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Isoandrocymbine

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 31747fe8-49e0-4e73-8449-aa931c151f33
Taxonomy Alkaloids and derivatives > Androcymbine alkaloids
IUPAC Name (1R,10S)-5-hydroxy-3,4,14-trimethoxy-18-methyl-18-azatetracyclo[8.5.3.01,11.02,7]octadeca-2,4,6,11,14-pentaen-13-one
SMILES (Canonical) CN1CCC23C=C(C(=O)C=C2C1CCC4=CC(=C(C(=C34)OC)OC)O)OC
SMILES (Isomeric) CN1CC[C@@]23C=C(C(=O)C=C2[C@@H]1CCC4=CC(=C(C(=C34)OC)OC)O)OC
InChI InChI=1S/C21H25NO5/c1-22-8-7-21-11-17(25-2)15(23)10-13(21)14(22)6-5-12-9-16(24)19(26-3)20(27-4)18(12)21/h9-11,14,24H,5-8H2,1-4H3/t14-,21+/m0/s1
InChI Key IJGDMFUAWANQSX-LHSJRXKWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H25NO5
Molecular Weight 371.40 g/mol
Exact Mass 371.17327290 g/mol
Topological Polar Surface Area (TPSA) 68.20 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.34
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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(S)-isoandrocymbine
CHEBI:80673
Q27149715

2D Structure

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2D Structure of Isoandrocymbine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9530 95.30%
Caco-2 + 0.8893 88.93%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6049 60.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9293 92.93%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.8011 80.11%
P-glycoprotein inhibitior - 0.7324 73.24%
P-glycoprotein substrate + 0.5275 52.75%
CYP3A4 substrate + 0.6468 64.68%
CYP2C9 substrate - 0.8067 80.67%
CYP2D6 substrate + 0.3520 35.20%
CYP3A4 inhibition - 0.9350 93.50%
CYP2C9 inhibition - 0.8808 88.08%
CYP2C19 inhibition - 0.9215 92.15%
CYP2D6 inhibition - 0.5591 55.91%
CYP1A2 inhibition - 0.6687 66.87%
CYP2C8 inhibition - 0.7020 70.20%
CYP inhibitory promiscuity - 0.9453 94.53%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6397 63.97%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9095 90.95%
Skin irritation - 0.7490 74.90%
Skin corrosion - 0.9322 93.22%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6765 67.65%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8439 84.39%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7713 77.13%
Acute Oral Toxicity (c) III 0.6441 64.41%
Estrogen receptor binding + 0.7077 70.77%
Androgen receptor binding + 0.5748 57.48%
Thyroid receptor binding + 0.6632 66.32%
Glucocorticoid receptor binding + 0.8118 81.18%
Aromatase binding + 0.5547 55.47%
PPAR gamma + 0.5581 55.81%
Honey bee toxicity - 0.7565 75.65%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9649 96.49%

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 98.79% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 97.47% 93.40%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.52% 91.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 95.66% 93.99%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 95.04% 91.03%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.87% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.49% 95.56%
CHEMBL217 P14416 Dopamine D2 receptor 93.23% 95.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.47% 85.14%
CHEMBL2581 P07339 Cathepsin D 91.97% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.21% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.00% 95.89%
CHEMBL4208 P20618 Proteasome component C5 88.40% 90.00%
CHEMBL5203 P33316 dUTP pyrophosphatase 88.31% 99.18%
CHEMBL2535 P11166 Glucose transporter 88.20% 98.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.00% 90.71%
CHEMBL3820 P35557 Hexokinase type IV 87.13% 91.96%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.02% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.62% 91.07%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 85.68% 90.24%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.45% 93.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.20% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.26% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.02% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.90% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.68% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 83.46% 91.49%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.95% 92.94%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 82.35% 98.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.13% 100.00%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 81.98% 80.78%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.66% 93.04%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 81.52% 100.00%
CHEMBL2056 P21728 Dopamine D1 receptor 81.37% 91.00%

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.
Colchicum autumnale

Cross-Links

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PubChem 46173814
LOTUS LTS0033446
wikiData Q27149715