Capsanthin dipalmitate

Details

• Internal ID: ad3808d6-f090-486d-9d30-ba3147d723b6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
• IUPAC Name: [(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-19-[(1R,4S)-4-hexadecanoyloxy-1,2,2-trimethylcyclopentyl]-3,7,12,16-tetramethyl-19-oxononadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-yl] hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OC1CC(=C(C(C1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC(=O)C2(CC(CC2(C)C)OC(=O)CCCCCCCCCCCCCCC)C)C)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)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)/C=C/C(=O)[C@@]2(C[C@H](CC2(C)C)OC(=O)CCCCCCCCCCCCCCC)C)/C)/C)C
• InChI: InChI=1S/C72H116O5/c1-13-15-17-19-21-23-25-27-29-31-33-35-37-49-68(74)76-64-55-63(7)66(70(8,9)56-64)53-51-61(5)47-41-45-59(3)43-39-40-44-60(4)46-42-48-62(6)52-54-67(73)72(12)58-65(57-71(72,10)11)77-69(75)50-38-36-34-32-30-28-26-24-22-20-18-16-14-2/h39-48,51-54,64-65H,13-38,49-50,55-58H2,1-12H3/b40-39+,45-41+,46-42+,53-51+,54-52+,59-43+,60-44+,61-47+,62-48+/t64-,65+,72+/m1/s1
• InChI Key: SAMLPFAHRYIYAW-UFALDXFJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₂H₁₁₆O₅
• Molecular Weight: 1061.70 g/mol
• Exact Mass: 1060.88227680 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 26.40
• Atomic LogP (AlogP): 21.87
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 41

Synonyms

• Capsanthin dipalmitate [MI]
• UNII-INL206LJ9B
• INL206LJ9B
• 61345-77-5
• beta,kappa-Caroten-6'-one, 3,3'-bis((1-oxohexadecyl)oxy)-, (3R,3'S,5'R)-
• Capsanthin-di-palmitate
• DTXSID10210254
• Q27280818
• .BETA.,.KAPPA.-CAROTEN-6'-ONE, 3,3'-BIS((1-OXOHEXADECYL)OXY)-, (3R,3'S,5'R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	-	0.8438	84.38%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8381	83.81%
OATP2B1 inhibitior	-	0.7175	71.75%
OATP1B1 inhibitior	+	0.8468	84.68%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.7727	77.27%
P-glycoprotein substrate	+	0.5695	56.95%
CYP3A4 substrate	+	0.6870	68.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8963	89.63%
CYP3A4 inhibition	-	0.7673	76.73%
CYP2C9 inhibition	-	0.8457	84.57%
CYP2C19 inhibition	-	0.7532	75.32%
CYP2D6 inhibition	-	0.9069	90.69%
CYP1A2 inhibition	-	0.9372	93.72%
CYP2C8 inhibition	+	0.5644	56.44%
CYP inhibitory promiscuity	-	0.7500	75.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8323	83.23%
Carcinogenicity (trinary)	Non-required	0.5939	59.39%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.5669	56.69%
Skin corrosion	-	0.9874	98.74%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8267	82.67%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.5343	53.43%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.6479	64.79%
Acute Oral Toxicity (c)	III	0.7100	71.00%
Estrogen receptor binding	+	0.8400	84.00%
Androgen receptor binding	+	0.7428	74.28%
Thyroid receptor binding	+	0.6415	64.15%
Glucocorticoid receptor binding	+	0.7738	77.38%
Aromatase binding	+	0.5720	57.20%
PPAR gamma	+	0.7654	76.54%
Honey bee toxicity	-	0.8169	81.69%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7463	74.63%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.74%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.49%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.43%	91.71%
CHEMBL230	P35354	Cyclooxygenase-2	93.42%	89.63%
CHEMBL2581	P07339	Cathepsin D	93.25%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.50%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	90.92%	97.79%
CHEMBL299	P17252	Protein kinase C alpha	90.55%	98.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.46%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.73%	96.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.33%	96.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.10%	92.86%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.91%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.71%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	87.56%	92.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.32%	89.34%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.87%	97.21%
CHEMBL1870	P28702	Retinoid X receptor beta	85.52%	95.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.27%	96.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.82%	92.94%
CHEMBL217	P14416	Dopamine D2 receptor	83.87%	95.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.72%	100.00%
CHEMBL236	P41143	Delta opioid receptor	83.70%	99.35%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	83.64%	92.08%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.06%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.22%	93.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.19%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.10%	95.89%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.43%	97.29%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.32%	95.89%
CHEMBL2004	P48443	Retinoid X receptor gamma	81.10%	100.00%
CHEMBL325	Q13547	Histone deacetylase 1	80.77%	95.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.75%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.48%	97.25%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 71587212
• NPASS: NPC249472