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Citbismine D

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 61b79752-26e2-4928-9d2c-7d32763ecccd
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Acridines > Acridones
IUPAC Name 5-[(1S,2R)-5,9-dihydroxy-2-(2-hydroxypropan-2-yl)-10-methoxy-11-methyl-6-oxo-1,2-dihydrofuro[2,3-c]acridin-1-yl]-6,10-dihydroxy-11-methoxy-3,3,12-trimethylpyrano[2,3-c]acridin-7-one
SMILES (Canonical) CC1(C=CC2=C3C(=C(C(=C2O1)C4C(OC5=C4C6=C(C(=C5)O)C(=O)C7=C(N6C)C(=C(C=C7)O)OC)C(C)(C)O)O)C(=O)C8=C(N3C)C(=C(C=C8)O)OC)C
SMILES (Isomeric) CC1(C=CC2=C3C(=C(C(=C2O1)[C@H]4[C@@H](OC5=C4C6=C(C(=C5)O)C(=O)C7=C(N6C)C(=C(C=C7)O)OC)C(C)(C)O)O)C(=O)C8=C(N3C)C(=C(C=C8)O)OC)C
InChI InChI=1S/C40H38N2O11/c1-39(2)14-13-18-28-27(33(47)17-10-12-19(43)36(50-7)29(17)41(28)5)34(48)26(35(18)53-39)25-24-22(52-38(25)40(3,4)49)15-21(45)23-31(24)42(6)30-16(32(23)46)9-11-20(44)37(30)51-8/h9-15,25,38,43-45,48-49H,1-8H3/t25-,38+/m0/s1
InChI Key YDFOOKXFYDNPMQ-IZADFHCISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H38N2O11
Molecular Weight 722.70 g/mol
Exact Mass 722.24756003 g/mol
Topological Polar Surface Area (TPSA) 179.00 Ų
XlogP 6.30
Atomic LogP (AlogP) 5.38
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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CHEBI:197189
5-[(1S,2R)-5,9-dihydroxy-2-(2-hydroxypropan-2-yl)-10-methoxy-11-methyl-6-oxo-1,2-dihydrouro[2,3-c]acridin-1-yl]-6,10-dihydroxy-11-methoxy-3,3,12-trimethylpyrano[2,3-c]acridin-7-one

2D Structure

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2D Structure of Citbismine D

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8901 89.01%
Caco-2 - 0.8379 83.79%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7173 71.73%
OATP2B1 inhibitior - 0.5586 55.86%
OATP1B1 inhibitior + 0.8691 86.91%
OATP1B3 inhibitior + 0.9148 91.48%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9009 90.09%
P-glycoprotein inhibitior + 0.7832 78.32%
P-glycoprotein substrate + 0.7001 70.01%
CYP3A4 substrate + 0.7069 70.69%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate - 0.8569 85.69%
CYP3A4 inhibition - 0.6519 65.19%
CYP2C9 inhibition - 0.5538 55.38%
CYP2C19 inhibition + 0.5079 50.79%
CYP2D6 inhibition - 0.7895 78.95%
CYP1A2 inhibition + 0.5260 52.60%
CYP2C8 inhibition + 0.6748 67.48%
CYP inhibitory promiscuity + 0.5696 56.96%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.5323 53.23%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.8766 87.66%
Skin irritation - 0.8352 83.52%
Skin corrosion - 0.9450 94.50%
Ames mutagenesis + 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7389 73.89%
Micronuclear + 0.8000 80.00%
Hepatotoxicity - 0.5414 54.14%
skin sensitisation - 0.8872 88.72%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8998 89.98%
Acute Oral Toxicity (c) III 0.6790 67.90%
Estrogen receptor binding + 0.7910 79.10%
Androgen receptor binding + 0.7337 73.37%
Thyroid receptor binding + 0.6530 65.30%
Glucocorticoid receptor binding + 0.8248 82.48%
Aromatase binding + 0.6882 68.82%
PPAR gamma + 0.7312 73.12%
Honey bee toxicity - 0.8271 82.71%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.8985 89.85%

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 99.27% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.01% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.25% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.64% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.92% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.80% 85.14%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 94.07% 80.78%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.70% 94.00%
CHEMBL2581 P07339 Cathepsin D 93.58% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.61% 93.99%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.13% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.90% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.35% 99.23%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 90.72% 93.65%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.66% 99.15%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 90.50% 89.62%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.40% 95.71%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.48% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.39% 99.17%
CHEMBL2535 P11166 Glucose transporter 82.95% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.46% 95.89%
CHEMBL1914 P06276 Butyrylcholinesterase 82.36% 95.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.23% 94.75%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.38% 91.03%
CHEMBL217 P14416 Dopamine D2 receptor 80.80% 95.62%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 80.70% 95.34%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.48% 97.14%

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.
Citrus × aurantium

Cross-Links

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PubChem 101687545
LOTUS LTS0117211
wikiData Q105346706