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(+)-Plicamine

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 20f55d83-e538-4263-ad82-34d2d46509a4
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Isoquinolones and derivatives
IUPAC Name (1S,13S,16S,18R)-12-[2-(4-hydroxyphenyl)ethyl]-18-methoxy-15-methyl-5,7-dioxa-12,15-diazapentacyclo[11.7.0.01,16.02,10.04,8]icosa-2,4(8),9,19-tetraene-11,14-dione
SMILES (Canonical) CN1C2CC(C=CC23C(C1=O)N(C(=O)C4=CC5=C(C=C34)OCO5)CCC6=CC=C(C=C6)O)OC
SMILES (Isomeric) CN1[C@H]2C[C@H](C=C[C@@]23[C@@H](C1=O)N(C(=O)C4=CC5=C(C=C34)OCO5)CCC6=CC=C(C=C6)O)OC
InChI InChI=1S/C26H26N2O6/c1-27-22-11-17(32-2)7-9-26(22)19-13-21-20(33-14-34-21)12-18(19)24(30)28(23(26)25(27)31)10-8-15-3-5-16(29)6-4-15/h3-7,9,12-13,17,22-23,29H,8,10-11,14H2,1-2H3/t17-,22-,23+,26-/m0/s1
InChI Key SWPVBBHHDCMHLN-IRJLPVGZSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C26H26N2O6
Molecular Weight 462.50 g/mol
Exact Mass 462.17908655 g/mol
Topological Polar Surface Area (TPSA) 88.50 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.24
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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C12254
CHEBI:31019
Q27114069
(1S,13S,16S,18R)-12-[2-(4-hydroxyphenyl)ethyl]-18-methoxy-15-methyl-5,7-dioxa-12,15-diazapentacyclo[11.7.0.01,16.02,10.04,8]icosa-2,4(8),9,19-tetraene-11,14-dione

2D Structure

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2D Structure of (+)-Plicamine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8557 85.57%
Caco-2 - 0.5858 58.58%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.5330 53.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8181 81.81%
OATP1B3 inhibitior + 0.9343 93.43%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9921 99.21%
P-glycoprotein inhibitior + 0.9354 93.54%
P-glycoprotein substrate + 0.6442 64.42%
CYP3A4 substrate + 0.6920 69.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8347 83.47%
CYP3A4 inhibition + 0.7763 77.63%
CYP2C9 inhibition - 0.6986 69.86%
CYP2C19 inhibition - 0.5489 54.89%
CYP2D6 inhibition - 0.7250 72.50%
CYP1A2 inhibition - 0.8729 87.29%
CYP2C8 inhibition + 0.6648 66.48%
CYP inhibitory promiscuity + 0.5485 54.85%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5851 58.51%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9574 95.74%
Skin irritation - 0.7933 79.33%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.5654 56.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7966 79.66%
Micronuclear + 0.7800 78.00%
Hepatotoxicity + 0.5178 51.78%
skin sensitisation - 0.8898 88.98%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.6988 69.88%
Acute Oral Toxicity (c) III 0.7197 71.97%
Estrogen receptor binding + 0.8278 82.78%
Androgen receptor binding + 0.7770 77.70%
Thyroid receptor binding + 0.5434 54.34%
Glucocorticoid receptor binding + 0.8632 86.32%
Aromatase binding + 0.5203 52.03%
PPAR gamma + 0.7169 71.69%
Honey bee toxicity - 0.7086 70.86%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.8034 80.34%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.95% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.89% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.16% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.00% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.71% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.34% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.45% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.18% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.81% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.39% 94.00%
CHEMBL4208 P20618 Proteasome component C5 90.74% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.52% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.38% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.36% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.75% 97.25%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.39% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.27% 99.17%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 85.02% 85.11%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.69% 97.28%
CHEMBL5896 O75164 Lysine-specific demethylase 4A 84.30% 99.09%
CHEMBL233 P35372 Mu opioid receptor 84.15% 97.93%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 84.03% 82.38%
CHEMBL3820 P35557 Hexokinase type IV 82.46% 91.96%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 82.45% 96.09%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.42% 85.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.06% 95.89%

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.
Galanthus plicatus

Cross-Links

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PubChem 443740
LOTUS LTS0037573
wikiData Q27114069