Bryostatin 1

Details

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Internal ID 9e0a1ece-313e-44a9-aa56-860321388a27
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [(1S,3S,5Z,7R,8E,11S,12S,13E,15S,17R,21R,23R,25S)-25-acetyloxy-1,11,21-trihydroxy-17-[(1R)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-12-yl] (2E,4E)-octa-2,4-dienoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C47H68O17/c1-10-11-12-13-14-15-39(51)62-43-31(22-41(53)58-9)21-34-25-37(28(2)48)61-42(54)24-32(50)23-35-26-38(59-29(3)49)45(6,7)46(55,63-35)27-36-19-30(20-40(52)57-8)18-33(60-36)16-17-44(4,5)47(43,56)64-34/h12-17,20,22,28,32-38,43,48,50,55-56H,10-11,18-19,21,23-27H2,1-9H3/b13-12+,15-14+,17-16+,30-20+,31-22+/t28-,32-,33+,34+,35-,36+,37-,38+,43+,46+,47-/m1/s1
InChI Key MJQUEDHRCUIRLF-TVIXENOKSA-N
Popularity 638 references in papers

Physical and Chemical Properties

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Molecular Formula C47H68O17
Molecular Weight 905.00 g/mol
Exact Mass 904.44565070 g/mol
Topological Polar Surface Area (TPSA) 240.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.28
H-Bond Acceptor 17
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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83314-01-6
Bryostatin-1
NSC 339555
CHEMBL449158
CHEBI:88353
37O2X55Y9E
BRYOSTATIN
NSC-339555
2,4-Octadienoic acid, (1S,3S,5Z,7R,8E,11S,12S,13E,15S,17R,21R,23R,25S)-25-(acetyloxy)-1,11,21-trihydroxy-17-((1R)-1-hydroxyethyl)-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo(21.3.1.13,7.111,15)nonacos-8-en-12-yl ester, (2E,4E)-
DTXSID8046876
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Bryostatin 1

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9485 94.85%
Caco-2 - 0.8599 85.99%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7489 74.89%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7912 79.12%
OATP1B3 inhibitior - 0.2361 23.61%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9858 98.58%
P-glycoprotein inhibitior + 0.7715 77.15%
P-glycoprotein substrate + 0.7806 78.06%
CYP3A4 substrate + 0.7415 74.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8921 89.21%
CYP3A4 inhibition - 0.6705 67.05%
CYP2C9 inhibition - 0.8533 85.33%
CYP2C19 inhibition - 0.8438 84.38%
CYP2D6 inhibition - 0.9285 92.85%
CYP1A2 inhibition - 0.9336 93.36%
CYP2C8 inhibition + 0.7649 76.49%
CYP inhibitory promiscuity - 0.9326 93.26%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6279 62.79%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9079 90.79%
Skin irritation - 0.5753 57.53%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7192 71.92%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5198 51.98%
skin sensitisation - 0.8168 81.68%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.4871 48.71%
Acute Oral Toxicity (c) III 0.4522 45.22%
Estrogen receptor binding + 0.7918 79.18%
Androgen receptor binding + 0.7494 74.94%
Thyroid receptor binding + 0.6309 63.09%
Glucocorticoid receptor binding + 0.7981 79.81%
Aromatase binding + 0.5546 55.46%
PPAR gamma + 0.7987 79.87%
Honey bee toxicity - 0.6339 63.39%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6149 61.49%
Fish aquatic toxicity + 0.9448 94.48%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL299 P17252 Protein kinase C alpha 0.48 nM
Ki
via Super-PRED
CHEMBL2996 Q05655 Protein kinase C delta 0.44 nM
Ki
via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.04% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.61% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.48% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.26% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.92% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.51% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 92.22% 90.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.96% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 90.85% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.81% 86.33%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 90.51% 92.29%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.38% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.88% 99.17%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 87.82% 99.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.46% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 86.83% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.62% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.56% 96.90%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.51% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.22% 100.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.53% 89.34%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.13% 91.07%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.04% 93.56%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.88% 95.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.88% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.59% 94.80%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.75% 80.00%

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 5280757
LOTUS LTS0032764
wikiData Q27095907