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Tricolorin A

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 4919bce6-3ff0-4de0-954a-67cfc121ed11
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,22S,23R,24R,26R)-4,5,23-trihydroxy-24-(hydroxymethyl)-6-methyl-20-oxo-10-pentyl-2,7,9,21,25-pentaoxatricyclo[20.3.1.03,8]hexacosan-26-yl]oxy]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (2S)-2-methylbutanoate
SMILES (Canonical) CCCCCC1CCCCCCCCCC(=O)OC2C(C(OC(C2OC3C(C(C(C(O3)C)OC(=O)C(C)CC)OC4C(C(C(C(O4)C)O)O)O)OC(=O)C(C)CC)OC5C(C(C(OC5O1)C)O)O)CO)O
SMILES (Isomeric) CCCCC[C@H]1CCCCCCCCCC(=O)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)OC(=O)[C@@H](C)CC)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)OC(=O)[C@@H](C)CC)O[C@@H]5[C@H]([C@H]([C@H](O[C@H]5O1)C)O)O)CO)O
InChI InChI=1S/C50H86O21/c1-9-12-18-21-30-22-19-16-14-13-15-17-20-23-32(52)66-40-35(55)31(24-51)65-50(69-41-37(57)34(54)28(7)62-48(41)64-30)43(40)71-49-44(68-46(60)26(5)11-3)42(39(29(8)63-49)67-45(59)25(4)10-2)70-47-38(58)36(56)33(53)27(6)61-47/h25-31,33-44,47-51,53-58H,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 DWBKNMQALHFQLC-YSLUMIJWSA-N
Popularity 10 references in papers

Physical and Chemical Properties

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Molecular Formula C50H86O21
Molecular Weight 1023.20 g/mol
Exact Mass 1022.56615975 g/mol
Topological Polar Surface Area (TPSA) 294.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 2.58
H-Bond Acceptor 21
H-Bond Donor 7
Rotatable Bonds 15

Synonyms

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CHEMBL506601
[(2S,3S,4R,5R,6S)-2-methyl-5-[(2S)-2-methylbutanoyl]oxy-6-[[(1S,3R,4S,5R,6R,8R,10S,22S,23R,24R,26R)-4,5,23-trihydroxy-24-(hydroxymethyl)-6-methyl-20-oxo-10-pentyl-2,7,9,21,25-pentaoxatricyclo[20.3.1.03,8]hexacosan-26-yl]oxy]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (2S)-2-methylbutanoate

2D Structure

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2D Structure of Tricolorin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5080 50.80%
Caco-2 - 0.8686 86.86%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8099 80.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8160 81.60%
OATP1B3 inhibitior + 0.8454 84.54%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9095 90.95%
P-glycoprotein inhibitior + 0.7113 71.13%
P-glycoprotein substrate + 0.6474 64.74%
CYP3A4 substrate + 0.6954 69.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8881 88.81%
CYP3A4 inhibition - 0.7455 74.55%
CYP2C9 inhibition - 0.9177 91.77%
CYP2C19 inhibition - 0.8573 85.73%
CYP2D6 inhibition - 0.9474 94.74%
CYP1A2 inhibition - 0.8774 87.74%
CYP2C8 inhibition + 0.6244 62.44%
CYP inhibitory promiscuity - 0.9770 97.70%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7571 75.71%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9050 90.50%
Skin irritation - 0.7993 79.93%
Skin corrosion - 0.9598 95.98%
Ames mutagenesis - 0.6978 69.78%
Human Ether-a-go-go-Related Gene inhibition - 0.3864 38.64%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6290 62.90%
skin sensitisation - 0.9324 93.24%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity - 0.6222 62.22%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8144 81.44%
Acute Oral Toxicity (c) III 0.6414 64.14%
Estrogen receptor binding + 0.8154 81.54%
Androgen receptor binding + 0.6222 62.22%
Thyroid receptor binding - 0.5481 54.81%
Glucocorticoid receptor binding + 0.6564 65.64%
Aromatase binding + 0.5969 59.69%
PPAR gamma + 0.6773 67.73%
Honey bee toxicity - 0.7554 75.54%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5526 55.26%
Fish aquatic toxicity + 0.9191 91.91%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2581 P07339 Cathepsin D 98.95% 98.95%
CHEMBL4072 P07858 Cathepsin B 96.46% 93.67%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.76% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.46% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.94% 97.25%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 92.91% 100.00%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 92.19% 90.24%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.97% 92.62%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.85% 93.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.32% 96.61%
CHEMBL5255 O00206 Toll-like receptor 4 90.83% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.21% 99.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.39% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.74% 89.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.44% 96.47%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.09% 96.21%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.08% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.71% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 87.64% 91.19%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.21% 90.71%
CHEMBL2996 Q05655 Protein kinase C delta 85.01% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.12% 97.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 83.91% 97.29%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.10% 83.00%
CHEMBL2514 O95665 Neurotensin receptor 2 82.30% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.85% 96.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.75% 98.75%
CHEMBL1968 P07099 Epoxide hydrolase 1 81.67% 98.57%
CHEMBL3401 O75469 Pregnane X receptor 81.54% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.24% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.20% 96.77%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.20% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.15% 95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Ipomoea tricolor

Cross-Links

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PubChem 10418553
LOTUS LTS0000646
wikiData Q104990462