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Aklavinone

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 548ad135-a96a-4bf4-820c-3d97a5c9a5b3
Taxonomy Benzenoids > Naphthacenes > Tetracenequinones
IUPAC Name methyl (1R,2R,4S)-2-ethyl-2,4,5,7-tetrahydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
SMILES (Canonical) CCC1(CC(C2=C(C3=C(C=C2C1C(=O)OC)C(=O)C4=C(C3=O)C(=CC=C4)O)O)O)O
SMILES (Isomeric) CC[C@]1(C[C@@H](C2=C(C3=C(C=C2[C@H]1C(=O)OC)C(=O)C4=C(C3=O)C(=CC=C4)O)O)O)O
InChI InChI=1S/C22H20O8/c1-3-22(29)8-13(24)15-10(17(22)21(28)30-2)7-11-16(20(15)27)19(26)14-9(18(11)25)5-4-6-12(14)23/h4-7,13,17,23-24,27,29H,3,8H2,1-2H3/t13-,17-,22+/m0/s1
InChI Key RACGRCLGVYXIAO-YOKWENHESA-N
Popularity 121 references in papers

Physical and Chemical Properties

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Molecular Formula C22H20O8
Molecular Weight 412.40 g/mol
Exact Mass 412.11581759 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 1.71
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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Aclavinone
Aklavinon
16234-96-1
Antibiotic MA 144D1
J8NH9FR49N
1-naphthacenecarboxylic acid, 2-ethyl-1,2,3,4,6,11-hexahydro-2,4,5,7-tetrahydroxy-6,11-dioxo-, methyl ester, (1R,2R,4S)-
methyl (1R,2R,4S)-2-ethyl-2,4,5,7-tetrahydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracene-1-carboxylate
methyl (1R,2R,4S)-2-ethyl-2,4,5,7-tetrahydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
CHEBI:31181
NSC-114780
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Aklavinone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9797 97.97%
Caco-2 - 0.7002 70.02%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.6924 69.24%
OATP2B1 inhibitior + 0.5704 57.04%
OATP1B1 inhibitior + 0.9280 92.80%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.7651 76.51%
P-glycoprotein inhibitior - 0.6592 65.92%
P-glycoprotein substrate + 0.6743 67.43%
CYP3A4 substrate + 0.6669 66.69%
CYP2C9 substrate - 0.5942 59.42%
CYP2D6 substrate - 0.8628 86.28%
CYP3A4 inhibition - 0.6517 65.17%
CYP2C9 inhibition - 0.8399 83.99%
CYP2C19 inhibition - 0.8722 87.22%
CYP2D6 inhibition - 0.8188 81.88%
CYP1A2 inhibition - 0.7484 74.84%
CYP2C8 inhibition + 0.4630 46.30%
CYP inhibitory promiscuity - 0.7475 74.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8743 87.43%
Carcinogenicity (trinary) Non-required 0.6583 65.83%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.8283 82.83%
Skin irritation - 0.7315 73.15%
Skin corrosion - 0.9183 91.83%
Ames mutagenesis + 0.9800 98.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5809 58.09%
Micronuclear - 0.5341 53.41%
Hepatotoxicity + 0.5230 52.30%
skin sensitisation - 0.9099 90.99%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.5667 56.67%
Acute Oral Toxicity (c) III 0.5643 56.43%
Estrogen receptor binding + 0.8869 88.69%
Androgen receptor binding + 0.7071 70.71%
Thyroid receptor binding - 0.5192 51.92%
Glucocorticoid receptor binding + 0.8559 85.59%
Aromatase binding + 0.6334 63.34%
PPAR gamma + 0.8050 80.50%
Honey bee toxicity - 0.8625 86.25%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9864 98.64%

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
CHEMBL2581 P07339 Cathepsin D 99.16% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 99.12% 96.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.11% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.59% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.37% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.81% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.69% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 89.16% 95.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.43% 99.23%
CHEMBL2535 P11166 Glucose transporter 87.89% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.57% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.05% 82.69%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.25% 93.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.41% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.37% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 83.24% 91.49%
CHEMBL340 P08684 Cytochrome P450 3A4 82.18% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.96% 94.45%
CHEMBL4208 P20618 Proteasome component C5 81.76% 90.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.75% 90.71%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.33% 96.67%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.87% 91.07%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.09% 91.24%

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 159776
LOTUS LTS0001854
wikiData Q27114195