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Aplysinone C

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 74244df9-7688-4bfd-86c0-5d53ab36586c
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
IUPAC Name (1'S,5S,6'R)-4'-bromo-N-[5-[[(5S,6R)-7,9-dibromo-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carbonyl]amino]pentyl]-5'-oxospiro[4H-1,2-oxazole-5,2'-7-oxabicyclo[4.1.0]hept-3-ene]-3-carboxamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H25Br3N4O8/c1-36-17-12(26)8-23(19(33)15(17)27)9-13(30-38-23)21(34)28-5-3-2-4-6-29-22(35)14-10-24(39-31-14)7-11(25)16(32)18-20(24)37-18/h7-8,18-20,33H,2-6,9-10H2,1H3,(H,28,34)(H,29,35)/t18-,19-,20-,23+,24+/m0/s1
InChI Key GSUVKSRKZPOPBP-DRRHGHKVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C24H25Br3N4O8
Molecular Weight 737.20 g/mol
Exact Mass 735.92020 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 1.95
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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(1'R,5S,6'S)-3'-bromo-N-(5-(((5S,6R)-7,9-dibromo-6-hydroxy-8-methoxy-1-oxa-2-azaspiro(4.5)deca-2,7,9-triene-3-carbonyl)amino)pentyl)-2'-oxospiro(4H-1,2-oxazole-5,5'-7-oxabicyclo(4.1.0)hept-3-ene)-3-carboxamide
(1'R,5S,6'S)-3'-bromo-N-[5-[[(5S,6R)-7,9-dibromo-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carbonyl]amino]pentyl]-2'-oxospiro[4H-1,2-oxazole-5,5'-7-oxabicyclo[4.1.0]hept-3-ene]-3-carboxamide
(1'S,5S,6'R)-4'-bromo-N-(5-(((5S,6R)-7,9-dibromo-6-hydroxy-8-methoxy-1-oxa-2-azaspiro(4.5)deca-2,7,9-triene-3-carbonyl)amino)pentyl)-5'-oxospiro(4H-1,2-oxazole-5,2'-7-oxabicyclo(4.1.0)hept-3-ene)-3-carboxamide
(1'S,5S,6'R)-4'-bromo-N-[5-[[(5S,6R)-7,9-dibromo-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carbonyl]amino]pentyl]-5'-oxospiro[4H-1,2-oxazole-5,2'-7-oxabicyclo[4.1.0]hept-3-ene]-3-carboxamide
RefChem:113458
CHEMBL229729

2D Structure

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2D Structure of Aplysinone C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9129 91.29%
Caco-2 - 0.8476 84.76%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5803 58.03%
OATP2B1 inhibitior - 0.8552 85.52%
OATP1B1 inhibitior + 0.8897 88.97%
OATP1B3 inhibitior + 0.9378 93.78%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.6034 60.34%
P-glycoprotein inhibitior + 0.7081 70.81%
P-glycoprotein substrate + 0.6502 65.02%
CYP3A4 substrate + 0.6831 68.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8308 83.08%
CYP3A4 inhibition - 0.5806 58.06%
CYP2C9 inhibition - 0.7184 71.84%
CYP2C19 inhibition - 0.6373 63.73%
CYP2D6 inhibition - 0.8522 85.22%
CYP1A2 inhibition - 0.7464 74.64%
CYP2C8 inhibition - 0.6109 61.09%
CYP inhibitory promiscuity - 0.7529 75.29%
UGT catelyzed + 0.6159 61.59%
Carcinogenicity (binary) - 0.7848 78.48%
Carcinogenicity (trinary) Non-required 0.4379 43.79%
Eye corrosion - 0.9783 97.83%
Eye irritation - 0.9148 91.48%
Skin irritation - 0.7476 74.76%
Skin corrosion - 0.9099 90.99%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5927 59.27%
Micronuclear + 0.7600 76.00%
Hepatotoxicity - 0.6111 61.11%
skin sensitisation - 0.8184 81.84%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.5835 58.35%
Acute Oral Toxicity (c) III 0.5585 55.85%
Estrogen receptor binding + 0.6272 62.72%
Androgen receptor binding + 0.7021 70.21%
Thyroid receptor binding + 0.5308 53.08%
Glucocorticoid receptor binding + 0.5847 58.47%
Aromatase binding + 0.6691 66.91%
PPAR gamma + 0.6107 61.07%
Honey bee toxicity - 0.8816 88.16%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5062 50.62%
Fish aquatic toxicity + 0.7187 71.87%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.74% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.42% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.27% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.89% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 91.56% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.19% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.19% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 87.69% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.68% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.39% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.52% 99.23%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.50% 85.31%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.38% 91.07%
CHEMBL5028 O14672 ADAM10 81.51% 97.50%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.38% 89.67%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.01% 96.90%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.06% 100.00%

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 44424474
LOTUS LTS0196786
wikiData Q105017815