PlantaeDB Logo
Login Sign-up

Citbismine C

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

Top
Internal ID 66c2c21f-05b0-4ae4-9660-c8499b13a131
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Acridines > Acridones
IUPAC Name 5,9-dihydroxy-2-(2-hydroxypropan-2-yl)-1-(1-hydroxy-3,5,6-trimethoxy-10-methyl-9-oxoacridin-2-yl)-10-methoxy-11-methyl-1,2-dihydrofuro[2,3-c]acridin-6-one
SMILES (Canonical) CC(C)(C1C(C2=C(O1)C=C(C3=C2N(C4=C(C3=O)C=CC(=C4OC)O)C)O)C5=C(C=C6C(=C5O)C(=O)C7=C(N6C)C(=C(C=C7)OC)OC)OC)O
SMILES (Isomeric) CC(C)(C1C(C2=C(O1)C=C(C3=C2N(C4=C(C3=O)C=CC(=C4OC)O)C)O)C5=C(C=C6C(=C5O)C(=O)C7=C(N6C)C(=C(C=C7)OC)OC)OC)O
InChI InChI=1S/C37H36N2O11/c1-37(2,45)36-27(25-22(50-36)14-19(41)24-30(25)39(4)28-15(32(24)43)9-11-18(40)34(28)48-7)26-21(47-6)13-17-23(33(26)44)31(42)16-10-12-20(46-5)35(49-8)29(16)38(17)3/h9-14,27,36,40-41,44-45H,1-8H3
InChI Key BDURUBOYNAVRCF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C37H36N2O11
Molecular Weight 684.70 g/mol
Exact Mass 684.23190997 g/mol
Topological Polar Surface Area (TPSA) 168.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 4.51
H-Bond Acceptor 13
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

Top
CHEBI:168674
169055-79-2
5,9-dihydroxy-2-(2-hydroxypropan-2-yl)-1-(1-hydroxy-3,5,6-trimethoxy-10-methyl-9-oxoacridin-2-yl)-10-methoxy-11-methyl-1,2-dihydrouro[2,3-c]acridin-6-one

2D Structure

Top
2D Structure of Citbismine C

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8097 80.97%
Caco-2 - 0.8308 83.08%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7785 77.85%
OATP2B1 inhibitior - 0.5586 55.86%
OATP1B1 inhibitior + 0.8960 89.60%
OATP1B3 inhibitior + 0.9195 91.95%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8577 85.77%
P-glycoprotein inhibitior + 0.7813 78.13%
P-glycoprotein substrate + 0.6132 61.32%
CYP3A4 substrate + 0.6754 67.54%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate - 0.8596 85.96%
CYP3A4 inhibition - 0.7102 71.02%
CYP2C9 inhibition - 0.6077 60.77%
CYP2C19 inhibition - 0.5202 52.02%
CYP2D6 inhibition - 0.8194 81.94%
CYP1A2 inhibition + 0.5480 54.80%
CYP2C8 inhibition + 0.6971 69.71%
CYP inhibitory promiscuity - 0.5409 54.09%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Danger 0.3901 39.01%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.8871 88.71%
Skin irritation - 0.8426 84.26%
Skin corrosion - 0.9485 94.85%
Ames mutagenesis + 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6989 69.89%
Micronuclear + 0.8000 80.00%
Hepatotoxicity + 0.5961 59.61%
skin sensitisation - 0.9046 90.46%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8342 83.42%
Acute Oral Toxicity (c) III 0.6887 68.87%
Estrogen receptor binding + 0.7967 79.67%
Androgen receptor binding + 0.7494 74.94%
Thyroid receptor binding + 0.6644 66.44%
Glucocorticoid receptor binding + 0.8372 83.72%
Aromatase binding + 0.7315 73.15%
PPAR gamma + 0.7490 74.90%
Honey bee toxicity - 0.8524 85.24%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.7859 78.59%

Targets

Top

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
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.15% 89.00%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 96.99% 80.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.95% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.33% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 94.66% 91.49%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 94.15% 89.62%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 93.65% 93.65%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.39% 91.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.04% 93.99%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.29% 85.14%
CHEMBL2581 P07339 Cathepsin D 91.96% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.58% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.88% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.20% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.48% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.80% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.45% 97.25%
CHEMBL2535 P11166 Glucose transporter 83.93% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.65% 99.17%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.30% 95.78%
CHEMBL217 P14416 Dopamine D2 receptor 82.12% 95.62%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.37% 92.62%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 81.32% 94.42%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.52% 97.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.50% 95.71%
CHEMBL235 P37231 Peroxisome proliferator-activated receptor gamma 80.33% 95.39%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.18% 95.89%

Plants that contains it

Top
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.
Citrus × aurantium

Cross-Links

Top
PubChem 85149847
LOTUS LTS0233497
wikiData Q104924756