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(1S)-6,11-dihydroxy-1-(1-hydroxy-3,5,6-trimethoxy-9-oxo-10H-acridin-2-yl)-3,3,12-trimethyl-1,2-dihydropyrano[2,3-c]acridin-7-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 1bce5122-8f0a-440c-af56-24ce0f2aa54f
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Acridines > Acridones
IUPAC Name (1S)-6,11-dihydroxy-1-(1-hydroxy-3,5,6-trimethoxy-9-oxo-10H-acridin-2-yl)-3,3,12-trimethyl-1,2-dihydropyrano[2,3-c]acridin-7-one
SMILES (Canonical) CC1(CC(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)C
SMILES (Isomeric) CC1(C[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)C
InChI InChI=1S/C35H32N2O9/c1-35(2)14-17(24-23(46-35)13-20(39)27-30(24)37(3)29-16(32(27)41)8-7-9-19(29)38)25-22(44-5)12-18-26(33(25)42)31(40)15-10-11-21(43-4)34(45-6)28(15)36-18/h7-13,17,38-39,42H,14H2,1-6H3,(H,36,40)/t17-/m0/s1
InChI Key UIEVLPRKYIOBRT-KRWDZBQOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H32N2O9
Molecular Weight 624.60 g/mol
Exact Mass 624.21078060 g/mol
Topological Polar Surface Area (TPSA) 147.00 Ų
XlogP 6.60
Atomic LogP (AlogP) 5.52
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S)-6,11-dihydroxy-1-(1-hydroxy-3,5,6-trimethoxy-9-oxo-10H-acridin-2-yl)-3,3,12-trimethyl-1,2-dihydropyrano[2,3-c]acridin-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5000 50.00%
Caco-2 - 0.7980 79.80%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.4651 46.51%
OATP2B1 inhibitior - 0.5723 57.23%
OATP1B1 inhibitior + 0.8877 88.77%
OATP1B3 inhibitior + 0.9393 93.93%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9704 97.04%
P-glycoprotein inhibitior + 0.8490 84.90%
P-glycoprotein substrate + 0.6572 65.72%
CYP3A4 substrate + 0.7370 73.70%
CYP2C9 substrate + 0.6150 61.50%
CYP2D6 substrate - 0.8258 82.58%
CYP3A4 inhibition - 0.8123 81.23%
CYP2C9 inhibition - 0.7853 78.53%
CYP2C19 inhibition - 0.7047 70.47%
CYP2D6 inhibition - 0.7794 77.94%
CYP1A2 inhibition + 0.5099 50.99%
CYP2C8 inhibition + 0.7505 75.05%
CYP inhibitory promiscuity - 0.6737 67.37%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.4456 44.56%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9010 90.10%
Skin irritation - 0.8300 83.00%
Skin corrosion - 0.9360 93.60%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7511 75.11%
Micronuclear + 0.7800 78.00%
Hepatotoxicity + 0.5371 53.71%
skin sensitisation - 0.8974 89.74%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8725 87.25%
Acute Oral Toxicity (c) III 0.6749 67.49%
Estrogen receptor binding + 0.8095 80.95%
Androgen receptor binding + 0.7973 79.73%
Thyroid receptor binding + 0.6682 66.82%
Glucocorticoid receptor binding + 0.8598 85.98%
Aromatase binding + 0.7492 74.92%
PPAR gamma + 0.6669 66.69%
Honey bee toxicity - 0.7983 79.83%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.6882 68.82%

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 99.78% 93.99%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.91% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.81% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.79% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 98.54% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 98.09% 94.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.78% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.56% 89.00%
CHEMBL2581 P07339 Cathepsin D 97.42% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.90% 94.00%
CHEMBL4302 P08183 P-glycoprotein 1 96.64% 92.98%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.67% 86.33%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 92.89% 92.68%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.79% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.67% 95.89%
CHEMBL2535 P11166 Glucose transporter 88.14% 98.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.11% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.07% 97.14%
CHEMBL213 P08588 Beta-1 adrenergic receptor 87.98% 95.56%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 86.27% 85.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.75% 97.09%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 85.44% 96.00%
CHEMBL4208 P20618 Proteasome component C5 83.62% 90.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.20% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.09% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.85% 99.15%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.61% 92.94%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.12% 93.40%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.73% 90.08%

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 maxima

Cross-Links

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PubChem 163190042
LOTUS LTS0068294
wikiData Q105273327