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(1S,3Z,9Z,11S,14S,15R,16S)-9,13,14-trimethyl-16-(2-methylpropyl)-17-azatricyclo[9.7.0.01,15]octadeca-3,9,12-triene-2,18-dione

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 892bf48e-56d2-4222-a922-b9301762a994
Taxonomy Alkaloids and derivatives > Cytochalasans > Aspochalasins
IUPAC Name (1S,3Z,9Z,11S,14S,15R,16S)-9,13,14-trimethyl-16-(2-methylpropyl)-17-azatricyclo[9.7.0.01,15]octadeca-3,9,12-triene-2,18-dione
SMILES (Canonical) CC1C2C(NC(=O)C23C(C=C(CCCCC=CC3=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(\CCCC/C=C\C3=O)/C)C=C1C)CC(C)C
InChI InChI=1S/C24H35NO2/c1-15(2)12-20-22-18(5)17(4)14-19-13-16(3)10-8-6-7-9-11-21(26)24(19,22)23(27)25-20/h9,11,13-15,18-20,22H,6-8,10,12H2,1-5H3,(H,25,27)/b11-9-,16-13-/t18-,19+,20+,22+,24-/m1/s1
InChI Key ZRIHKTRPGQFSOY-VXGFLCMSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H35NO2
Molecular Weight 369.50 g/mol
Exact Mass 369.266779359 g/mol
Topological Polar Surface Area (TPSA) 46.20 Ų
XlogP 5.00
Atomic LogP (AlogP) 4.99
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3Z,9Z,11S,14S,15R,16S)-9,13,14-trimethyl-16-(2-methylpropyl)-17-azatricyclo[9.7.0.01,15]octadeca-3,9,12-triene-2,18-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.7095 70.95%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.5172 51.72%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8790 87.90%
OATP1B3 inhibitior + 0.9405 94.05%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7417 74.17%
P-glycoprotein inhibitior - 0.4626 46.26%
P-glycoprotein substrate + 0.5263 52.63%
CYP3A4 substrate + 0.5839 58.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8995 89.95%
CYP3A4 inhibition - 0.9180 91.80%
CYP2C9 inhibition - 0.5654 56.54%
CYP2C19 inhibition - 0.6067 60.67%
CYP2D6 inhibition - 0.8697 86.97%
CYP1A2 inhibition - 0.5590 55.90%
CYP2C8 inhibition - 0.7544 75.44%
CYP inhibitory promiscuity + 0.6043 60.43%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5147 51.47%
Eye corrosion - 0.9856 98.56%
Eye irritation - 0.9895 98.95%
Skin irritation - 0.7269 72.69%
Skin corrosion - 0.8596 85.96%
Ames mutagenesis - 0.7437 74.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7291 72.91%
Micronuclear - 0.5600 56.00%
Hepatotoxicity + 0.5642 56.42%
skin sensitisation - 0.7634 76.34%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8592 85.92%
Acute Oral Toxicity (c) III 0.5929 59.29%
Estrogen receptor binding - 0.5303 53.03%
Androgen receptor binding + 0.6264 62.64%
Thyroid receptor binding + 0.5351 53.51%
Glucocorticoid receptor binding + 0.6640 66.40%
Aromatase binding + 0.6019 60.19%
PPAR gamma + 0.6450 64.50%
Honey bee toxicity - 0.7489 74.89%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8217 82.17%

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 94.34% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.44% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.66% 97.25%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 91.07% 86.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.87% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.32% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.25% 97.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.08% 93.40%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 87.67% 90.93%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.11% 90.08%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.33% 96.77%
CHEMBL2996 Q05655 Protein kinase C delta 86.20% 97.79%
CHEMBL3310 Q96DB2 Histone deacetylase 11 85.99% 88.56%
CHEMBL4208 P20618 Proteasome component C5 85.97% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.38% 85.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.46% 90.71%
CHEMBL1937 Q92769 Histone deacetylase 2 81.16% 94.75%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.55% 93.99%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 80.47% 97.23%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.31% 96.47%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.16% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.01% 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 101363439
LOTUS LTS0259847
wikiData Q77381033