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6,10-dihydroxy-11-methoxy-5-[(1S)-1-(7-methoxy-2-oxochromen-6-yl)-3-methylbut-2-enyl]-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

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Internal ID 0e611018-9849-49ef-9c8a-b3ea17f9154b
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Acridines > Acridones
IUPAC Name 6,10-dihydroxy-11-methoxy-5-[(1S)-1-(7-methoxy-2-oxochromen-6-yl)-3-methylbut-2-enyl]-3,3,12-trimethylpyrano[2,3-c]acridin-7-one
SMILES (Canonical) CC(=CC(C1=C(C=C2C(=C1)C=CC(=O)O2)OC)C3=C4C(=C5C(=C3O)C(=O)C6=C(N5C)C(=C(C=C6)O)OC)C=CC(O4)(C)C)C
SMILES (Isomeric) CC(=C[C@@H](C1=C(C=C2C(=C1)C=CC(=O)O2)OC)C3=C4C(=C5C(=C3O)C(=O)C6=C(N5C)C(=C(C=C6)O)OC)C=CC(O4)(C)C)C
InChI InChI=1S/C35H33NO8/c1-17(2)14-22(21-15-18-8-11-26(38)43-24(18)16-25(21)41-6)27-32(40)28-29(20-12-13-35(3,4)44-33(20)27)36(5)30-19(31(28)39)9-10-23(37)34(30)42-7/h8-16,22,37,40H,1-7H3/t22-/m0/s1
InChI Key ZWXOIPZATSFFPY-QFIPXVFZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H33NO8
Molecular Weight 595.60 g/mol
Exact Mass 595.22061701 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 7.20
Atomic LogP (AlogP) 6.51
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6,10-dihydroxy-11-methoxy-5-[(1S)-1-(7-methoxy-2-oxochromen-6-yl)-3-methylbut-2-enyl]-3,3,12-trimethylpyrano[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 + 0.7745 77.45%
Caco-2 - 0.7603 76.03%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Nucleus 0.5002 50.02%
OATP2B1 inhibitior - 0.7169 71.69%
OATP1B1 inhibitior + 0.8493 84.93%
OATP1B3 inhibitior + 0.9237 92.37%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9834 98.34%
P-glycoprotein inhibitior + 0.8588 85.88%
P-glycoprotein substrate + 0.7668 76.68%
CYP3A4 substrate + 0.7015 70.15%
CYP2C9 substrate + 0.6302 63.02%
CYP2D6 substrate - 0.8728 87.28%
CYP3A4 inhibition - 0.8893 88.93%
CYP2C9 inhibition - 0.6709 67.09%
CYP2C19 inhibition + 0.5266 52.66%
CYP2D6 inhibition - 0.8356 83.56%
CYP1A2 inhibition + 0.6209 62.09%
CYP2C8 inhibition + 0.7684 76.84%
CYP inhibitory promiscuity - 0.6093 60.93%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Danger 0.6050 60.50%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8625 86.25%
Skin irritation - 0.8136 81.36%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis + 0.5330 53.30%
Human Ether-a-go-go-Related Gene inhibition + 0.8651 86.51%
Micronuclear + 0.7300 73.00%
Hepatotoxicity + 0.5501 55.01%
skin sensitisation - 0.8611 86.11%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7761 77.61%
Acute Oral Toxicity (c) III 0.6985 69.85%
Estrogen receptor binding + 0.8065 80.65%
Androgen receptor binding + 0.8013 80.13%
Thyroid receptor binding + 0.6270 62.70%
Glucocorticoid receptor binding + 0.8619 86.19%
Aromatase binding + 0.6571 65.71%
PPAR gamma + 0.7607 76.07%
Honey bee toxicity - 0.7630 76.30%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9256 92.56%

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 99.66% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.00% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 98.51% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.54% 89.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 95.28% 93.99%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.22% 94.00%
CHEMBL2581 P07339 Cathepsin D 94.84% 98.95%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 94.00% 80.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.89% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 93.72% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.63% 86.33%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 93.55% 89.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.90% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.65% 96.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.19% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.53% 99.23%
CHEMBL1255126 O15151 Protein Mdm4 88.24% 90.20%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 87.44% 94.03%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.04% 95.83%
CHEMBL2535 P11166 Glucose transporter 84.92% 98.75%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 84.17% 82.38%
CHEMBL4208 P20618 Proteasome component C5 84.01% 90.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 83.58% 94.42%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.70% 97.21%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.48% 93.56%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.41% 85.00%
CHEMBL1914 P06276 Butyrylcholinesterase 80.31% 95.00%

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 162970140
LOTUS LTS0043957
wikiData Q105385288