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Jasplakinolide

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 2f798725-efae-40f6-a7ec-5f07243db4f8
Taxonomy Organic acids and derivatives > Peptidomimetics > Hybrid peptides
IUPAC Name (4R,7R,10S,13S,15E,17R,19S)-7-[(2-bromo-1H-indol-3-yl)methyl]-4-(4-hydroxyphenyl)-8,10,13,15,17,19-hexamethyl-1-oxa-5,8,11-triazacyclononadec-15-ene-2,6,9,12-tetrone
SMILES (Canonical) CC1CC(OC(=O)CC(NC(=O)C(N(C(=O)C(NC(=O)C(CC(=C1)C)C)C)C)CC2=C(NC3=CC=CC=C32)Br)C4=CC=C(C=C4)O)C
SMILES (Isomeric) C[C@@H]\1C[C@@H](OC(=O)C[C@@H](NC(=O)[C@H](N(C(=O)[C@@H](NC(=O)[C@H](C/C(=C1)/C)C)C)C)CC2=C(NC3=CC=CC=C32)Br)C4=CC=C(C=C4)O)C
InChI InChI=1S/C36H45BrN4O6/c1-20-15-21(2)17-23(4)47-32(43)19-30(25-11-13-26(42)14-12-25)40-35(45)31(18-28-27-9-7-8-10-29(27)39-33(28)37)41(6)36(46)24(5)38-34(44)22(3)16-20/h7-15,21-24,30-31,39,42H,16-19H2,1-6H3,(H,38,44)(H,40,45)/b20-15+/t21-,22-,23-,24-,30+,31+/m0/s1
InChI Key GQWYWHOHRVVHAP-DHKPLNAMSA-N
Popularity 313 references in papers

Physical and Chemical Properties

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Molecular Formula C36H45BrN4O6
Molecular Weight 709.70 g/mol
Exact Mass 708.25225 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 5.70
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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Jaspamide
102396-24-7
CHEBI:66104
(4R,7R,10S,13S,15E,17R,19S)-7-[(2-Bromo-1H-indol-3-yl)methyl]-4-(4-hydroxyphenyl)-8,10,13,15,17,19-hexamethyl-1-oxa-5,8,11-triazacyclononadec-15-ene-2,6,9,12-tetrone
beta-Alanine, N-(2-bromo-N-(N-(8-hydroxy-2,4,6-trimethyl-1-oxo-4-nonenyl)-L-alanyl)-N-methyl-D-tryptophyl)-L-3-(4-hydroxyphenyl)-, p-lactone, (2S-(2R*,4E,6S*,8R*))-
Cyclo[(3R)-3-(4-hydroxyphenyl)-?-alanyl-(2S,4E,6R,8S)-8-hydroxy-2,4,6-trimethyl-4-nonenoyl-L-alanyl-2-bromo-N-methyl-D-tryptophyl]
MLS002702908
C36H45BrN4O6
NSC613009
SCHEMBL62754
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Jasplakinolide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9860 98.60%
Caco-2 - 0.8123 81.23%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.4111 41.11%
OATP2B1 inhibitior + 0.5744 57.44%
OATP1B1 inhibitior - 0.3385 33.85%
OATP1B3 inhibitior + 0.9171 91.71%
MATE1 inhibitior - 0.8035 80.35%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9940 99.40%
P-glycoprotein inhibitior + 0.8333 83.33%
P-glycoprotein substrate + 0.7087 70.87%
CYP3A4 substrate + 0.7335 73.35%
CYP2C9 substrate - 0.6095 60.95%
CYP2D6 substrate - 0.8216 82.16%
CYP3A4 inhibition - 0.6001 60.01%
CYP2C9 inhibition - 0.6472 64.72%
CYP2C19 inhibition - 0.5972 59.72%
CYP2D6 inhibition - 0.8799 87.99%
CYP1A2 inhibition - 0.7214 72.14%
CYP2C8 inhibition + 0.7687 76.87%
CYP inhibitory promiscuity + 0.6299 62.99%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7810 78.10%
Carcinogenicity (trinary) Danger 0.4174 41.74%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.9414 94.14%
Skin irritation - 0.7798 77.98%
Skin corrosion - 0.9296 92.96%
Ames mutagenesis + 0.6518 65.18%
Human Ether-a-go-go-Related Gene inhibition + 0.6646 66.46%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.5335 53.35%
skin sensitisation - 0.8597 85.97%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7901 79.01%
Acute Oral Toxicity (c) III 0.5584 55.84%
Estrogen receptor binding + 0.7813 78.13%
Androgen receptor binding + 0.7752 77.52%
Thyroid receptor binding + 0.6324 63.24%
Glucocorticoid receptor binding + 0.7872 78.72%
Aromatase binding + 0.5865 58.65%
PPAR gamma + 0.7786 77.86%
Honey bee toxicity - 0.7382 73.82%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9933 99.33%

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 98.29% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.83% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 97.81% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.73% 91.11%
CHEMBL5103 Q969S8 Histone deacetylase 10 97.52% 90.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 96.43% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.11% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.02% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.61% 96.09%
CHEMBL3310 Q96DB2 Histone deacetylase 11 92.02% 88.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.43% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 90.86% 97.79%
CHEMBL206 P03372 Estrogen receptor alpha 90.55% 97.64%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.92% 94.45%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 88.19% 91.71%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 88.05% 89.67%
CHEMBL325 Q13547 Histone deacetylase 1 87.62% 95.92%
CHEMBL255 P29275 Adenosine A2b receptor 84.31% 98.59%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.92% 93.00%
CHEMBL2535 P11166 Glucose transporter 83.47% 98.75%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 83.27% 96.39%
CHEMBL4523377 Q86WV6 Stimulator of interferon genes protein 82.49% 95.48%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.35% 86.33%
CHEMBL217 P14416 Dopamine D2 receptor 82.09% 95.62%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.03% 82.38%
CHEMBL202 P00374 Dihydrofolate reductase 81.97% 89.92%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 81.53% 89.44%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.38% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.24% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.09% 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.
There are no matching plants.

Cross-Links

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PubChem 9831636
LOTUS LTS0229416
wikiData Q27134619