PlantaeDB Logo
Login Sign-up

6,10-dihydroxy-11-[[(9S,10R)-9-hydroxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl]oxy]-3,3,12-trimethylpyrano[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

Top
Internal ID 0d2669f3-e9c9-4fb3-98f6-9d88c3900b1f
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Acridines > Acridones
IUPAC Name 6,10-dihydroxy-11-[[(9S,10R)-9-hydroxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl]oxy]-3,3,12-trimethylpyrano[2,3-c]acridin-7-one
SMILES (Canonical) CC1(C=CC2=C(O1)C=C(C3=C2N(C4=C(C3=O)C=CC(=C4OC5C(C(OC6=C5C7=C(C=C6)C=CC(=O)O7)(C)C)O)O)C)O)C
SMILES (Isomeric) CC1(C=CC2=C(O1)C=C(C3=C2N(C4=C(C3=O)C=CC(=C4O[C@H]5[C@@H](C(OC6=C5C7=C(C=C6)C=CC(=O)O7)(C)C)O)O)C)O)C
InChI InChI=1S/C33H29NO9/c1-32(2)13-12-16-21(42-32)14-19(36)23-25(16)34(5)26-17(27(23)38)8-9-18(35)29(26)41-30-24-20(43-33(3,4)31(30)39)10-6-15-7-11-22(37)40-28(15)24/h6-14,30-31,35-36,39H,1-5H3/t30-,31+/m1/s1
InChI Key NQAQWRPJTRYUKE-JSOSNVBQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C33H29NO9
Molecular Weight 583.60 g/mol
Exact Mass 583.18423150 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 5.05
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 6,10-dihydroxy-11-[[(9S,10R)-9-hydroxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl]oxy]-3,3,12-trimethylpyrano[2,3-c]acridin-7-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6522 65.22%
Caco-2 - 0.8120 81.20%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Nucleus 0.4665 46.65%
OATP2B1 inhibitior - 0.5701 57.01%
OATP1B1 inhibitior + 0.8937 89.37%
OATP1B3 inhibitior + 0.9272 92.72%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9294 92.94%
P-glycoprotein inhibitior + 0.8214 82.14%
P-glycoprotein substrate + 0.6532 65.32%
CYP3A4 substrate + 0.6842 68.42%
CYP2C9 substrate - 0.5779 57.79%
CYP2D6 substrate - 0.8623 86.23%
CYP3A4 inhibition - 0.8366 83.66%
CYP2C9 inhibition - 0.7563 75.63%
CYP2C19 inhibition - 0.5000 50.00%
CYP2D6 inhibition - 0.8756 87.56%
CYP1A2 inhibition + 0.6924 69.24%
CYP2C8 inhibition + 0.6771 67.71%
CYP inhibitory promiscuity - 0.7479 74.79%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.5951 59.51%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.8721 87.21%
Skin irritation - 0.8323 83.23%
Skin corrosion - 0.9503 95.03%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7142 71.42%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.5926 59.26%
skin sensitisation - 0.8853 88.53%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.7891 78.91%
Acute Oral Toxicity (c) III 0.7281 72.81%
Estrogen receptor binding + 0.7834 78.34%
Androgen receptor binding + 0.7969 79.69%
Thyroid receptor binding + 0.7056 70.56%
Glucocorticoid receptor binding + 0.8155 81.55%
Aromatase binding + 0.6666 66.66%
PPAR gamma + 0.7327 73.27%
Honey bee toxicity - 0.7421 74.21%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.8915 89.15%

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 98.76% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.47% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.28% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 97.47% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.40% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.88% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.97% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.86% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.77% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.09% 96.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.91% 93.99%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 87.72% 80.78%
CHEMBL1914 P06276 Butyrylcholinesterase 87.11% 95.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 86.28% 94.42%
CHEMBL3038469 P24941 CDK2/Cyclin A 85.16% 91.38%
CHEMBL1937 Q92769 Histone deacetylase 2 84.78% 94.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.54% 96.77%
CHEMBL4208 P20618 Proteasome component C5 83.39% 90.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 83.36% 93.10%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.45% 97.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.19% 90.71%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.67% 89.62%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.66% 92.62%
CHEMBL2535 P11166 Glucose transporter 80.18% 98.75%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.16% 95.71%

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 163068823
LOTUS LTS0039682
wikiData Q105183647