Tetrastearoylcardiolipin

Details

• Internal ID: e25ceea8-c3f1-43d8-b482-40213fda4144
• Taxonomy: Lipids and lipid-like molecules > Glycerophospholipids > Glycerophosphoglycerophosphoglycerols > Cardiolipins
• IUPAC Name: [(2R)-3-[[3-[[(2R)-2,3-di(octadecanoyloxy)propoxy]-hydroxyphosphoryl]oxy-2-hydroxypropoxy]-hydroxyphosphoryl]oxy-2-octadecanoyloxypropyl] octadecanoate
• InChI: InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t76-,77-/m1/s1
• InChI Key: XVTUQDWPJJBEHJ-KZCWQMDCSA-N
• Popularity: 2,642 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₁H₁₅₈O₁₇P₂
• Molecular Weight: 1466.10 g/mol
• Exact Mass: 1465.09742756 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: 30.50
• Atomic LogP (AlogP): 24.57
• H-Bond Acceptor: 15
• H-Bond Donor: 3
• Rotatable Bonds: 82

Synonyms

• tetrastearoyl cardiolipin
• tetra-dodecanoylcardiolipin
• tetra-dodecanoyl cardiolipin
• 1,1'2,2'-tetrastearoylcardiolipin
• 1,1'2,2'-tetrastearoyl cardiolipin
• 1,1'2,2'-tetra-dodecanoylcardiolipin
• 1,1'2,2'-tetra-dodecanoyl cardiolipin
• CHEBI:62861
• [(2R)-3-[[3-[[(2R)-2,3-di(octadecanoyloxy)propoxy]-hydroxyphosphoryl]oxy-2-hydroxypropoxy]-hydroxyphosphoryl]oxy-2-octadecanoyloxypropyl] octadecanoate
• ((2R)-3-((3-(((2R)-2,3-di(octadecanoyloxy)propoxy)-hydroxyphosphoryl)oxy-2-hydroxypropoxy)-hydroxyphosphoryl)oxy-2-octadecanoyloxypropyl) octadecanoate
• RefChem:897529
• GlyTouCan:G54484EZ
• G54484EZ
• CL(1'-[18:0/18:0],3'-[18:0/18:0])
• 1',3'-Bis-[1,2-dioctadecanoyl-sn-glycero-3-phospho]-sn-glycerol
• CDL
• Epitope ID:161168
• SCHEMBL40385
• SCHEMBL26881109
• LMGP12010266
• DB03429
• 1',3'-bis[1,2-bis(octadecanoyl)-sn-glycero-3-phospho]-sn-glycerol
• (21R,33R)-24,27,30-trihydroxy-24,30-dioxido-18,36-dioxo-19,23,25,29,31,35-hexaoxa-24lambda(5),30lambda(5)-diphosphatripentacontane-21,33-diyl dioctadecanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7447	74.47%
Caco-2	-	0.8535	85.35%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7809	78.09%
OATP2B1 inhibitior	-	0.5692	56.92%
OATP1B1 inhibitior	+	0.8937	89.37%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9097	90.97%
P-glycoprotein inhibitior	+	0.7421	74.21%
P-glycoprotein substrate	-	0.7005	70.05%
CYP3A4 substrate	+	0.5367	53.67%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8475	84.75%
CYP3A4 inhibition	-	0.8316	83.16%
CYP2C9 inhibition	-	0.8828	88.28%
CYP2C19 inhibition	-	0.8453	84.53%
CYP2D6 inhibition	-	0.9152	91.52%
CYP1A2 inhibition	-	0.8687	86.87%
CYP2C8 inhibition	-	0.8445	84.45%
CYP inhibitory promiscuity	-	0.9706	97.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6500	65.00%
Carcinogenicity (trinary)	Non-required	0.6294	62.94%
Eye corrosion	+	0.4877	48.77%
Eye irritation	-	0.8919	89.19%
Skin irritation	-	0.7590	75.90%
Skin corrosion	-	0.5000	50.00%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4194	41.94%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5233	52.33%
skin sensitisation	-	0.8590	85.90%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.8000	80.00%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.6498	64.98%
Acute Oral Toxicity (c)	III	0.5609	56.09%
Estrogen receptor binding	+	0.7724	77.24%
Androgen receptor binding	-	0.5808	58.08%
Thyroid receptor binding	+	0.5132	51.32%
Glucocorticoid receptor binding	+	0.6118	61.18%
Aromatase binding	+	0.5913	59.13%
PPAR gamma	+	0.6656	66.56%
Honey bee toxicity	-	0.8098	80.98%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6328	63.28%
Fish aquatic toxicity	+	0.9484	94.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	99.09%	95.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	98.76%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.93%	96.09%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	96.45%	85.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.45%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.11%	92.86%
CHEMBL2581	P07339	Cathepsin D	94.55%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	92.59%	98.03%
CHEMBL5255	O00206	Toll-like receptor 4	91.62%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.54%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.02%	96.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.44%	92.08%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	85.18%	91.81%
CHEMBL2885	P07451	Carbonic anhydrase III	83.37%	87.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.18%	94.33%
CHEMBL3401	O75469	Pregnane X receptor	82.82%	94.73%
CHEMBL4333	P21453	Sphingosine 1-phosphate receptor Edg-1	82.19%	96.99%
CHEMBL1907	P15144	Aminopeptidase N	81.90%	93.31%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.77%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.67%	93.56%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.65%	82.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.21%	100.00%

Plants that contains it

• Alchemilla pentaphyllea
• Azadirachta indica

Cross-Links

• PubChem: 449005
• NPASS: NPC61449
• LOTUS: LTS0266617
• wikiData: Q105343151