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(1S,2R)-5,10-dihydroxy-2-(2-hydroxypropan-2-yl)-1-(1-hydroxy-3,5,6-trimethoxy-9-oxo-10H-acridin-2-yl)-11-methyl-1,2-dihydrofuro[2,3-c]acridin-6-one

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 48629358-35b4-41b5-835a-0a80b40fdcc9
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Acridines > Acridones
IUPAC Name (1S,2R)-5,10-dihydroxy-2-(2-hydroxypropan-2-yl)-1-(1-hydroxy-3,5,6-trimethoxy-9-oxo-10H-acridin-2-yl)-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=C4O)C)O)C5=C(C=C6C(=C5O)C(=O)C7=C(N6)C(=C(C=C7)OC)OC)OC)O
SMILES (Isomeric) CC(C)([C@H]1[C@@H](C2=C(O1)C=C(C3=C2N(C4=C(C3=O)C=CC=C4O)C)O)C5=C(C=C6C(=C5O)C(=O)C7=C(N6)C(=C(C=C7)OC)OC)OC)O
InChI InChI=1S/C35H32N2O10/c1-35(2,43)34-26(24-21(47-34)13-18(39)23-29(24)37(3)28-15(31(23)41)8-7-9-17(28)38)25-20(45-5)12-16-22(32(25)42)30(40)14-10-11-19(44-4)33(46-6)27(14)36-16/h7-13,26,34,38-39,42-43H,1-6H3,(H,36,40)/t26-,34+/m0/s1
InChI Key FTTSBKFANOKIKQ-UVMFRMCBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H32N2O10
Molecular Weight 640.60 g/mol
Exact Mass 640.20569522 g/mol
Topological Polar Surface Area (TPSA) 167.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 4.49
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R)-5,10-dihydroxy-2-(2-hydroxypropan-2-yl)-1-(1-hydroxy-3,5,6-trimethoxy-9-oxo-10H-acridin-2-yl)-11-methyl-1,2-dihydrofuro[2,3-c]acridin-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7464 74.64%
Caco-2 - 0.8292 82.92%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6311 63.11%
OATP2B1 inhibitior - 0.5674 56.74%
OATP1B1 inhibitior + 0.8837 88.37%
OATP1B3 inhibitior + 0.9228 92.28%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9264 92.64%
P-glycoprotein inhibitior + 0.7984 79.84%
P-glycoprotein substrate + 0.6721 67.21%
CYP3A4 substrate + 0.7129 71.29%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate - 0.8527 85.27%
CYP3A4 inhibition - 0.7064 70.64%
CYP2C9 inhibition - 0.5738 57.38%
CYP2C19 inhibition - 0.5000 50.00%
CYP2D6 inhibition - 0.8209 82.09%
CYP1A2 inhibition + 0.5707 57.07%
CYP2C8 inhibition + 0.7612 76.12%
CYP inhibitory promiscuity + 0.5435 54.35%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.3991 39.91%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9014 90.14%
Skin irritation - 0.8378 83.78%
Skin corrosion - 0.9418 94.18%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7354 73.54%
Micronuclear + 0.8100 81.00%
Hepatotoxicity + 0.5662 56.62%
skin sensitisation - 0.8979 89.79%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.9013 90.13%
Acute Oral Toxicity (c) III 0.6772 67.72%
Estrogen receptor binding + 0.8131 81.31%
Androgen receptor binding + 0.7549 75.49%
Thyroid receptor binding + 0.6718 67.18%
Glucocorticoid receptor binding + 0.8352 83.52%
Aromatase binding + 0.7117 71.17%
PPAR gamma + 0.6935 69.35%
Honey bee toxicity - 0.8408 84.08%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.7472 74.72%

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
CHEMBL3192 Q9BY41 Histone deacetylase 8 99.34% 93.99%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 98.48% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.77% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.68% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.61% 89.00%
CHEMBL2581 P07339 Cathepsin D 97.12% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.69% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.81% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.54% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 93.36% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.29% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.89% 94.45%
CHEMBL213 P08588 Beta-1 adrenergic receptor 92.14% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.94% 97.25%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 90.89% 80.78%
CHEMBL1951 P21397 Monoamine oxidase A 90.70% 91.49%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 90.61% 93.65%
CHEMBL2535 P11166 Glucose transporter 90.14% 98.75%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 87.98% 92.68%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.74% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 84.86% 94.73%
CHEMBL217 P14416 Dopamine D2 receptor 84.30% 95.62%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.87% 89.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.72% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.72% 99.15%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.62% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.54% 92.62%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.55% 95.78%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.46% 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 101932106
LOTUS LTS0133118
wikiData Q105001298