Triarachidin

Details

• Internal ID: 25810b4b-3a54-4419-ae62-77f47d6ed940
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Triradylcglycerols > Triacylglycerols
• IUPAC Name: 2,3-di(icosanoyloxy)propyl icosanoate
• InChI: InChI=1S/C63H122O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-52-55-61(64)67-58-60(69-63(66)57-54-51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)59-68-62(65)56-53-50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h60H,4-59H2,1-3H3
• InChI Key: KCVWRCXEUJUXIG-UHFFFAOYSA-N
• Popularity: 104 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₁₂₂O₆
• Molecular Weight: 975.60 g/mol
• Exact Mass: 974.92414161 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 28.40
• Atomic LogP (AlogP): 21.11
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 59

Synonyms

• 620-64-4
• Triarachin
• Glyceryl triarachidate
• 2,3-di(icosanoyloxy)propyl icosanoate
• Eicosanoin, tri-
• Eicosanoic acid, 1,2,3-propanetriyl ester
• 1,2,3-Propanetriol trieicosanoate
• 48RPR95FW8
• EINECS 210-646-7
• DYNASAN 120
• DTXSID901018697
• Glycerol triarachinate
• RefChem:899049
• TRIARACHIDIN [INCI]
• 1,2,3Triarachinoylglycerol
• 1,2,3Trieicosanoylglycerol
• Propane1,2,3triyl triicosanoate
• 1,2,3Propanetriol trieicosanoate
• DTXCID301476740
• Eicosanoic acid, 1,2,3propanetriyl ester
• Triarachine
• Triarachidoylglycerol
• Propane-1,2,3-triyl triicosanoate
• Glycerol Trieicosanoate
• Triaachidin
• MFCD00042879
• trieicosanoylglycerol
• Glycerol triarachidate
• 1,2,3-trieicosanoyl-glycerol
• 1,2,3-trieicosanoyl-sn-glycerol
• propane-1,2,3-triyl tris(icosanoate)
• TG(20:0/20:0/20:0)
• TG(60:0)
• Trieicosanoin
• UNII-48RPR95FW8
• C63H122O6
• 1,3-bis(icosanoyloxy)propan-2-yl icosanoate
• 1,2,3-Trieicosanoyl Glycerol
• orb1301964
• orb3025004
• SCHEMBL9754706
• MSK2030
• LMGL03010003
• AKOS037645043
• EBC-616071
• Tracylglycerol(20:0/20:0/20:0)
• 2,3-Bis(icosanoyloxy)propyl icosanoate #
• AS-56408
• BP-43458
• FT172194
• SY051278
• DB-370594
• HY-125671
• CS-0092967
• NS00042727
• T1389
• T-6000
• T72717
• 1-arachidonyl-2-arachidonyl-3-arachidonyl-glycerol
• TAG(20:0/20:0/20:0)
• Q27259169

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9627	96.27%
Caco-2	-	0.8109	81.09%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8050	80.50%
OATP2B1 inhibitior	+	0.5707	57.07%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9590	95.90%
P-glycoprotein inhibitior	+	0.6762	67.62%
P-glycoprotein substrate	-	0.8825	88.25%
CYP3A4 substrate	-	0.5864	58.64%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	-	0.8577	85.77%
CYP2C9 inhibition	-	0.8761	87.61%
CYP2C19 inhibition	-	0.7979	79.79%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.8498	84.98%
CYP2C8 inhibition	-	0.9156	91.56%
CYP inhibitory promiscuity	-	0.8661	86.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6523	65.23%
Carcinogenicity (trinary)	Non-required	0.5230	52.30%
Eye corrosion	-	0.6076	60.76%
Eye irritation	-	0.6985	69.85%
Skin irritation	-	0.8935	89.35%
Skin corrosion	-	0.9849	98.49%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5436	54.36%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5857	58.57%
skin sensitisation	-	0.9633	96.33%
Respiratory toxicity	-	0.9333	93.33%
Reproductive toxicity	-	0.9889	98.89%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	+	0.5822	58.22%
Acute Oral Toxicity (c)	IV	0.6365	63.65%
Estrogen receptor binding	+	0.7362	73.62%
Androgen receptor binding	-	0.9170	91.70%
Thyroid receptor binding	-	0.6676	66.76%
Glucocorticoid receptor binding	-	0.5702	57.02%
Aromatase binding	-	0.6907	69.07%
PPAR gamma	-	0.5218	52.18%
Honey bee toxicity	-	0.9674	96.74%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.7604	76.04%
Fish aquatic toxicity	+	0.9339	93.39%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293235	P02545	Prelamin-A/C	17.8 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	96.71%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.62%	96.09%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	94.65%	85.94%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.57%	95.17%
CHEMBL299	P17252	Protein kinase C alpha	94.19%	98.03%
CHEMBL2581	P07339	Cathepsin D	93.48%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.05%	97.29%
CHEMBL5255	O00206	Toll-like receptor 4	88.72%	92.50%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.21%	92.08%
CHEMBL230	P35354	Cyclooxygenase-2	87.02%	89.63%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.50%	92.86%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.17%	96.95%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.33%	91.81%
CHEMBL340	P08684	Cytochrome P450 3A4	81.70%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.65%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.37%	100.00%

Plants that contains it

• Micromeria douglasii

Cross-Links

• PubChem: 522017
• LOTUS: LTS0197281
• wikiData: Q27259169