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Ergorine

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 6bee4b03-c12c-464b-abfe-b8af61626eca
Taxonomy Alkaloids and derivatives > Ergoline and derivatives > Lysergic acids and derivatives > Ergopeptines
IUPAC Name (6aR,9R)-N-[(1S,2S,4R,7S)-2-hydroxy-4-methyl-5,8-dioxo-7-propyl-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)
SMILES (Isomeric)
InChI InChI=1S/C29H35N5O5/c1-4-7-21-26(36)33-11-6-10-23(33)29(38)34(21)27(37)28(2,39-29)31-25(35)17-12-19-18-8-5-9-20-24(18)16(14-30-20)13-22(19)32(3)15-17/h5,8-9,12,14,17,21-23,30,38H,4,6-7,10-11,13,15H2,1-3H3,(H,31,35)/t17-,21+,22-,23+,28-,29+/m1/s1
InChI Key YPQYZULIFGNFIZ-ZDRNFBCMSA-N
Popularity 2 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 1.30
Atomic LogP (AlogP) 1.55
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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(6aR,9R)-N-((1S,2S,4R,7S)-2-hydroxy-4-methyl-5,8-dioxo-7-propyl-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
(6aR,9R)-N-[(1S,2S,4R,7S)-2-hydroxy-4-methyl-5,8-dioxo-7-propyl-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
RefChem:137521
SCHEMBL30368383
CHEBI:198570
(6aR,9R)-N-[(1S,2S,4R,7S)-2-hydroxy-4-methyl-5,8-dioxo-7-propyl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-g]quinoline-9-carboxamide

2D Structure

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2D Structure of Ergorine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9683 96.83%
Caco-2 - 0.8011 80.11%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.9714 97.14%
Subcellular localzation Plasma membrane 0.3062 30.62%
OATP2B1 inhibitior - 0.7095 70.95%
OATP1B1 inhibitior + 0.7986 79.86%
OATP1B3 inhibitior + 0.9049 90.49%
MATE1 inhibitior + 0.9967 99.67%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9497 94.97%
P-glycoprotein inhibitior + 0.8663 86.63%
P-glycoprotein substrate + 0.7772 77.72%
CYP3A4 substrate + 0.7855 78.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7671 76.71%
CYP3A4 inhibition + 0.8709 87.09%
CYP2C9 inhibition - 0.8966 89.66%
CYP2C19 inhibition - 0.8381 83.81%
CYP2D6 inhibition - 0.9107 91.07%
CYP1A2 inhibition + 0.8620 86.20%
CYP2C8 inhibition + 0.6295 62.95%
CYP inhibitory promiscuity - 0.6427 64.27%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4914 49.14%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9649 96.49%
Skin irritation - 0.7401 74.01%
Skin corrosion - 0.9272 92.72%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6580 65.80%
Micronuclear + 0.8800 88.00%
Hepatotoxicity - 0.8892 88.92%
skin sensitisation - 0.8703 87.03%
Respiratory toxicity + 0.9778 97.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.7724 77.24%
Acute Oral Toxicity (c) III 0.5897 58.97%
Estrogen receptor binding + 0.8136 81.36%
Androgen receptor binding + 0.8186 81.86%
Thyroid receptor binding - 0.5114 51.14%
Glucocorticoid receptor binding + 0.7606 76.06%
Aromatase binding + 0.7221 72.21%
PPAR gamma + 0.7713 77.13%
Honey bee toxicity - 0.8013 80.13%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9874 98.74%

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 99.82% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 96.90% 91.49%
CHEMBL217 P14416 Dopamine D2 receptor 96.17% 95.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.83% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.40% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.07% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.94% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.73% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 93.15% 93.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.80% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.98% 97.09%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 89.90% 97.64%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.40% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.76% 99.23%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 88.58% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.57% 94.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.30% 96.21%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 85.23% 98.33%
CHEMBL221 P23219 Cyclooxygenase-1 84.93% 90.17%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 84.82% 95.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.41% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.31% 85.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.04% 93.56%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 82.95% 96.39%
CHEMBL1902 P62942 FK506-binding protein 1A 82.59% 97.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.57% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.69% 91.24%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.85% 96.47%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.28% 94.45%
CHEMBL255 P29275 Adenosine A2b receptor 80.07% 98.59%

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 139583421
LOTUS LTS0235717
wikiData Q75062266