19,20-(E)-Vallesamine

Details

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Internal ID b09ea99b-e652-4b38-b018-671f3cedddd5
Taxonomy Alkaloids and derivatives > Vallesaman alkaloids
IUPAC Name methyl (12S,13S,14E)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.03,11.04,9]heptadeca-3(11),4,6,8-tetraene-12-carboxylate
SMILES (Canonical) CC=C1CN2CCC1C(C3=C(C2)C4=CC=CC=C4N3)(CO)C(=O)OC
SMILES (Isomeric) C/C=C\1/CN2CC[C@@H]1[C@](C3=C(C2)C4=CC=CC=C4N3)(CO)C(=O)OC
InChI InChI=1S/C20H24N2O3/c1-3-13-10-22-9-8-16(13)20(12-23,19(24)25-2)18-15(11-22)14-6-4-5-7-17(14)21-18/h3-7,16,21,23H,8-12H2,1-2H3/b13-3-/t16-,20-/m0/s1
InChI Key JZKSIYFJGCTTET-WBUQUAQWSA-N
Popularity 24 references in papers

Physical and Chemical Properties

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Molecular Formula C20H24N2O3
Molecular Weight 340.40 g/mol
Exact Mass 340.17869263 g/mol
Topological Polar Surface Area (TPSA) 65.60 Ų
XlogP 1.30
Atomic LogP (AlogP) 2.35
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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Vallesamine
3368-87-4
CHEMBL5177009
DTXSID601318157
AKOS040760956
FS-9766
methyl (12S,13S,14E)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.03,11.04,9]heptadeca-3(11),4,6,8-tetraene-12-carboxylate

2D Structure

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2D Structure of 19,20-(E)-Vallesamine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9015 90.15%
Caco-2 + 0.6987 69.87%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6590 65.90%
OATP2B1 inhibitior - 0.8568 85.68%
OATP1B1 inhibitior + 0.8670 86.70%
OATP1B3 inhibitior + 0.9364 93.64%
MATE1 inhibitior - 0.8050 80.50%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7853 78.53%
P-glycoprotein inhibitior - 0.4724 47.24%
P-glycoprotein substrate + 0.5769 57.69%
CYP3A4 substrate + 0.6641 66.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3548 35.48%
CYP3A4 inhibition - 0.9026 90.26%
CYP2C9 inhibition - 0.6919 69.19%
CYP2C19 inhibition - 0.8739 87.39%
CYP2D6 inhibition - 0.6047 60.47%
CYP1A2 inhibition - 0.6138 61.38%
CYP2C8 inhibition - 0.5579 55.79%
CYP inhibitory promiscuity - 0.7205 72.05%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6688 66.88%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9828 98.28%
Skin irritation - 0.7707 77.07%
Skin corrosion - 0.9359 93.59%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3691 36.91%
Micronuclear + 0.6500 65.00%
Hepatotoxicity - 0.7093 70.93%
skin sensitisation - 0.8415 84.15%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity + 0.5068 50.68%
Acute Oral Toxicity (c) III 0.6147 61.47%
Estrogen receptor binding - 0.5561 55.61%
Androgen receptor binding + 0.6839 68.39%
Thyroid receptor binding - 0.5170 51.70%
Glucocorticoid receptor binding + 0.6278 62.78%
Aromatase binding - 0.5897 58.97%
PPAR gamma - 0.5848 58.48%
Honey bee toxicity - 0.8605 86.05%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9290 92.90%

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 98.67% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.44% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.75% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 96.61% 83.82%
CHEMBL2581 P07339 Cathepsin D 95.92% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.94% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.21% 97.09%
CHEMBL5028 O14672 ADAM10 88.60% 97.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.52% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.44% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.08% 95.83%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.07% 97.25%
CHEMBL3310 Q96DB2 Histone deacetylase 11 85.93% 88.56%
CHEMBL4208 P20618 Proteasome component C5 84.63% 90.00%
CHEMBL255 P29275 Adenosine A2b receptor 84.32% 98.59%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.59% 89.00%
CHEMBL228 P31645 Serotonin transporter 83.51% 95.51%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.04% 94.23%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.14% 99.23%

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.
Alstonia rostrata
Alstonia scholaris
Tabernaemontana citrifolia
Tabernaemontana dichotoma

Cross-Links

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PubChem 13783712
LOTUS LTS0046263
wikiData Q104888922