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7'-O-Demethylisocephaeline

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 c3454834-bfd1-4b59-87a4-6f264582c0fc
Taxonomy Alkaloids and derivatives > Emetine alkaloids
IUPAC Name (1S)-1-[[(2S,3R,11bS)-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl]methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol
SMILES (Canonical) CCC1CN2CCC3=CC(=C(C=C3C2CC1CC4C5=CC(=C(C=C5CCN4)O)O)OC)OC
SMILES (Isomeric) CC[C@H]1CN2CCC3=CC(=C(C=C3[C@@H]2C[C@@H]1C[C@H]4C5=CC(=C(C=C5CCN4)O)O)OC)OC
InChI InChI=1S/C27H36N2O4/c1-4-16-15-29-8-6-18-12-26(32-2)27(33-3)14-21(18)23(29)10-19(16)9-22-20-13-25(31)24(30)11-17(20)5-7-28-22/h11-14,16,19,22-23,28,30-31H,4-10,15H2,1-3H3/t16-,19-,22-,23-/m0/s1
InChI Key HGQNZTBYUKKJLH-CQOCVSQPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H36N2O4
Molecular Weight 452.60 g/mol
Exact Mass 452.26750763 g/mol
Topological Polar Surface Area (TPSA) 74.20 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.34
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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CHEBI:65740
(1'beta)-10,11-dimethoxyemetan-6',7'-diol
CHEMBL519546
Q27134222
(1S)-1-[[(2S,3R,11bS)-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl]methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol

2D Structure

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2D Structure of 7'-O-Demethylisocephaeline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7868 78.68%
Caco-2 - 0.5924 59.24%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5066 50.66%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8845 88.45%
OATP1B3 inhibitior + 0.9361 93.61%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9357 93.57%
P-glycoprotein inhibitior - 0.5779 57.79%
P-glycoprotein substrate + 0.9343 93.43%
CYP3A4 substrate + 0.6420 64.20%
CYP2C9 substrate - 0.6131 61.31%
CYP2D6 substrate + 0.7179 71.79%
CYP3A4 inhibition - 0.9386 93.86%
CYP2C9 inhibition - 0.9431 94.31%
CYP2C19 inhibition - 0.9381 93.81%
CYP2D6 inhibition - 0.8287 82.87%
CYP1A2 inhibition - 0.9422 94.22%
CYP2C8 inhibition - 0.5647 56.47%
CYP inhibitory promiscuity - 0.9778 97.78%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7169 71.69%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9737 97.37%
Skin irritation - 0.7423 74.23%
Skin corrosion - 0.9315 93.15%
Ames mutagenesis - 0.9100 91.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9663 96.63%
Micronuclear + 0.5900 59.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8795 87.95%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.7318 73.18%
Acute Oral Toxicity (c) III 0.6204 62.04%
Estrogen receptor binding + 0.8160 81.60%
Androgen receptor binding + 0.8353 83.53%
Thyroid receptor binding + 0.7167 71.67%
Glucocorticoid receptor binding + 0.8056 80.56%
Aromatase binding + 0.5577 55.77%
PPAR gamma + 0.5298 52.98%
Honey bee toxicity - 0.7888 78.88%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5451 54.51%
Fish aquatic toxicity + 0.6449 64.49%

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 99.24% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 97.66% 92.94%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.50% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.50% 85.14%
CHEMBL3192 Q9BY41 Histone deacetylase 8 95.27% 93.99%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.56% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.38% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.58% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.51% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.89% 97.25%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.81% 97.21%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 88.78% 91.03%
CHEMBL213 P08588 Beta-1 adrenergic receptor 85.87% 95.56%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.85% 89.62%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 84.44% 82.38%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.36% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.03% 95.89%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 83.86% 91.79%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.42% 90.24%
CHEMBL2535 P11166 Glucose transporter 83.05% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.13% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.76% 96.95%
CHEMBL5747 Q92793 CREB-binding protein 80.67% 95.12%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.63% 94.00%
CHEMBL3438 Q05513 Protein kinase C zeta 80.44% 88.48%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 80.33% 96.25%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.06% 92.62%

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.
Carapichea klugii

Cross-Links

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PubChem 10884902
NPASS NPC121275
LOTUS LTS0096410
wikiData Q27134222