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Naphthacemycin A9

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 dd6caffd-0099-4bb6-a073-dd7c14adccd7
Taxonomy Benzenoids > Naphthacenes > Tetracenequinones
IUPAC Name 7-(2,4-dimethoxy-6-methylphenyl)-2,4-dihydroxy-9-methoxy-12,12-dimethyltetracene-5,6,11-trione
SMILES (Canonical) CC1=CC(=CC(=C1C2=C3C(=CC(=C2)OC)C(=O)C4=C(C3=O)C(=O)C5=C(C4(C)C)C=C(C=C5O)O)OC)OC
SMILES (Isomeric) CC1=CC(=CC(=C1C2=C3C(=CC(=C2)OC)C(=O)C4=C(C3=O)C(=O)C5=C(C4(C)C)C=C(C=C5O)O)OC)OC
InChI InChI=1S/C30H26O8/c1-13-7-15(36-4)12-21(38-6)22(13)17-10-16(37-5)11-18-23(17)28(34)25-26(27(18)33)30(2,3)19-8-14(31)9-20(32)24(19)29(25)35/h7-12,31-32H,1-6H3
InChI Key QGVMFERVTSOKIN-UHFFFAOYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C30H26O8
Molecular Weight 514.50 g/mol
Exact Mass 514.16276778 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 4.95
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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7-(2,4-dimethoxy-6-methylphenyl)-2,4-dihydroxy-9-methoxy-12,12-dimethyltetracene-5,6,11-trione

2D Structure

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2D Structure of Naphthacemycin A9

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9952 99.52%
Caco-2 - 0.5142 51.42%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8789 87.89%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8481 84.81%
OATP1B3 inhibitior + 0.8336 83.36%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9406 94.06%
P-glycoprotein inhibitior + 0.8020 80.20%
P-glycoprotein substrate - 0.8100 81.00%
CYP3A4 substrate + 0.6239 62.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8344 83.44%
CYP3A4 inhibition - 0.6461 64.61%
CYP2C9 inhibition + 0.8534 85.34%
CYP2C19 inhibition + 0.7056 70.56%
CYP2D6 inhibition - 0.8366 83.66%
CYP1A2 inhibition + 0.7106 71.06%
CYP2C8 inhibition + 0.6909 69.09%
CYP inhibitory promiscuity + 0.8260 82.60%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9108 91.08%
Carcinogenicity (trinary) Non-required 0.5143 51.43%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.6277 62.77%
Skin irritation - 0.7589 75.89%
Skin corrosion - 0.9468 94.68%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 0.6100 61.00%
Hepatotoxicity + 0.5232 52.32%
skin sensitisation - 0.8077 80.77%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.6616 66.16%
Acute Oral Toxicity (c) III 0.6279 62.79%
Estrogen receptor binding + 0.9093 90.93%
Androgen receptor binding + 0.6088 60.88%
Thyroid receptor binding + 0.6830 68.30%
Glucocorticoid receptor binding + 0.7504 75.04%
Aromatase binding + 0.7040 70.40%
PPAR gamma + 0.7548 75.48%
Honey bee toxicity - 0.8455 84.55%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9972 99.72%

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 97.29% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.71% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 96.03% 99.15%
CHEMBL4208 P20618 Proteasome component C5 94.43% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.02% 94.00%
CHEMBL1929 P47989 Xanthine dehydrogenase 91.30% 96.12%
CHEMBL2581 P07339 Cathepsin D 90.70% 98.95%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 90.24% 91.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.91% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 89.43% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.24% 96.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.56% 91.07%
CHEMBL2535 P11166 Glucose transporter 88.08% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.57% 89.00%
CHEMBL1907 P15144 Aminopeptidase N 86.05% 93.31%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.87% 93.99%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.72% 99.23%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.69% 93.40%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 85.40% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.96% 92.94%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.67% 96.38%
CHEMBL3492 P49721 Proteasome Macropain subunit 82.61% 90.24%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.98% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.75% 95.89%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 81.56% 85.49%
CHEMBL3194 P02766 Transthyretin 80.50% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.44% 85.14%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.31% 94.42%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 80.04% 92.68%

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.
There are no matching plants.

Cross-Links

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PubChem 25206371
LOTUS LTS0230054
wikiData Q104195807