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(1R,3Z,7Z,9S,11Z,13R,14S,16R,17S,18R,19S)-19-(1H-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.01,18.014,16]henicosa-3,7,11-triene-2,5,21-trione

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 27315b5c-4f2d-45f1-8875-57a670275528
Taxonomy Alkaloids and derivatives > Cytochalasans > Chaetoglobosins
IUPAC Name (1R,3Z,7Z,9S,11Z,13R,14S,16R,17S,18R,19S)-19-(1H-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.01,18.014,16]henicosa-3,7,11-triene-2,5,21-trione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H36N2O4/c1-18-8-7-10-24-29-31(4,38-29)20(3)28-26(16-21-17-33-25-11-6-5-9-23(21)25)34-30(37)32(24,28)27(36)13-12-22(35)15-19(2)14-18/h5-7,9-14,17-18,20,24,26,28-29,33H,8,15-16H2,1-4H3,(H,34,37)/b10-7-,13-12-,19-14-/t18-,20-,24-,26-,28-,29-,31+,32+/m0/s1
InChI Key ZIOWMHCMCYFIBL-YWPKHJSCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H36N2O4
Molecular Weight 512.60 g/mol
Exact Mass 512.26750763 g/mol
Topological Polar Surface Area (TPSA) 91.60 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.86
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3Z,7Z,9S,11Z,13R,14S,16R,17S,18R,19S)-19-(1H-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.01,18.014,16]henicosa-3,7,11-triene-2,5,21-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9911 99.11%
Caco-2 - 0.7971 79.71%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5063 50.63%
OATP2B1 inhibitior - 0.8561 85.61%
OATP1B1 inhibitior + 0.8534 85.34%
OATP1B3 inhibitior + 0.9341 93.41%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9954 99.54%
P-glycoprotein inhibitior + 0.8557 85.57%
P-glycoprotein substrate + 0.6887 68.87%
CYP3A4 substrate + 0.7158 71.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8610 86.10%
CYP3A4 inhibition + 0.5912 59.12%
CYP2C9 inhibition - 0.6594 65.94%
CYP2C19 inhibition - 0.6285 62.85%
CYP2D6 inhibition - 0.8850 88.50%
CYP1A2 inhibition - 0.7496 74.96%
CYP2C8 inhibition + 0.6954 69.54%
CYP inhibitory promiscuity + 0.7726 77.26%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4263 42.63%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9631 96.31%
Skin irritation - 0.7710 77.10%
Skin corrosion - 0.9272 92.72%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8711 87.11%
Micronuclear + 0.8100 81.00%
Hepatotoxicity + 0.5674 56.74%
skin sensitisation - 0.8421 84.21%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.5352 53.52%
Acute Oral Toxicity (c) II 0.5323 53.23%
Estrogen receptor binding + 0.7500 75.00%
Androgen receptor binding + 0.6459 64.59%
Thyroid receptor binding + 0.6882 68.82%
Glucocorticoid receptor binding + 0.8127 81.27%
Aromatase binding + 0.6506 65.06%
PPAR gamma + 0.7670 76.70%
Honey bee toxicity - 0.6362 63.62%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5453 54.53%
Fish aquatic toxicity + 0.9540 95.40%

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 99.64% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.63% 95.56%
CHEMBL3310 Q96DB2 Histone deacetylase 11 96.78% 88.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.91% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 93.61% 97.79%
CHEMBL2581 P07339 Cathepsin D 93.47% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.15% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.84% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.55% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.86% 96.77%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.35% 93.99%
CHEMBL3045 P05771 Protein kinase C beta 89.06% 97.63%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.66% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.15% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.06% 92.62%
CHEMBL1937 Q92769 Histone deacetylase 2 87.80% 94.75%
CHEMBL3401 O75469 Pregnane X receptor 87.58% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.87% 97.09%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 85.45% 97.64%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.99% 94.80%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.79% 94.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.48% 100.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 84.38% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.26% 96.21%
CHEMBL5805 Q9NR97 Toll-like receptor 8 84.20% 96.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.68% 94.45%
CHEMBL255 P29275 Adenosine A2b receptor 82.53% 98.59%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.16% 90.08%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.29% 96.90%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.58% 96.39%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.19% 83.00%
CHEMBL2535 P11166 Glucose transporter 80.08% 98.75%

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 101618659
LOTUS LTS0191177
wikiData Q105377391