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Lupan-3beta-caffeate

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 25917f1a-15ed-4e85-bf57-fead001713ff
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1S,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-propan-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC(C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)O)C)C
SMILES (Isomeric) CC(C)[C@@H]1CC[C@]2([C@H]1[C@@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)OC(=O)/C=C/C6=CC(=C(C=C6)O)O)C)C
InChI InChI=1S/C39H58O4/c1-24(2)26-15-18-36(5)21-22-38(7)27(34(26)36)11-13-31-37(6)19-17-32(35(3,4)30(37)16-20-39(31,38)8)43-33(42)14-10-25-9-12-28(40)29(41)23-25/h9-10,12,14,23-24,26-27,30-32,34,40-41H,11,13,15-22H2,1-8H3/b14-10+/t26-,27-,30-,31+,32-,34+,36+,37-,38+,39+/m0/s1
InChI Key GNSBJLIUCRFMQF-FIZNNNPCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H58O4
Molecular Weight 590.90 g/mol
Exact Mass 590.43351033 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 11.90
Atomic LogP (AlogP) 9.78
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Lupan-3beta-caffeate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9923 99.23%
Caco-2 - 0.8246 82.46%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8222 82.22%
OATP2B1 inhibitior - 0.5662 56.62%
OATP1B1 inhibitior + 0.8850 88.50%
OATP1B3 inhibitior + 0.9111 91.11%
MATE1 inhibitior - 0.5200 52.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9376 93.76%
P-glycoprotein inhibitior + 0.7287 72.87%
P-glycoprotein substrate - 0.6321 63.21%
CYP3A4 substrate + 0.7090 70.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8726 87.26%
CYP3A4 inhibition - 0.7486 74.86%
CYP2C9 inhibition - 0.8467 84.67%
CYP2C19 inhibition - 0.6981 69.81%
CYP2D6 inhibition - 0.9278 92.78%
CYP1A2 inhibition + 0.5309 53.09%
CYP2C8 inhibition + 0.7516 75.16%
CYP inhibitory promiscuity - 0.9024 90.24%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5872 58.72%
Eye corrosion - 0.9945 99.45%
Eye irritation - 0.9262 92.62%
Skin irritation - 0.5684 56.84%
Skin corrosion - 0.9559 95.59%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3667 36.67%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.7334 73.34%
skin sensitisation - 0.8048 80.48%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.9351 93.51%
Acute Oral Toxicity (c) IV 0.4700 47.00%
Estrogen receptor binding + 0.7589 75.89%
Androgen receptor binding + 0.8314 83.14%
Thyroid receptor binding + 0.5579 55.79%
Glucocorticoid receptor binding + 0.7814 78.14%
Aromatase binding + 0.7823 78.23%
PPAR gamma + 0.7580 75.80%
Honey bee toxicity - 0.6903 69.03%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5845 58.45%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.74% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.72% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.36% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.17% 96.09%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 92.38% 91.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.78% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.77% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 90.48% 94.75%
CHEMBL3788 O00444 Serine/threonine-protein kinase PLK4 89.47% 83.65%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.69% 89.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 87.58% 85.31%
CHEMBL1951 P21397 Monoamine oxidase A 87.06% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.92% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.99% 90.71%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.72% 96.38%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.67% 99.15%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.12% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.90% 91.19%
CHEMBL2581 P07339 Cathepsin D 83.48% 98.95%
CHEMBL3194 P02766 Transthyretin 83.11% 90.71%
CHEMBL2535 P11166 Glucose transporter 82.41% 98.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.30% 92.62%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.05% 94.97%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.98% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.48% 92.94%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.60% 91.07%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.42% 94.08%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.18% 85.30%

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.
There are no matching plants.

Cross-Links

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PubChem 44559221
LOTUS LTS0092008
wikiData Q105013210