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3-[[8-[(2S,4R,5R,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1-hydroxy-3-methyl-5,7,12-trioxobenzo[b]phenanthridin-6-yl]methyl]benzoic acid

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 e53be230-5491-41bc-9102-ddd7dc9ef3c8
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
IUPAC Name 3-[[8-[(2S,4R,5R,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1-hydroxy-3-methyl-5,7,12-trioxobenzo[b]phenanthridin-6-yl]methyl]benzoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H27NO10/c1-14-9-19-24(20(34)10-14)26-27(33(31(19)39)13-16-5-3-6-17(11-16)32(40)41)30(38)25-18(29(26)37)7-4-8-22(25)43-23-12-21(35)28(36)15(2)42-23/h3-11,15,21,23,28,34-36H,12-13H2,1-2H3,(H,40,41)/t15-,21+,23-,28-/m0/s1
InChI Key KKJTYEDDEBSUEF-LOWWVXJSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H27NO10
Molecular Weight 585.60 g/mol
Exact Mass 585.16349606 g/mol
Topological Polar Surface Area (TPSA) 171.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.77
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[8-[(2S,4R,5R,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1-hydroxy-3-methyl-5,7,12-trioxobenzo[b]phenanthridin-6-yl]methyl]benzoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7878 78.78%
Caco-2 - 0.8870 88.70%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.3830 38.30%
OATP2B1 inhibitior - 0.7109 71.09%
OATP1B1 inhibitior + 0.8722 87.22%
OATP1B3 inhibitior + 0.9298 92.98%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8633 86.33%
BSEP inhibitior + 0.9741 97.41%
P-glycoprotein inhibitior + 0.7068 70.68%
P-glycoprotein substrate + 0.7258 72.58%
CYP3A4 substrate + 0.6996 69.96%
CYP2C9 substrate - 0.6055 60.55%
CYP2D6 substrate - 0.8797 87.97%
CYP3A4 inhibition - 0.8332 83.32%
CYP2C9 inhibition - 0.7592 75.92%
CYP2C19 inhibition - 0.5623 56.23%
CYP2D6 inhibition - 0.9236 92.36%
CYP1A2 inhibition + 0.5518 55.18%
CYP2C8 inhibition + 0.6161 61.61%
CYP inhibitory promiscuity - 0.8246 82.46%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5337 53.37%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9249 92.49%
Skin irritation - 0.8342 83.42%
Skin corrosion - 0.9549 95.49%
Ames mutagenesis + 0.6263 62.63%
Human Ether-a-go-go-Related Gene inhibition - 0.4558 45.58%
Micronuclear + 0.7700 77.00%
Hepatotoxicity + 0.5855 58.55%
skin sensitisation - 0.9005 90.05%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8026 80.26%
Acute Oral Toxicity (c) III 0.7100 71.00%
Estrogen receptor binding + 0.8251 82.51%
Androgen receptor binding + 0.6227 62.27%
Thyroid receptor binding + 0.5759 57.59%
Glucocorticoid receptor binding + 0.7640 76.40%
Aromatase binding - 0.5507 55.07%
PPAR gamma + 0.7251 72.51%
Honey bee toxicity - 0.7151 71.51%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity - 0.4421 44.21%

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 99.29% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 98.62% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.14% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 98.05% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.93% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.25% 86.33%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 94.59% 97.21%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.53% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.30% 96.95%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 93.02% 97.31%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.34% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.31% 90.71%
CHEMBL226 P30542 Adenosine A1 receptor 88.37% 95.93%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.15% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.06% 94.00%
CHEMBL5805 Q9NR97 Toll-like receptor 8 86.67% 96.25%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 86.40% 80.78%
CHEMBL2535 P11166 Glucose transporter 86.38% 98.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.02% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.65% 96.38%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.53% 99.17%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 84.12% 94.42%
CHEMBL340 P08684 Cytochrome P450 3A4 84.11% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.88% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.61% 93.03%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 82.19% 96.00%
CHEMBL5028 O14672 ADAM10 81.78% 97.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.52% 96.21%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 80.21% 96.69%
CHEMBL1811 P34995 Prostanoid EP1 receptor 80.10% 95.71%

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 163142824
LOTUS LTS0139250
wikiData Q105142217