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2-[[(5S,6S)-1,5,6,9,14-pentahydroxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic 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 9ea41679-e97f-44eb-934b-06627fc1ab99
Taxonomy Benzenoids > Naphthacenes > Tetracenequinones
IUPAC Name 2-[[(5S,6S)-1,5,6,9,14-pentahydroxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid
SMILES (Canonical) CC1=CC2=C(C3=C(C4=C(C=C3C(C2O)O)C(=O)C5=C(C4=O)C=C(C=C5O)OC)O)C(=C1C(=O)NC(C)C(=O)O)O
SMILES (Isomeric) CC1=CC2=C(C3=C(C4=C(C=C3[C@@H]([C@H]2O)O)C(=O)C5=C(C4=O)C=C(C=C5O)OC)O)C(=C1C(=O)NC(C)C(=O)O)O
InChI InChI=1S/C28H23NO11/c1-8-4-11-18(25(35)16(8)27(37)29-9(2)28(38)39)19-13(24(34)23(11)33)7-14-20(26(19)36)22(32)12-5-10(40-3)6-15(30)17(12)21(14)31/h4-7,9,23-24,30,33-36H,1-3H3,(H,29,37)(H,38,39)/t9?,23-,24-/m0/s1
InChI Key MXDWXJYFRRURMW-BCGWSGGWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H23NO11
Molecular Weight 549.50 g/mol
Exact Mass 549.12711055 g/mol
Topological Polar Surface Area (TPSA) 211.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 1.85
H-Bond Acceptor 10
H-Bond Donor 7
Rotatable Bonds 4

Synonyms

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CHEBI:8352
2-[[(5S,6S)-1,5,6,9,14-pentahydroxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid
C06777
Q27108056

2D Structure

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2D Structure of 2-[[(5S,6S)-1,5,6,9,14-pentahydroxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8029 80.29%
Caco-2 - 0.8641 86.41%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6325 63.25%
OATP2B1 inhibitior - 0.5658 56.58%
OATP1B1 inhibitior + 0.8771 87.71%
OATP1B3 inhibitior + 0.9055 90.55%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.7206 72.06%
P-glycoprotein inhibitior + 0.6104 61.04%
P-glycoprotein substrate - 0.6312 63.12%
CYP3A4 substrate + 0.6047 60.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8539 85.39%
CYP3A4 inhibition - 0.8597 85.97%
CYP2C9 inhibition - 0.9364 93.64%
CYP2C19 inhibition - 0.9609 96.09%
CYP2D6 inhibition - 0.9349 93.49%
CYP1A2 inhibition - 0.7684 76.84%
CYP2C8 inhibition - 0.5755 57.55%
CYP inhibitory promiscuity - 0.9076 90.76%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9154 91.54%
Carcinogenicity (trinary) Non-required 0.6409 64.09%
Eye corrosion - 0.9952 99.52%
Eye irritation - 0.8890 88.90%
Skin irritation - 0.8808 88.08%
Skin corrosion - 0.9686 96.86%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4596 45.96%
Micronuclear + 0.8100 81.00%
Hepatotoxicity + 0.6336 63.36%
skin sensitisation - 0.9448 94.48%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7397 73.97%
Acute Oral Toxicity (c) III 0.6879 68.79%
Estrogen receptor binding + 0.6845 68.45%
Androgen receptor binding - 0.5295 52.95%
Thyroid receptor binding - 0.4945 49.45%
Glucocorticoid receptor binding + 0.5985 59.85%
Aromatase binding - 0.6270 62.70%
PPAR gamma + 0.6559 65.59%
Honey bee toxicity - 0.8411 84.11%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9159 91.59%

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 97.30% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 97.21% 96.38%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 96.66% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.14% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.64% 91.11%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 93.71% 92.68%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.57% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.56% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.67% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.36% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.27% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.77% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.75% 93.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.29% 96.21%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.21% 90.71%
CHEMBL4208 P20618 Proteasome component C5 86.18% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.07% 96.00%
CHEMBL2535 P11166 Glucose transporter 84.68% 98.75%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.84% 85.31%
CHEMBL3401 O75469 Pregnane X receptor 83.56% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.27% 99.17%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.66% 93.03%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.18% 93.40%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.87% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.73% 94.45%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.65% 96.90%

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 441171
LOTUS LTS0063799
wikiData Q27108056