Tricolorin D

Details

• Internal ID: 542a767b-a88e-44b1-a731-bc9d04f0f3fa
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2S,3S,4R,5R,6S)-2-methyl-5-[(2S)-2-methylbutanoyl]oxy-6-[[(1S,3R,4S,5R,6R,8R,10S,23R,24S,25S,26R)-4,5,24,25-tetrahydroxy-6-methyl-20-oxo-10-pentyl-2,7,9,21,27-pentaoxatricyclo[21.3.1.03,8]heptacosan-26-yl]oxy]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (2S)-2-methylbutanoate
• InChI: InChI=1S/C50H86O21/c1-9-12-18-21-30-22-19-16-14-13-15-17-20-23-32(51)61-24-31-35(54)38(57)42(49(66-31)69-41-37(56)34(53)28(7)63-48(41)65-30)70-50-44(68-46(60)26(5)11-3)43(40(29(8)64-50)67-45(59)25(4)10-2)71-47-39(58)36(55)33(52)27(6)62-47/h25-31,33-44,47-50,52-58H,9-24H2,1-8H3/t25-,26-,27-,28+,29-,30-,31+,33-,34-,35+,36+,37-,38-,39+,40-,41+,42+,43+,44+,47-,48-,49-,50-/m0/s1
• InChI Key: UBRLBRKLLFOEPE-RGKUUGFNSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₆O₂₁
• Molecular Weight: 1023.20 g/mol
• Exact Mass: 1022.56615975 g/mol
• Topological Polar Surface Area (TPSA): 294.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 21
• H-Bond Donor: 7
• Rotatable Bonds: 14

Synonyms

• ((2S,3S,4R,5R,6S)-2-methyl-5-((2S)-2-methylbutanoyl)oxy-6-(((1S,3R,4S,5R,6R,8R,10S,23R,24S,25S,26R)-4,5,24,25-tetrahydroxy-6-methyl-20-oxo-10-pentyl-2,7,9,21,27-pentaoxatricyclo(21.3.1.03,8)heptacosan-26-yl)oxy)-4-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl) (2S)-2-methylbutanoate
• [(2S,3S,4R,5R,6S)-2-methyl-5-[(2S)-2-methylbutanoyl]oxy-6-[[(1S,3R,4S,5R,6R,8R,10S,23R,24S,25S,26R)-4,5,24,25-tetrahydroxy-6-methyl-20-oxo-10-pentyl-2,7,9,21,27-pentaoxatricyclo[21.3.1.03,8]heptacosan-26-yl]oxy]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (2S)-2-methylbutanoate
• RefChem:191366
• CHEMBL450741

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6397	63.97%
Caco-2	-	0.8681	86.81%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8367	83.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8435	84.35%
OATP1B3 inhibitior	+	0.8291	82.91%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8716	87.16%
P-glycoprotein inhibitior	+	0.7126	71.26%
P-glycoprotein substrate	+	0.7029	70.29%
CYP3A4 substrate	+	0.6991	69.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8899	88.99%
CYP3A4 inhibition	-	0.7594	75.94%
CYP2C9 inhibition	-	0.9061	90.61%
CYP2C19 inhibition	-	0.8416	84.16%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.8796	87.96%
CYP2C8 inhibition	+	0.6326	63.26%
CYP inhibitory promiscuity	-	0.9653	96.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7446	74.46%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9045	90.45%
Skin irritation	-	0.7752	77.52%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	-	0.6778	67.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4104	41.04%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9336	93.36%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8455	84.55%
Acute Oral Toxicity (c)	III	0.5797	57.97%
Estrogen receptor binding	+	0.7955	79.55%
Androgen receptor binding	+	0.5748	57.48%
Thyroid receptor binding	-	0.5469	54.69%
Glucocorticoid receptor binding	+	0.6576	65.76%
Aromatase binding	+	0.6145	61.45%
PPAR gamma	+	0.6753	67.53%
Honey bee toxicity	-	0.7482	74.82%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6078	60.78%
Fish aquatic toxicity	+	0.9605	96.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.34%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.14%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.55%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.84%	96.09%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	93.84%	90.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.33%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.00%	96.61%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.53%	92.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.69%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.29%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.07%	96.47%
CHEMBL5255	O00206	Toll-like receptor 4	90.98%	92.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.42%	96.38%
CHEMBL340	P08684	Cytochrome P450 3A4	89.99%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.11%	99.17%
CHEMBL4072	P07858	Cathepsin B	88.31%	93.67%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.14%	94.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.76%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.22%	95.89%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.11%	83.00%
CHEMBL1968	P07099	Epoxide hydrolase 1	84.89%	98.57%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.42%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	84.41%	94.73%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.10%	96.77%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.86%	92.86%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.72%	96.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.74%	97.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.27%	98.75%

Plants that contains it

• Ipomoea tricolor

Cross-Links

• PubChem: 44575282
• LOTUS: LTS0031104
• wikiData: Q105269606