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Homobatrachotoxin

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 4ad5ae52-9840-4f85-8ab1-7c1201a48695
Taxonomy Organoheterocyclic compounds > Pyrroles > Pyrrole carboxylic acids and derivatives
IUPAC Name [(1S)-1-[(1R,5R,6S,9R,11S,12R,14R)-9,12-dihydroxy-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.15,9.01,14.02,11.06,11]tricosa-2,21-dien-22-yl]ethyl] 2-ethyl-4-methyl-1H-pyrrole-3-carboxylate
SMILES (Canonical) CCC1=C(C(=CN1)C)C(=O)OC(C)C2=CCC34C2(CC(C56C3=CCC7C5(CCC(C7)(O6)O)C)O)CN(CCO4)C
SMILES (Isomeric) CCC1=C(C(=CN1)C)C(=O)O[C@@H](C)C2=CC[C@@]34[C@@]2(C[C@H]([C@@]56C3=CC[C@H]7[C@@]5(CC[C@](C7)(O6)O)C)O)CN(CCO4)C
InChI InChI=1S/C32H44N2O6/c1-6-23-26(19(2)17-33-23)27(36)39-20(3)22-9-10-31-24-8-7-21-15-30(37)12-11-28(21,4)32(24,40-30)25(35)16-29(22,31)18-34(5)13-14-38-31/h8-9,17,20-21,25,33,35,37H,6-7,10-16,18H2,1-5H3/t20-,21+,25+,28-,29-,30+,31-,32-/m0/s1
InChI Key PRSLQQJCHZFAHB-PZCWOAKJSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C32H44N2O6
Molecular Weight 552.70 g/mol
Exact Mass 552.31993713 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 3.81
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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23509-17-3
1Q75I2OBI4
Batrachotoxinin A, 20-(2-ethyl-4-methyl-1H-pyrrole-3-carboxylate)
[(1S)-1-[(1R,5R,6S,9R,11S,12R,14R)-9,12-dihydroxy-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.15,9.01,14.02,11.06,11]tricosa-2,21-dien-22-yl]ethyl] 2-ethyl-4-methyl-1H-pyrrole-3-carboxylate
BRN 1613465
UNII-1Q75I2OBI4
HOMOBATRACHOTOXIN [MI]
CHEBI:186538
BATRACHOTOXININ A, 20-alpha-(2-ETHYL-4-METHYL-1H-PYRROLE-3-CARBOXYLATE)
Q3139829
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Homobatrachotoxin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9382 93.82%
Caco-2 - 0.6510 65.10%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.4096 40.96%
OATP2B1 inhibitior - 0.7149 71.49%
OATP1B1 inhibitior + 0.8493 84.93%
OATP1B3 inhibitior + 0.9375 93.75%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9921 99.21%
P-glycoprotein inhibitior + 0.7876 78.76%
P-glycoprotein substrate + 0.7586 75.86%
CYP3A4 substrate + 0.7244 72.44%
CYP2C9 substrate - 0.5669 56.69%
CYP2D6 substrate - 0.8135 81.35%
CYP3A4 inhibition - 0.8028 80.28%
CYP2C9 inhibition - 0.9169 91.69%
CYP2C19 inhibition - 0.9061 90.61%
CYP2D6 inhibition - 0.8953 89.53%
CYP1A2 inhibition - 0.9038 90.38%
CYP2C8 inhibition + 0.7046 70.46%
CYP inhibitory promiscuity - 0.8692 86.92%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4523 45.23%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9467 94.67%
Skin irritation - 0.7637 76.37%
Skin corrosion - 0.9352 93.52%
Ames mutagenesis - 0.6137 61.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7130 71.30%
Micronuclear + 0.6900 69.00%
Hepatotoxicity + 0.5160 51.60%
skin sensitisation - 0.8534 85.34%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.9107 91.07%
Acute Oral Toxicity (c) III 0.5342 53.42%
Estrogen receptor binding + 0.8002 80.02%
Androgen receptor binding + 0.7443 74.43%
Thyroid receptor binding + 0.6113 61.13%
Glucocorticoid receptor binding + 0.7960 79.60%
Aromatase binding + 0.7605 76.05%
PPAR gamma + 0.6079 60.79%
Honey bee toxicity - 0.7136 71.36%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9121 91.21%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.81% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.62% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.32% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.76% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.87% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.74% 91.24%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.76% 93.99%
CHEMBL1937 Q92769 Histone deacetylase 2 90.71% 94.75%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 89.71% 90.24%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.59% 93.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.38% 94.00%
CHEMBL4073 P09237 Matrix metalloproteinase 7 88.20% 97.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.34% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.29% 95.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.86% 97.21%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.64% 91.11%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.45% 96.95%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.23% 90.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.72% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.35% 89.00%
CHEMBL5028 O14672 ADAM10 83.83% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.78% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.70% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 83.26% 97.79%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.23% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.70% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.18% 85.14%

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.
Thespesia populnea

Cross-Links

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PubChem 15559654
LOTUS LTS0030877
wikiData Q105282312