49%
Eye corrosion	-	0.9724	97.24%
Eye irritation	-	0.9024	90.24%
Skin irritation	+	0.5580	55.80%
Skin corrosion	-	0.9665	96.65%
Ames mutagenesis	-	0.9691	96.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.8565	85.65%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5844	58.44%
skin sensitisation	+	0.8885	88.85%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.7593	75.93%
Acute Oral Toxicity (c)	III	0.7546	75.46%
Estrogen receptor binding	+	0.8906	89.06%
Androgen receptor binding	+	0.7601	76.01%
Thyroid receptor binding	+	0.7313	73.13%
Glucocorticoid receptor binding	+	0.7650	76.50%
Aromatase binding	-	0.6933	69.33%
PPAR gamma	+	0.7312	73.12%
Honey bee toxicity	-	0.8700	87.00%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9525	95.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	94.00%	94.75%
CHEMBL4040	P28482	MAP kinase ERK2	93.00%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.97%	91.11%
CHEMBL1870	P28702	Retinoid X receptor beta	92.29%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.92%	95.56%
CHEMBL2004	P48443	Retinoid X receptor gamma	91.46%	100.00%
CHEMBL2061	P19793	Retinoid X receptor alpha	86.40%	91.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.92%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.99%	95.50%
CHEMBL2581	P07339	Cathepsin D	81.20%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.28%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.06%	100.00%

Plants that contains it

• Hippophae rhamnoides
• Metasequoia glyptostroboides
• Valeriana officinalis

Cross-Links

• PubChem: 5281227
• LOTUS: LTS0154130
• wikiData: Q385657