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Ligustrin 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 527dbb0c-68b6-4435-a1ca-4e8f93b1765b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2S,3R,4R,5S)-4,5-di(hexadecanoyloxy)-3-hydroxyoxan-2-yl] (4aS,6aS,6aS,6bR,10R,12aR,14bR)-10-hexadecanoyloxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CCCCCCCCCCCCCCCC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CC=C4C3(CCC5(C4CC(CC5)(C)C)C(=O)OC6C(C(C(CO6)OC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)O)C)C)C
SMILES (Isomeric) CCCCCCCCCCCCCCCC(=O)O[C@@H]1CC[C@@]2([C@@H]3CC=C4[C@H]5CC(CC[C@@]5(CC[C@]4([C@@]3(CCC2C1(C)C)C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@H](CO6)OC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)O)(C)C)C
InChI InChI=1S/C83H146O10/c1-11-14-17-20-23-26-29-32-35-38-41-44-47-50-71(84)90-67-64-89-76(74(87)75(67)92-73(86)52-49-46-43-40-37-34-31-28-25-22-19-16-13-3)93-77(88)83-61-59-78(4,5)63-66(83)65-53-54-69-80(8)57-56-70(79(6,7)68(80)55-58-82(69,10)81(65,9)60-62-83)91-72(85)51-48-45-42-39-36-33-30-27-24-21-18-15-12-2/h53,66-70,74-76,87H,11-52,54-64H2,1-10H3/t66-,67+,68?,69+,70-,74-,75+,76+,80+,81-,82-,83+/m1/s1
InChI Key VXOAPJVJWUAJCE-WECDMNCBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C83H146O10
Molecular Weight 1304.00 g/mol
Exact Mass 1303.09160085 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 29.50
Atomic LogP (AlogP) 23.23
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 47

Synonyms

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83145-46-4
[(2S,3R,4R,5S)-4,5-di(hexadecanoyloxy)-3-hydroxyoxan-2-yl] (4aS,6aS,6aS,6bR,10R,12aR,14bR)-10-hexadecanoyloxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
Olean-12-en-28-oic acid, 3-((1-oxohexadecyl)oxy)-,3,4-bis-O-(1-oxohexadecyl)-R-L-arabinopyranosyl ester,(3alpha)-

2D Structure

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2D Structure of Ligustrin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9754 97.54%
Caco-2 - 0.8526 85.26%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8268 82.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7057 70.57%
OATP1B3 inhibitior + 0.9104 91.04%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9530 95.30%
P-glycoprotein inhibitior + 0.7601 76.01%
P-glycoprotein substrate + 0.5283 52.83%
CYP3A4 substrate + 0.7372 73.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8615 86.15%
CYP3A4 inhibition - 0.6516 65.16%
CYP2C9 inhibition - 0.8449 84.49%
CYP2C19 inhibition - 0.8427 84.27%
CYP2D6 inhibition - 0.9206 92.06%
CYP1A2 inhibition - 0.7465 74.65%
CYP2C8 inhibition + 0.7428 74.28%
CYP inhibitory promiscuity - 0.8183 81.83%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6534 65.34%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9004 90.04%
Skin irritation + 0.5421 54.21%
Skin corrosion - 0.9518 95.18%
Ames mutagenesis - 0.7254 72.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6670 66.70%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.8699 86.99%
skin sensitisation - 0.8665 86.65%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8586 85.86%
Acute Oral Toxicity (c) III 0.8010 80.10%
Estrogen receptor binding + 0.7912 79.12%
Androgen receptor binding + 0.7339 73.39%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7453 74.53%
Aromatase binding + 0.6202 62.02%
PPAR gamma + 0.7757 77.57%
Honey bee toxicity - 0.7758 77.58%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.7588 75.88%
Fish aquatic toxicity + 0.9923 99.23%

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
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 99.71% 95.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.53% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.83% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.07% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.83% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.69% 99.17%
CHEMBL5255 O00206 Toll-like receptor 4 94.52% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.88% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 92.24% 90.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.90% 96.77%
CHEMBL4302 P08183 P-glycoprotein 1 91.40% 92.98%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.09% 97.25%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 88.62% 91.81%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.89% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.73% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.66% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.26% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.58% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.55% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.20% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.18% 99.23%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.66% 95.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.70% 96.90%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.68% 94.33%

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.
Ligustrum ovalifolium

Cross-Links

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PubChem 179684
LOTUS LTS0228591
wikiData Q105298630