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Thiersindole A

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 036cf64c-79cf-4a9f-a5d5-c45d72923040
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (3aS,4S,6aS,7R,8S,10aR)-7-(1H-indol-3-ylmethyl)-3a,7,8-trimethyl-1-propan-2-yl-3,4,5,6,6a,8,9,10-octahydrocyclopenta[j]naphthalen-4-ol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H39NO/c1-18(2)22-13-14-27(5)25(30)11-10-24-26(4,19(3)12-15-28(22,24)27)16-20-17-29-23-9-7-6-8-21(20)23/h6-9,13,17-19,24-25,29-30H,10-12,14-16H2,1-5H3/t19-,24-,25-,26+,27+,28-/m0/s1
InChI Key LAHNOUCHTJTZRF-HCCSKZQKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H39NO
Molecular Weight 405.60 g/mol
Exact Mass 405.303164868 g/mol
Topological Polar Surface Area (TPSA) 36.00 Ų
XlogP 7.00
Atomic LogP (AlogP) 6.90
H-Bond Acceptor 1
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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(3aS,4S,6aS,7R,8S,10aR)-7-(1H-indol-3-ylmethyl)-3a,7,8-trimethyl-1-propan-2-yl-3,4,5,6,6a,8,9,10-octahydrocyclopenta[j]naphthalen-4-ol
(3aS,4S,6aS,7R,8S,10aR)-7-(1H-indol-3-ylmethyl)-3a,7,8-trimethyl-1-propan-2-yl-3,4,5,6,6a,8,9,10-octahydrocyclopenta(j)naphthalen-4-ol
RefChem:189387
610317-20-9
CHEBI:205029

2D Structure

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2D Structure of Thiersindole A

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 + 0.6758 67.58%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.3728 37.28%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8899 88.99%
OATP1B3 inhibitior + 0.9426 94.26%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9684 96.84%
P-glycoprotein inhibitior + 0.6223 62.23%
P-glycoprotein substrate + 0.5107 51.07%
CYP3A4 substrate + 0.6748 67.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3578 35.78%
CYP3A4 inhibition + 0.8033 80.33%
CYP2C9 inhibition - 0.6977 69.77%
CYP2C19 inhibition + 0.5951 59.51%
CYP2D6 inhibition - 0.8232 82.32%
CYP1A2 inhibition + 0.6648 66.48%
CYP2C8 inhibition + 0.5343 53.43%
CYP inhibitory promiscuity + 0.8860 88.60%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5693 56.93%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9722 97.22%
Skin irritation - 0.7017 70.17%
Skin corrosion - 0.9126 91.26%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9577 95.77%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.6155 61.55%
skin sensitisation - 0.7240 72.40%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8984 89.84%
Acute Oral Toxicity (c) III 0.6586 65.86%
Estrogen receptor binding + 0.7269 72.69%
Androgen receptor binding + 0.6638 66.38%
Thyroid receptor binding + 0.8400 84.00%
Glucocorticoid receptor binding + 0.7547 75.47%
Aromatase binding + 0.7762 77.62%
PPAR gamma - 0.6182 61.82%
Honey bee toxicity - 0.8151 81.51%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9836 98.36%

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
CHEMBL1937 Q92769 Histone deacetylase 2 99.59% 94.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.55% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.94% 97.25%
CHEMBL3192 Q9BY41 Histone deacetylase 8 97.43% 93.99%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.04% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.02% 98.95%
CHEMBL325 Q13547 Histone deacetylase 1 95.78% 95.92%
CHEMBL3310 Q96DB2 Histone deacetylase 11 95.33% 88.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 94.70% 90.08%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.50% 96.61%
CHEMBL2996 Q05655 Protein kinase C delta 92.72% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.51% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.13% 97.09%
CHEMBL1829 O15379 Histone deacetylase 3 90.75% 95.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.08% 92.62%
CHEMBL1914 P06276 Butyrylcholinesterase 88.81% 95.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.72% 94.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.82% 95.89%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 87.47% 90.71%
CHEMBL333 P08253 Matrix metalloproteinase-2 84.86% 96.31%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 84.28% 95.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.19% 89.44%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 84.09% 85.49%
CHEMBL213 P08588 Beta-1 adrenergic receptor 83.57% 95.56%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.13% 89.62%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.01% 95.83%
CHEMBL5028 O14672 ADAM10 82.91% 97.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.86% 94.45%
CHEMBL2535 P11166 Glucose transporter 82.62% 98.75%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.42% 92.88%
CHEMBL1951 P21397 Monoamine oxidase A 81.84% 91.49%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.54% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.09% 89.00%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 80.35% 97.64%

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.
Machilus obovatifolia

Cross-Links

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PubChem 10884008
NPASS NPC258687
LOTUS LTS0067744
wikiData Q77421629