Tangutorine

Details

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Internal ID dea20313-786a-4a24-850e-e9c879b1dd83
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
IUPAC Name [(1S,14R,19R)-3,13-diazapentacyclo[11.8.0.02,10.04,9.014,19]henicosa-2(10),4,6,8,17-pentaen-17-yl]methanol
SMILES (Canonical) C1CC2C3=C(CCN2C4C1C=C(CC4)CO)C5=CC=CC=C5N3
SMILES (Isomeric) C1C[C@H]2C3=C(CCN2[C@H]4[C@H]1C=C(CC4)CO)C5=CC=CC=C5N3
InChI InChI=1S/C20H24N2O/c23-12-13-5-7-18-14(11-13)6-8-19-20-16(9-10-22(18)19)15-3-1-2-4-17(15)21-20/h1-4,11,14,18-19,21,23H,5-10,12H2/t14-,18-,19+/m1/s1
InChI Key ZIKRKRUIEOVRGS-ZMYBRWDISA-N
Popularity 8 references in papers

Physical and Chemical Properties

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Molecular Formula C20H24N2O
Molecular Weight 308.40 g/mol
Exact Mass 308.188863393 g/mol
Topological Polar Surface Area (TPSA) 39.30 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.56
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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[(1S,14R,19R)-3,13-diazapentacyclo[11.8.0.02,10.04,9.014,19]henicosa-2(10),4,6,8,17-pentaen-17-yl]methanol

2D Structure

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2D Structure of Tangutorine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9791 97.91%
Caco-2 + 0.6891 68.91%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6434 64.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8851 88.51%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 0.9405 94.05%
OCT2 inhibitior + 0.7000 70.00%
BSEP inhibitior + 0.6800 68.00%
P-glycoprotein inhibitior - 0.6419 64.19%
P-glycoprotein substrate + 0.5583 55.83%
CYP3A4 substrate + 0.6194 61.94%
CYP2C9 substrate + 0.5905 59.05%
CYP2D6 substrate + 0.6345 63.45%
CYP3A4 inhibition - 0.8251 82.51%
CYP2C9 inhibition - 0.8676 86.76%
CYP2C19 inhibition - 0.8882 88.82%
CYP2D6 inhibition + 0.6429 64.29%
CYP1A2 inhibition + 0.5361 53.61%
CYP2C8 inhibition + 0.4729 47.29%
CYP inhibitory promiscuity + 0.5557 55.57%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7257 72.57%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9932 99.32%
Skin irritation - 0.7038 70.38%
Skin corrosion - 0.9104 91.04%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9207 92.07%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.5601 56.01%
skin sensitisation - 0.8583 85.83%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7569 75.69%
Acute Oral Toxicity (c) III 0.6958 69.58%
Estrogen receptor binding + 0.6342 63.42%
Androgen receptor binding + 0.5963 59.63%
Thyroid receptor binding - 0.5182 51.82%
Glucocorticoid receptor binding - 0.5938 59.38%
Aromatase binding - 0.5730 57.30%
PPAR gamma - 0.5981 59.81%
Honey bee toxicity - 0.9378 93.78%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.7475 74.75%

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 98.02% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.29% 96.09%
CHEMBL3310 Q96DB2 Histone deacetylase 11 94.25% 88.56%
CHEMBL2581 P07339 Cathepsin D 91.76% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.69% 93.99%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.07% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.59% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.75% 97.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.04% 93.40%
CHEMBL217 P14416 Dopamine D2 receptor 82.88% 95.62%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.72% 95.83%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 82.69% 90.71%
CHEMBL255 P29275 Adenosine A2b receptor 82.29% 98.59%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.90% 91.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.42% 89.00%

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.
Nitraria tangutorum

Cross-Links

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PubChem 15406418
LOTUS LTS0118626
wikiData Q105376410