PlantaeDB Logo
Login Sign-up

9(10H)-Acridinone, 5-[(9,10-dihydro-9-hydroxy-8,8-dimethyl-2-oxo-2H,8H-benzo[1,2-b:3,4-b']dipyran-10-yl)oxy]-1,6-dihydroxy-3-methoxy-10-methyl-, cis-(+)-

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 f902bc61-7c8c-469f-8b15-9871a6a43c2a
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Acridines > Acridones
IUPAC Name 1,6-dihydroxy-5-[[(9S,10S)-9-hydroxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl]oxy]-3-methoxy-10-methylacridin-9-one
SMILES (Canonical) CC1(C(C(C2=C(O1)C=CC3=C2OC(=O)C=C3)OC4=C(C=CC5=C4N(C6=C(C5=O)C(=CC(=C6)OC)O)C)O)O)C
SMILES (Isomeric) CC1([C@H]([C@H](C2=C(O1)C=CC3=C2OC(=O)C=C3)OC4=C(C=CC5=C4N(C6=C(C5=O)C(=CC(=C6)OC)O)C)O)O)C
InChI InChI=1S/C29H25NO9/c1-29(2)28(35)27(22-19(39-29)9-5-13-6-10-20(33)37-25(13)22)38-26-17(31)8-7-15-23(26)30(3)16-11-14(36-4)12-18(32)21(16)24(15)34/h5-12,27-28,31-32,35H,1-4H3/t27-,28-/m0/s1
InChI Key VMABFFUJXPHEJX-NSOVKSMOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H25NO9
Molecular Weight 531.50 g/mol
Exact Mass 531.15293138 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 3.87
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

Top
195057-36-4
9(10H)-Acridinone, 5-[(9,10-dihydro-9-hydroxy-8,8-dimethyl-2-oxo-2H,8H-benzo[1,2-b:3,4-b']dipyran-10-yl)oxy]-1,6-dihydroxy-3-methoxy-10-methyl-, cis-(+)-

2D Structure

Top
2D Structure of 9(10H)-Acridinone, 5-[(9,10-dihydro-9-hydroxy-8,8-dimethyl-2-oxo-2H,8H-benzo[1,2-b:3,4-b']dipyran-10-yl)oxy]-1,6-dihydroxy-3-methoxy-10-methyl-, cis-(+)-

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5080 50.80%
Caco-2 - 0.7765 77.65%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.4055 40.55%
OATP2B1 inhibitior - 0.7186 71.86%
OATP1B1 inhibitior + 0.9014 90.14%
OATP1B3 inhibitior + 0.9279 92.79%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9304 93.04%
P-glycoprotein inhibitior + 0.8011 80.11%
P-glycoprotein substrate + 0.5785 57.85%
CYP3A4 substrate + 0.6711 67.11%
CYP2C9 substrate - 0.5695 56.95%
CYP2D6 substrate - 0.8677 86.77%
CYP3A4 inhibition - 0.8781 87.81%
CYP2C9 inhibition - 0.7952 79.52%
CYP2C19 inhibition - 0.5388 53.88%
CYP2D6 inhibition - 0.9022 90.22%
CYP1A2 inhibition + 0.7556 75.56%
CYP2C8 inhibition + 0.6932 69.32%
CYP inhibitory promiscuity - 0.8275 82.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Danger 0.4215 42.15%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.8774 87.74%
Skin irritation - 0.8424 84.24%
Skin corrosion - 0.9544 95.44%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6611 66.11%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.9058 90.58%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7229 72.29%
Acute Oral Toxicity (c) III 0.7297 72.97%
Estrogen receptor binding + 0.7984 79.84%
Androgen receptor binding + 0.8070 80.70%
Thyroid receptor binding + 0.6563 65.63%
Glucocorticoid receptor binding + 0.8267 82.67%
Aromatase binding + 0.6318 63.18%
PPAR gamma + 0.7539 75.39%
Honey bee toxicity - 0.7739 77.39%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.7708 77.08%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.52% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.87% 94.45%
CHEMBL2581 P07339 Cathepsin D 97.27% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.79% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 96.66% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.60% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.77% 93.99%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.20% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.06% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.45% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.44% 96.09%
CHEMBL4208 P20618 Proteasome component C5 90.68% 90.00%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 90.40% 80.78%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 90.34% 94.42%
CHEMBL2535 P11166 Glucose transporter 85.75% 98.75%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.72% 97.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.68% 92.62%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 84.08% 85.49%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.50% 96.77%
CHEMBL4040 P28482 MAP kinase ERK2 82.85% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.27% 86.33%
CHEMBL204 P00734 Thrombin 82.18% 96.01%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 80.68% 93.10%
CHEMBL1937 Q92769 Histone deacetylase 2 80.44% 94.75%

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 15813457
LOTUS LTS0129412
wikiData Q105288857