PlantaeDB Logo
Login Sign-up

Jagaricin

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

Top
Internal ID c698367f-52b1-4342-8442-f64da7a3ed32
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (3S)-N-[(Z)-1-[[(3R,6S,12R,15E,18R,21R,24S,25R)-12-(3-amino-3-oxopropyl)-15-ethylidene-6,21-bis[(1S)-1-hydroxyethyl]-18-[(4-hydroxyphenyl)methyl]-3-(1H-imidazol-5-ylmethyl)-25-methyl-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-24-yl]amino]-1-oxobut-2-en-2-yl]-3-hydroxytetradecanamide
SMILES (Canonical) CCCCCCCCCCCC(CC(=O)NC(=CC)C(=O)NC1C(OC(=O)C(NC(=O)C(NC(=O)CNC(=O)C(NC(=O)C(=CC)NC(=O)C(NC(=O)C(NC1=O)C(C)O)CC2=CC=C(C=C2)O)CCC(=O)N)C(C)O)CC3=CN=CN3)C)O
SMILES (Isomeric) CCCCCCCCCCC[C@@H](CC(=O)N/C(=C\C)/C(=O)N[C@H]1[C@H](OC(=O)[C@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](NC(=O)/C(=C\C)/NC(=O)[C@H](NC(=O)[C@H](NC1=O)[C@H](C)O)CC2=CC=C(C=C2)O)CCC(=O)N)[C@H](C)O)CC3=CN=CN3)C)O
InChI InChI=1S/C56H84N12O16/c1-7-10-11-12-13-14-15-16-17-18-37(72)27-44(74)61-38(8-2)51(78)68-48-33(6)84-56(83)42(26-35-28-58-30-60-35)65-53(80)46(31(4)69)66-45(75)29-59-49(76)40(23-24-43(57)73)63-50(77)39(9-3)62-52(79)41(25-34-19-21-36(71)22-20-34)64-54(81)47(32(5)70)67-55(48)82/h8-9,19-22,28,30-33,37,40-42,46-48,69-72H,7,10-18,23-27,29H2,1-6H3,(H2,57,73)(H,58,60)(H,59,76)(H,61,74)(H,62,79)(H,63,77)(H,64,81)(H,65,80)(H,66,75)(H,67,82)(H,68,78)/b38-8-,39-9+/t31-,32-,33+,37-,40+,41+,42+,46-,47+,48-/m0/s1
InChI Key GXSYDPCLPOIUNM-SDNZGRCJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C56H84N12O16
Molecular Weight 1181.30 g/mol
Exact Mass 1180.61282464 g/mol
Topological Polar Surface Area (TPSA) 441.00 Ų
XlogP 2.80
Atomic LogP (AlogP) -1.39
H-Bond Acceptor 17
H-Bond Donor 15
Rotatable Bonds 24

Synonyms

Top
(3S)-N-((Z)-1-(((3R,6S,12R,15E,18R,21R,24S,25R)-12-(3-amino-3-oxopropyl)-15-ethylidene-6,21-bis((1S)-1-hydroxyethyl)-18-((4-hydroxyphenyl)methyl)-3-(1H-imidazol-5-ylmethyl)-25-methyl-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-24-yl)amino)-1-oxobut-2-en-2-yl)-3-hydroxytetradecanamide
(3S)-N-[(Z)-1-[[(3R,6S,12R,15E,18R,21R,24S,25R)-12-(3-amino-3-oxopropyl)-15-ethylidene-6,21-bis[(1S)-1-hydroxyethyl]-18-[(4-hydroxyphenyl)methyl]-3-(1H-imidazol-5-ylmethyl)-25-methyl-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-24-yl]amino]-1-oxobut-2-en-2-yl]-3-hydroxytetradecanamide
RefChem:923874
CHEBI:221911

2D Structure

Top
2D Structure of Jagaricin

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8247 82.47%
Caco-2 - 0.8663 86.63%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5011 50.11%
OATP2B1 inhibitior - 0.8579 85.79%
OATP1B1 inhibitior + 0.7946 79.46%
OATP1B3 inhibitior + 0.9171 91.71%
MATE1 inhibitior - 0.8809 88.09%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9685 96.85%
P-glycoprotein inhibitior + 0.7420 74.20%
P-glycoprotein substrate + 0.8825 88.25%
CYP3A4 substrate + 0.7405 74.05%
CYP2C9 substrate - 0.8056 80.56%
CYP2D6 substrate - 0.8631 86.31%
CYP3A4 inhibition + 0.5435 54.35%
CYP2C9 inhibition - 0.8640 86.40%
CYP2C19 inhibition - 0.8500 85.00%
CYP2D6 inhibition - 0.9037 90.37%
CYP1A2 inhibition - 0.8492 84.92%
CYP2C8 inhibition + 0.8458 84.58%
CYP inhibitory promiscuity - 0.8428 84.28%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.5819 58.19%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.8971 89.71%
Skin irritation - 0.7725 77.25%
Skin corrosion - 0.9273 92.73%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7021 70.21%
Micronuclear + 0.7700 77.00%
Hepatotoxicity - 0.6341 63.41%
skin sensitisation - 0.8513 85.13%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.5403 54.03%
Acute Oral Toxicity (c) III 0.6232 62.32%
Estrogen receptor binding + 0.6860 68.60%
Androgen receptor binding + 0.7224 72.24%
Thyroid receptor binding + 0.6161 61.61%
Glucocorticoid receptor binding + 0.7041 70.41%
Aromatase binding + 0.6919 69.19%
PPAR gamma + 0.7328 73.28%
Honey bee toxicity - 0.6578 65.78%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5842 58.42%
Fish aquatic toxicity + 0.9414 94.14%

Targets

Top

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
CHEMBL3038469 P24941 CDK2/Cyclin A 99.48% 91.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.07% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.03% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.71% 94.45%
CHEMBL2581 P07339 Cathepsin D 98.56% 98.95%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 98.15% 93.10%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.98% 99.17%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 96.26% 92.88%
CHEMBL2208 P49137 MAP kinase-activated protein kinase 2 95.90% 95.20%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 95.57% 97.64%
CHEMBL4040 P28482 MAP kinase ERK2 95.42% 83.82%
CHEMBL5103 Q969S8 Histone deacetylase 10 94.90% 90.08%
CHEMBL230 P35354 Cyclooxygenase-2 94.45% 89.63%
CHEMBL255 P29275 Adenosine A2b receptor 94.01% 98.59%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 93.87% 96.90%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 93.55% 100.00%
CHEMBL236 P41143 Delta opioid receptor 92.71% 99.35%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 92.56% 97.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.77% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.43% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.19% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 90.00% 97.79%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.42% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.36% 85.14%
CHEMBL2514 O95665 Neurotensin receptor 2 86.92% 100.00%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 86.29% 97.23%
CHEMBL301 P24941 Cyclin-dependent kinase 2 86.10% 91.23%
CHEMBL2535 P11166 Glucose transporter 85.90% 98.75%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 85.78% 90.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.59% 100.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 85.29% 85.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.28% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 85.18% 90.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.52% 95.50%
CHEMBL3310 Q96DB2 Histone deacetylase 11 84.38% 88.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.23% 89.00%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 83.42% 83.10%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 83.06% 82.38%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.98% 93.56%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 82.56% 91.81%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.17% 98.05%
CHEMBL3401 O75469 Pregnane X receptor 82.03% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.95% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.51% 95.56%

Plants that contains it

Top
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

Top
PubChem 145720636
LOTUS LTS0201428
wikiData Q105023369