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Aspochalasin M

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 d7f2d20d-a172-4869-9c3b-dcef404a8437
Taxonomy Organoheterocyclic compounds > Isoindoles and derivatives > Isoindoles
IUPAC Name (1S,5S,9Z,11S,14S,15R,16S)-5-hydroxy-9,13,14-trimethyl-16-(2-methylpropyl)-17-azatricyclo[9.7.0.01,15]octadeca-9,12-diene-2,6,18-trione
SMILES (Canonical) CC1C2C(NC(=O)C23C(C=C(CCC(=O)C(CCC3=O)O)C)C=C1C)CC(C)C
SMILES (Isomeric) C[C@H]1[C@H]2[C@@H](NC(=O)[C@@]23[C@@H](/C=C(\CCC(=O)[C@H](CCC3=O)O)/C)C=C1C)CC(C)C
InChI InChI=1S/C24H35NO4/c1-13(2)10-18-22-16(5)15(4)12-17-11-14(3)6-7-19(26)20(27)8-9-21(28)24(17,22)23(29)25-18/h11-13,16-18,20,22,27H,6-10H2,1-5H3,(H,25,29)/b14-11-/t16-,17+,18+,20+,22+,24-/m1/s1
InChI Key GBCXTRJHTIEBIA-DNJNAQMOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H35NO4
Molecular Weight 401.50 g/mol
Exact Mass 401.25660860 g/mol
Topological Polar Surface Area (TPSA) 83.50 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.37
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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(1S,5S,9Z,11S,14S,15R,16S)-5-hydroxy-9,13,14-trimethyl-16-(2-methylpropyl)-17-azatricyclo[9.7.0.01,15]octadeca-9,12-diene-2,6,18-trione
(1S,5S,9E,11S,14S,15R,16S)-5-hydroxy-9,13,14-trimethyl-16-(2-methylpropyl)-17-azatricyclo(9.7.0.01,15)octadeca-9,12-diene-2,6,18-trione
(1S,5S,9E,11S,14S,15R,16S)-5-hydroxy-9,13,14-trimethyl-16-(2-methylpropyl)-17-azatricyclo[9.7.0.01,15]octadeca-9,12-diene-2,6,18-trione
(1S,5S,9Z,11S,14S,15R,16S)-5-hydroxy-9,13,14-trimethyl-16-(2-methylpropyl)-17-azatricyclo(9.7.0.01,15)octadeca-9,12-diene-2,6,18-trione
RefChem:115199
1173040-34-0
(3S,3aR,4S,6aS,7E,12S,15aS)-3,3a,4,6a,9,10,13,14-octahydro-12-hydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-1H-cycloundec[d]isoindole-1,11,15(2H,12H)-trione
orb1688083
CHEBI:222090
(1S,5S,9Z,11S,14S,15R,16S)-5-hydroxy-16-isobutyl-9,13,14-trimethyl-17-azatricyclo[9.7.0.01,15]octadeca-9,12-diene-2,6,18-trione

2D Structure

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2D Structure of Aspochalasin M

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9928 99.28%
Caco-2 + 0.5305 53.05%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.6895 68.95%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9029 90.29%
OATP1B3 inhibitior + 0.9299 92.99%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5572 55.72%
BSEP inhibitior + 0.6085 60.85%
P-glycoprotein inhibitior - 0.6007 60.07%
P-glycoprotein substrate + 0.5511 55.11%
CYP3A4 substrate + 0.6002 60.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8255 82.55%
CYP3A4 inhibition - 0.8901 89.01%
CYP2C9 inhibition - 0.7844 78.44%
CYP2C19 inhibition - 0.7963 79.63%
CYP2D6 inhibition - 0.9388 93.88%
CYP1A2 inhibition - 0.8080 80.80%
CYP2C8 inhibition - 0.7843 78.43%
CYP inhibitory promiscuity - 0.7543 75.43%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5300 53.00%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9809 98.09%
Skin irritation - 0.6724 67.24%
Skin corrosion - 0.9126 91.26%
Ames mutagenesis - 0.5737 57.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3876 38.76%
Micronuclear + 0.6000 60.00%
Hepatotoxicity + 0.5284 52.84%
skin sensitisation - 0.8378 83.78%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7859 78.59%
Acute Oral Toxicity (c) III 0.4659 46.59%
Estrogen receptor binding + 0.6002 60.02%
Androgen receptor binding + 0.6631 66.31%
Thyroid receptor binding + 0.6096 60.96%
Glucocorticoid receptor binding + 0.7227 72.27%
Aromatase binding - 0.5976 59.76%
PPAR gamma + 0.6643 66.43%
Honey bee toxicity - 0.8609 86.09%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.9111 91.11%

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 97.68% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.49% 85.14%
CHEMBL1937 Q92769 Histone deacetylase 2 92.43% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.21% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.96% 96.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.75% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.49% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.71% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.25% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.73% 91.11%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.54% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.96% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.82% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.79% 92.94%
CHEMBL213 P08588 Beta-1 adrenergic receptor 84.44% 95.56%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 84.21% 86.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.39% 90.08%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.17% 93.56%
CHEMBL2996 Q05655 Protein kinase C delta 80.48% 97.79%
CHEMBL230 P35354 Cyclooxygenase-2 80.01% 89.63%

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 137700389
LOTUS LTS0068318
wikiData Q77570929