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2-[34-Butan-2-yl-13-(3,4-dihydroxybutan-2-yl)-8,22-dihydroxy-2,5,11,14,27,30,33,36,39-nonaoxo-27lambda4-thia-3,6,12,15,25,29,32,35,38-nonazapentacyclo[14.12.11.06,10.018,26.019,24]nonatriaconta-18(26),19(24),20,22-tetraen-4-yl]acetic acid

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 47e5f5cd-6d28-4b60-95d8-eda8cf65b74c
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides > Amatoxins
IUPAC Name 2-[34-butan-2-yl-13-(3,4-dihydroxybutan-2-yl)-8,22-dihydroxy-2,5,11,14,27,30,33,36,39-nonaoxo-27lambda4-thia-3,6,12,15,25,29,32,35,38-nonazapentacyclo[14.12.11.06,10.018,26.019,24]nonatriaconta-18(26),19(24),20,22-tetraen-4-yl]acetic acid
SMILES (Canonical) CCC(C)C1C(=O)NCC(=O)NC2CS(=O)C3=C(CC(C(=O)NCC(=O)N1)NC(=O)C(NC(=O)C4CC(CN4C(=O)C(NC2=O)CC(=O)O)O)C(C)C(CO)O)C5=C(N3)C=C(C=C5)O
SMILES (Isomeric) CCC(C)C1C(=O)NCC(=O)NC2CS(=O)C3=C(CC(C(=O)NCC(=O)N1)NC(=O)C(NC(=O)C4CC(CN4C(=O)C(NC2=O)CC(=O)O)O)C(C)C(CO)O)C5=C(N3)C=C(C=C5)O
InChI InChI=1S/C39H53N9O15S/c1-4-16(2)31-36(60)41-11-28(53)42-25-15-64(63)38-21(20-6-5-18(50)7-22(20)45-38)9-23(33(57)40-12-29(54)46-31)43-37(61)32(17(3)27(52)14-49)47-35(59)26-8-19(51)13-48(26)39(62)24(10-30(55)56)44-34(25)58/h5-7,16-17,19,23-27,31-32,45,49-52H,4,8-15H2,1-3H3,(H,40,57)(H,41,60)(H,42,53)(H,43,61)(H,44,58)(H,46,54)(H,47,59)(H,55,56)
InChI Key IEQCUEXVAPAFMQ-UHFFFAOYSA-N
Popularity 41 references in papers

Physical and Chemical Properties

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Molecular Formula C39H53N9O15S
Molecular Weight 920.00 g/mol
Exact Mass 919.33818319 g/mol
Topological Polar Surface Area (TPSA) 394.00 Ų
XlogP -3.80
Atomic LogP (AlogP) -5.32
H-Bond Acceptor 14
H-Bond Donor 13
Rotatable Bonds 7

Synonyms

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21150-22-1
.beta.-Amanitin
2-[34-butan-2-yl-13-(3,4-dihydroxybutan-2-yl)-8,22-dihydroxy-2,5,11,14,27,30,33,36,39-nonaoxo-27lambda4-thia-3,6,12,15,25,29,32,35,38-nonazapentacyclo[14.12.11.06,10.018,26.019,24]nonatriaconta-18(26),19(24),20,22-tetraen-4-yl]acetic acid
beta -Amanitin
SCHEMBL3505949
CHEMBL1978871
IEQCUEXVAPAFMQ-UHFFFAOYSA-N
NSC627727
NSC-627727
NCI60_008881
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 2-[34-Butan-2-yl-13-(3,4-dihydroxybutan-2-yl)-8,22-dihydroxy-2,5,11,14,27,30,33,36,39-nonaoxo-27lambda4-thia-3,6,12,15,25,29,32,35,38-nonazapentacyclo[14.12.11.06,10.018,26.019,24]nonatriaconta-18(26),19(24),20,22-tetraen-4-yl]acetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8492 84.92%
Caco-2 - 0.8717 87.17%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Lysosomes 0.4517 45.17%
OATP2B1 inhibitior - 0.5910 59.10%
OATP1B1 inhibitior + 0.7896 78.96%
OATP1B3 inhibitior + 0.9325 93.25%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9196 91.96%
P-glycoprotein inhibitior + 0.7341 73.41%
P-glycoprotein substrate + 0.8757 87.57%
CYP3A4 substrate + 0.7192 71.92%
CYP2C9 substrate - 0.8030 80.30%
CYP2D6 substrate - 0.8531 85.31%
CYP3A4 inhibition - 0.6883 68.83%
CYP2C9 inhibition - 0.6978 69.78%
CYP2C19 inhibition - 0.6941 69.41%
CYP2D6 inhibition - 0.8517 85.17%
CYP1A2 inhibition - 0.7126 71.26%
CYP2C8 inhibition + 0.7859 78.59%
CYP inhibitory promiscuity - 0.7861 78.61%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.5700 57.00%
Carcinogenicity (trinary) Non-required 0.5997 59.97%
Eye corrosion - 0.9815 98.15%
Eye irritation - 0.9063 90.63%
Skin irritation - 0.7588 75.88%
Skin corrosion - 0.9177 91.77%
Ames mutagenesis - 0.6854 68.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4159 41.59%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.8397 83.97%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8215 82.15%
Acute Oral Toxicity (c) III 0.5556 55.56%
Estrogen receptor binding + 0.8072 80.72%
Androgen receptor binding + 0.7433 74.33%
Thyroid receptor binding + 0.5781 57.81%
Glucocorticoid receptor binding - 0.4755 47.55%
Aromatase binding + 0.5958 59.58%
PPAR gamma + 0.7327 73.27%
Honey bee toxicity - 0.7112 71.12%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9674 96.74%

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
CHEMBL2581 P07339 Cathepsin D 99.83% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.40% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.77% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.84% 91.11%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 95.92% 91.71%
CHEMBL220 P22303 Acetylcholinesterase 93.61% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.93% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 92.88% 83.82%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.87% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.48% 97.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 92.24% 90.08%
CHEMBL255 P29275 Adenosine A2b receptor 91.47% 98.59%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.07% 99.17%
CHEMBL2535 P11166 Glucose transporter 90.92% 98.75%
CHEMBL206 P03372 Estrogen receptor alpha 90.79% 97.64%
CHEMBL226 P30542 Adenosine A1 receptor 89.98% 95.93%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 89.25% 82.38%
CHEMBL1902 P62942 FK506-binding protein 1A 89.23% 97.05%
CHEMBL1781 P11387 DNA topoisomerase I 88.42% 97.00%
CHEMBL2443 P49862 Kallikrein 7 87.38% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.13% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.09% 99.23%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 86.02% 96.90%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.95% 95.89%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.84% 94.62%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.30% 93.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.25% 90.71%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 84.89% 97.23%
CHEMBL3310 Q96DB2 Histone deacetylase 11 84.73% 88.56%
CHEMBL4071 P08311 Cathepsin G 84.59% 94.64%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.54% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.96% 93.00%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 82.62% 95.00%
CHEMBL217 P14416 Dopamine D2 receptor 82.50% 95.62%
CHEMBL4588 P22894 Matrix metalloproteinase 8 82.50% 94.66%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.11% 93.40%
CHEMBL256 P0DMS8 Adenosine A3 receptor 81.54% 95.93%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.35% 94.08%
CHEMBL213 P08588 Beta-1 adrenergic receptor 81.15% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.73% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.53% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.17% 100.00%
CHEMBL321 P14780 Matrix metalloproteinase 9 80.15% 92.12%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 2276
LOTUS LTS0122749
wikiData Q2930105