Acronine

Details

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Internal ID 9a5b0d4c-57b8-4166-ab52-2a23a3faf43f
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Acridines > Acridones
IUPAC Name 6-methoxy-3,3,12-trimethylpyrano[2,3-c]acridin-7-one
SMILES (Canonical) CC1(C=CC2=C3C(=C(C=C2O1)OC)C(=O)C4=CC=CC=C4N3C)C
SMILES (Isomeric) CC1(C=CC2=C3C(=C(C=C2O1)OC)C(=O)C4=CC=CC=C4N3C)C
InChI InChI=1S/C20H19NO3/c1-20(2)10-9-13-15(24-20)11-16(23-4)17-18(13)21(3)14-8-6-5-7-12(14)19(17)22/h5-11H,1-4H3
InChI Key SMPZPKRDRQOOHT-UHFFFAOYSA-N
Popularity 119 references in papers

Physical and Chemical Properties

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Molecular Formula C20H19NO3
Molecular Weight 321.40 g/mol
Exact Mass 321.13649347 g/mol
Topological Polar Surface Area (TPSA) 38.80 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.88
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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ACRONYCINE
7008-42-6
Compound 42339
Acromycine
NCI-C01536
Acronina
Acroninum
NSC 403169
Acronine [USAN:INN]
Acroninum [INN-Latin]
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Acronine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9808 98.08%
Caco-2 + 0.9121 91.21%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.6857 68.57%
Subcellular localzation Mitochondria 0.5738 57.38%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.9382 93.82%
OATP1B3 inhibitior + 0.9617 96.17%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8971 89.71%
P-glycoprotein inhibitior + 0.6553 65.53%
P-glycoprotein substrate - 0.5665 56.65%
CYP3A4 substrate + 0.6646 66.46%
CYP2C9 substrate - 0.8038 80.38%
CYP2D6 substrate - 0.8268 82.68%
CYP3A4 inhibition + 0.5426 54.26%
CYP2C9 inhibition - 0.7753 77.53%
CYP2C19 inhibition + 0.7048 70.48%
CYP2D6 inhibition - 0.7380 73.80%
CYP1A2 inhibition + 0.8553 85.53%
CYP2C8 inhibition - 0.6443 64.43%
CYP inhibitory promiscuity + 0.7026 70.26%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Danger 0.7445 74.45%
Eye corrosion - 0.9876 98.76%
Eye irritation + 0.6850 68.50%
Skin irritation - 0.8354 83.54%
Skin corrosion - 0.9552 95.52%
Ames mutagenesis + 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4124 41.24%
Micronuclear + 0.7100 71.00%
Hepatotoxicity + 0.7304 73.04%
skin sensitisation - 0.8645 86.45%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6687 66.87%
Acute Oral Toxicity (c) III 0.6883 68.83%
Estrogen receptor binding + 0.9274 92.74%
Androgen receptor binding + 0.6277 62.77%
Thyroid receptor binding + 0.8694 86.94%
Glucocorticoid receptor binding + 0.7857 78.57%
Aromatase binding + 0.7578 75.78%
PPAR gamma + 0.7069 70.69%
Honey bee toxicity - 0.8264 82.64%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.7100 71.00%
Fish aquatic toxicity + 0.7849 78.49%

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 97.99% 93.99%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.77% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.47% 85.14%
CHEMBL2581 P07339 Cathepsin D 96.66% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.81% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.55% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.32% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.78% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.60% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.36% 97.14%
CHEMBL2535 P11166 Glucose transporter 87.64% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.27% 94.45%
CHEMBL4208 P20618 Proteasome component C5 84.95% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.97% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.94% 92.62%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.29% 96.67%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.85% 95.71%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.34% 100.00%

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.
Limonium bicolor
Medicosma subsessilis
Murraya paniculata
Sarcomelicope argyrophylla
Sarcomelicope dogniensis
Sarcomelicope megistophylla
Sarcomelicope simplicifolia
Swinglea glutinosa

Cross-Links

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PubChem 345512
NPASS NPC234933
ChEMBL CHEMBL285852
LOTUS LTS0235773
wikiData Q15633955