Rhodobacterioxanthin

Details

• Internal ID: 4dc822cd-0bba-417c-8d8c-11062521308b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
• IUPAC Name: (2E,4E,6E,8E,10E,12E,14E,16E)-19-methoxy-2-[(1E,3E,5E,7E,9E)-12-methoxy-4,8,12-trimethyltrideca-1,3,5,7,9-pentaenyl]-7,11,15,19-tetramethylicosa-2,4,6,8,10,12,14,16-octaenal
• SMILES (Canonical): CC(=CC=CC(=CC=CC(=CC=CC=C(C=CC=C(C)C=CC=C(C)C=CCC(C)(C)OC)C=O)C)C)C=CCC(C)(C)OC
• SMILES (Isomeric): C/C(=C\C=C\C(=C\C=C\C(=C\C=C\C=C(/C=C/C=C(\C)/C=C/C=C(\C)/C=C/CC(C)(C)OC)\C=O)\C)\C)/C=C/CC(C)(C)OC
• InChI: InChI=1S/C42H58O3/c1-35(21-14-22-36(2)23-15-25-38(4)28-18-32-41(6,7)44-10)20-12-13-30-40(34-43)31-17-27-37(3)24-16-26-39(5)29-19-33-42(8,9)45-11/h12-31,34H,32-33H2,1-11H3/b13-12+,21-14+,23-15+,24-16+,28-18+,29-19+,31-17+,35-20+,36-22+,37-27+,38-25+,39-26+,40-30+
• InChI Key: ZPYRTVUAMSRSOX-YHCBAUBSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₈O₃
• Molecular Weight: 610.90 g/mol
• Exact Mass: 610.43859571 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 12.50
• Atomic LogP (AlogP): 11.37
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 19

Synonyms

• 183308-55-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	-	0.8128	81.28%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6819	68.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8450	84.50%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9956	99.56%
P-glycoprotein inhibitior	+	0.8067	80.67%
P-glycoprotein substrate	-	0.8177	81.77%
CYP3A4 substrate	+	0.5560	55.60%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8315	83.15%
CYP3A4 inhibition	-	0.8964	89.64%
CYP2C9 inhibition	-	0.8447	84.47%
CYP2C19 inhibition	-	0.8121	81.21%
CYP2D6 inhibition	-	0.9400	94.00%
CYP1A2 inhibition	-	0.8798	87.98%
CYP2C8 inhibition	-	0.8133	81.33%
CYP inhibitory promiscuity	-	0.7181	71.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5660	56.60%
Carcinogenicity (trinary)	Non-required	0.4920	49.20%
Eye corrosion	-	0.6549	65.49%
Eye irritation	-	0.8805	88.05%
Skin irritation	+	0.7020	70.20%
Skin corrosion	-	0.9919	99.19%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8687	86.87%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5353	53.53%
skin sensitisation	+	0.8794	87.94%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.9000	90.00%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.7311	73.11%
Acute Oral Toxicity (c)	IV	0.6342	63.42%
Estrogen receptor binding	+	0.7966	79.66%
Androgen receptor binding	-	0.7306	73.06%
Thyroid receptor binding	+	0.7362	73.62%
Glucocorticoid receptor binding	+	0.7121	71.21%
Aromatase binding	-	0.5261	52.61%
PPAR gamma	+	0.7566	75.66%
Honey bee toxicity	-	0.8063	80.63%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7601	76.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.26%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.96%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.91%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.28%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.03%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	81.59%	83.82%
CHEMBL1870	P28702	Retinoid X receptor beta	81.43%	95.00%
CHEMBL2581	P07339	Cathepsin D	80.86%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.29%	91.11%

Plants that contains it

• Tridax procumbens

Cross-Links

• PubChem: 6442228
• LOTUS: LTS0007877
• wikiData: Q82956267