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Ergobutine

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 c8ffaa92-cde1-472e-a385-28301d380090
Taxonomy Alkaloids and derivatives > Ergoline and derivatives > Lysergic acids and derivatives > Ergopeptines
IUPAC Name (6aR,9R)-N-[(1S,2S,4R,7R)-4,7-diethyl-2-hydroxy-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
SMILES (Canonical) CCC1C(=O)N2CCCC2C3(N1C(=O)C(O3)(CC)NC(=O)C4CN(C5CC6=CNC7=CC=CC(=C67)C5=C4)C)O
SMILES (Isomeric) CC[C@@H]1C(=O)N2CCC[C@H]2[C@]3(N1C(=O)[C@](O3)(CC)NC(=O)[C@H]4CN([C@@H]5CC6=CNC7=CC=CC(=C67)C5=C4)C)O
InChI InChI=1S/C29H35N5O5/c1-4-21-26(36)33-11-7-10-23(33)29(38)34(21)27(37)28(5-2,39-29)31-25(35)17-12-19-18-8-6-9-20-24(18)16(14-30-20)13-22(19)32(3)15-17/h6,8-9,12,14,17,21-23,30,38H,4-5,7,10-11,13,15H2,1-3H3,(H,31,35)/t17-,21-,22-,23+,28-,29+/m1/s1
InChI Key NNUSZQKLCHDFJJ-AGQONSIYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H35N5O5
Molecular Weight 533.60 g/mol
Exact Mass 533.26381923 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.55
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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Ergobutine
Ergotaman-3',6',18-trione, 2',5'-diethyl-12'-hydroxy-, (5'alpha)-
DTXSID801002788
N-(2,5-Diethyl-10b-hydroxy-3,6-dioxooctahydro-8H-[1,3]oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-6-methyl-9,10-didehydroergoline-8-carboximidic acid

2D Structure

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2D Structure of Ergobutine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9777 97.77%
Caco-2 - 0.8283 82.83%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.9714 97.14%
Subcellular localzation Nucleus 0.3052 30.52%
OATP2B1 inhibitior - 0.5701 57.01%
OATP1B1 inhibitior + 0.8361 83.61%
OATP1B3 inhibitior + 0.9130 91.30%
MATE1 inhibitior + 0.9967 99.67%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9648 96.48%
P-glycoprotein inhibitior + 0.8197 81.97%
P-glycoprotein substrate + 0.7470 74.70%
CYP3A4 substrate + 0.7837 78.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7671 76.71%
CYP3A4 inhibition + 0.7629 76.29%
CYP2C9 inhibition - 0.9171 91.71%
CYP2C19 inhibition - 0.8633 86.33%
CYP2D6 inhibition - 0.9195 91.95%
CYP1A2 inhibition + 0.7157 71.57%
CYP2C8 inhibition + 0.5591 55.91%
CYP inhibitory promiscuity - 0.7996 79.96%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4561 45.61%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9666 96.66%
Skin irritation - 0.7490 74.90%
Skin corrosion - 0.9257 92.57%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7451 74.51%
Micronuclear + 0.8900 89.00%
Hepatotoxicity - 0.8099 80.99%
skin sensitisation - 0.8697 86.97%
Respiratory toxicity + 0.9889 98.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7655 76.55%
Acute Oral Toxicity (c) III 0.5633 56.33%
Estrogen receptor binding + 0.8276 82.76%
Androgen receptor binding + 0.8169 81.69%
Thyroid receptor binding - 0.5319 53.19%
Glucocorticoid receptor binding + 0.7583 75.83%
Aromatase binding + 0.7858 78.58%
PPAR gamma + 0.7727 77.27%
Honey bee toxicity - 0.8136 81.36%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9703 97.03%

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 99.75% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.83% 96.09%
CHEMBL217 P14416 Dopamine D2 receptor 95.39% 95.62%
CHEMBL1951 P21397 Monoamine oxidase A 95.20% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.48% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.88% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.58% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 92.20% 93.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.42% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.92% 89.00%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 90.00% 97.64%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.97% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.24% 91.11%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 88.09% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.03% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.12% 94.00%
CHEMBL3524 P56524 Histone deacetylase 4 86.74% 92.97%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.92% 85.14%
CHEMBL1902 P62942 FK506-binding protein 1A 85.35% 97.05%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 85.24% 96.39%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.82% 90.08%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 82.33% 95.00%
CHEMBL255 P29275 Adenosine A2b receptor 82.17% 98.59%
CHEMBL4208 P20618 Proteasome component C5 81.14% 90.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 80.49% 85.11%

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 158174
LOTUS LTS0045502
wikiData Q82997059