PlantaeDB Logo
Login Sign-up

Batrachotoxin

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

Top
Internal ID 36687bc5-a65a-408d-82b7-7e8f35e8119e
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] 2,4-dimethyl-1H-pyrrole-3-carboxylate
SMILES (Canonical) CC1=CNC(=C1C(=O)OC(C)C2=CCC34C2(CC(C56C3=CCC7C5(CCC(C7)(O6)O)C)O)CN(CCO4)C)C
SMILES (Isomeric) CC1=CNC(=C1C(=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)C
InChI InChI=1S/C31H42N2O6/c1-18-16-32-19(2)25(18)26(35)38-20(3)22-8-9-30-23-7-6-21-14-29(36)11-10-27(21,4)31(23,39-29)24(34)15-28(22,30)17-33(5)12-13-37-30/h7-8,16,20-21,24,32,34,36H,6,9-15,17H2,1-5H3/t20-,21+,24+,27-,28-,29+,30-,31-/m0/s1
InChI Key ISNYUQWBWALXEY-OMIQOYQYSA-N
Popularity 20 references in papers

Physical and Chemical Properties

Top
Molecular Formula C31H42N2O6
Molecular Weight 538.70 g/mol
Exact Mass 538.30428706 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 3.55
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

Top
23509-16-2
UNII-TSG6XHX09R
TSG6XHX09R
Batrachotoxinin A, 20-(2,4-dimethyl-1H-pyrrole-3-carboxylate)
BATRACHOTOXIN [MI]
HSDB 8425
DTXSID50893767
Betrachotoxinin A, 20-alpha-(2,4-dimethyl-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] 2,4-dimethyl-1H-pyrrole-3-carboxylate
1H-PYRROLE-3-CARBOXYLIC ACID, 2,4-DIMETHYL-, (1S)-1-((5AR,7AR,9R,11AS,11BS,12R,13AR)-1,2,3,4,7A,8,9,10,11,11A,12,13-DODECAHYDRO-9,12-DIHYDROXY-2,11A-DIMETHYL-7H-9,11B-EPOXY-13A,5A-PROPENOPHENANTHRO(2,1-F)(1,4)OXAZEPIN-14-YL)ETHYL ESTER
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of Batrachotoxin

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9212 92.12%
Caco-2 - 0.6556 65.56%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Lysosomes 0.4382 43.82%
OATP2B1 inhibitior - 0.8535 85.35%
OATP1B1 inhibitior + 0.8605 86.05%
OATP1B3 inhibitior + 0.9379 93.79%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9882 98.82%
P-glycoprotein inhibitior + 0.7472 74.72%
P-glycoprotein substrate + 0.7335 73.35%
CYP3A4 substrate + 0.7299 72.99%
CYP2C9 substrate - 0.5669 56.69%
CYP2D6 substrate - 0.8135 81.35%
CYP3A4 inhibition - 0.8620 86.20%
CYP2C9 inhibition - 0.9172 91.72%
CYP2C19 inhibition - 0.9050 90.50%
CYP2D6 inhibition - 0.9099 90.99%
CYP1A2 inhibition - 0.8852 88.52%
CYP2C8 inhibition + 0.6709 67.09%
CYP inhibitory promiscuity - 0.9330 93.30%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4356 43.56%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9457 94.57%
Skin irritation - 0.7649 76.49%
Skin corrosion - 0.9363 93.63%
Ames mutagenesis - 0.6037 60.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3957 39.57%
Micronuclear + 0.6500 65.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8469 84.69%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.8890 88.90%
Acute Oral Toxicity (c) III 0.5085 50.85%
Estrogen receptor binding + 0.7881 78.81%
Androgen receptor binding + 0.7358 73.58%
Thyroid receptor binding + 0.6195 61.95%
Glucocorticoid receptor binding + 0.7738 77.38%
Aromatase binding + 0.7802 78.02%
PPAR gamma + 0.6218 62.18%
Honey bee toxicity - 0.7102 71.02%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8810 88.10%

Targets

Top

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 97.32% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.01% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 95.71% 94.75%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.66% 93.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.61% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.82% 91.24%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.72% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.44% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.39% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.32% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.59% 91.07%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.07% 90.08%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.82% 93.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.75% 91.11%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 86.72% 90.24%
CHEMBL4073 P09237 Matrix metalloproteinase 7 86.29% 97.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.00% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.67% 100.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 84.60% 88.56%
CHEMBL5028 O14672 ADAM10 84.34% 97.50%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.94% 100.00%
CHEMBL284 P27487 Dipeptidyl peptidase IV 82.08% 95.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.36% 100.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.04% 89.67%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.86% 85.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.73% 93.03%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.69% 90.71%

Plants that contains it

Top
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

Top
PubChem 6324647
LOTUS LTS0093841
wikiData Q105119655