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Chaetoglobosin U

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 a6b32f36-9b69-45dd-aab5-c3f1e8f1c965
Taxonomy Alkaloids and derivatives > Cytochalasans > Chaetoglobosins
IUPAC Name (1R,4R,8R,9S,11E,13R,14S,16R,17S,18R,19S)-6-hydroxy-19-(1H-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azapentacyclo[11.8.0.01,18.04,8.014,16]henicosa-6,11-diene-2,5,21-trione
SMILES (Canonical) CC1CC=CC2C3C(O3)(C(C4C2(C(=O)CC5C1C(=C(C5=O)O)C)C(=O)NC4CC6=CNC7=CC=CC=C76)C)C
SMILES (Isomeric) C[C@H]1C/C=C/[C@H]2[C@H]3[C@](O3)([C@H]([C@@H]4[C@@]2(C(=O)C[C@@H]5[C@@H]1C(=C(C5=O)O)C)C(=O)N[C@H]4CC6=CNC7=CC=CC=C76)C)C
InChI InChI=1S/C32H36N2O5/c1-15-8-7-10-21-29-31(4,39-29)17(3)26-23(12-18-14-33-22-11-6-5-9-19(18)22)34-30(38)32(21,26)24(35)13-20-25(15)16(2)27(36)28(20)37/h5-7,9-11,14-15,17,20-21,23,25-26,29,33,36H,8,12-13H2,1-4H3,(H,34,38)/b10-7+/t15-,17-,20+,21-,23-,25-,26-,29-,31+,32+/m0/s1
InChI Key MRENMDHAGXAXRK-QFHPAQOTSA-N
Popularity 80 references in papers

Physical and Chemical Properties

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Molecular Formula C32H36N2O5
Molecular Weight 528.60 g/mol
Exact Mass 528.26242225 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 4.44
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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CHEBI:68733
CHEMBL448756
Q27137152
(1R,4R,8R,9S,11E,13R,14S,16R,17S,18R,19S)-6-hydroxy-19-(1H-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azapentacyclo[11.8.0.01,18.04,8.014,16]henicosa-6,11-diene-2,5,21-trione
(3aR,5aR,8S,8aR,9S,9aR,10aS,10bR,11E,14S,14aR)-2-hydroxy-8-(1H-indol-3-ylmethyl)-1,9,9a,14-tetramethyl-3a,4,7,8,8a,9,9a,10a,10b,13,14,14a-dodecahydro-3H-cyclopenta[7,8]cyclodeca[1,2-d]oxireno[f]isoindole-3,5,6-trione

2D Structure

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2D Structure of Chaetoglobosin U

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9800 98.00%
Caco-2 - 0.7984 79.84%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.4121 41.21%
OATP2B1 inhibitior - 0.7138 71.38%
OATP1B1 inhibitior + 0.8361 83.61%
OATP1B3 inhibitior + 0.9277 92.77%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9923 99.23%
P-glycoprotein inhibitior + 0.7810 78.10%
P-glycoprotein substrate + 0.7133 71.33%
CYP3A4 substrate + 0.7179 71.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8768 87.68%
CYP3A4 inhibition - 0.6071 60.71%
CYP2C9 inhibition - 0.7484 74.84%
CYP2C19 inhibition - 0.7356 73.56%
CYP2D6 inhibition - 0.9002 90.02%
CYP1A2 inhibition - 0.7984 79.84%
CYP2C8 inhibition + 0.7460 74.60%
CYP inhibitory promiscuity + 0.5605 56.05%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4116 41.16%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9616 96.16%
Skin irritation - 0.7582 75.82%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7269 72.69%
Micronuclear + 0.7800 78.00%
Hepatotoxicity - 0.5091 50.91%
skin sensitisation - 0.8380 83.80%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.6881 68.81%
Acute Oral Toxicity (c) II 0.6117 61.17%
Estrogen receptor binding + 0.7901 79.01%
Androgen receptor binding + 0.6872 68.72%
Thyroid receptor binding + 0.6430 64.30%
Glucocorticoid receptor binding + 0.7971 79.71%
Aromatase binding + 0.6426 64.26%
PPAR gamma + 0.7297 72.97%
Honey bee toxicity - 0.6695 66.95%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5718 57.18%
Fish aquatic toxicity + 0.9220 92.20%

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 99.74% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.58% 95.56%
CHEMBL2581 P07339 Cathepsin D 96.69% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.60% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.85% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.62% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.08% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.80% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.37% 94.45%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 90.30% 96.39%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.69% 97.09%
CHEMBL3310 Q96DB2 Histone deacetylase 11 89.49% 88.56%
CHEMBL3401 O75469 Pregnane X receptor 88.88% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.74% 92.62%
CHEMBL1937 Q92769 Histone deacetylase 2 88.05% 94.75%
CHEMBL213 P08588 Beta-1 adrenergic receptor 87.48% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.76% 93.99%
CHEMBL2996 Q05655 Protein kinase C delta 85.48% 97.79%
CHEMBL2535 P11166 Glucose transporter 82.24% 98.75%
CHEMBL1914 P06276 Butyrylcholinesterase 81.25% 95.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.19% 96.95%
CHEMBL4530 P00488 Coagulation factor XIII 80.86% 96.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.75% 96.90%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.31% 86.33%

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 11570022
LOTUS LTS0162210
wikiData Q27137152