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Schaunardimycin

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 a4c45800-9e74-4b65-9864-65924343cff3
Taxonomy Phenylpropanoids and polyketides > Anthracyclines
IUPAC Name methyl (1R,2R,4S)-4-[(2R,4S,5S,6S)-5-[(2S,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-methyl-4-(methylamino)oxan-2-yl]oxy-2-ethyl-2,5,7,10-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(C=CC(=C4C3=O)O)O)O)OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)O)O)NC)O
SMILES (Isomeric) CC[C@]1(C[C@@H](C2=C(C3=C(C=C2[C@H]1C(=O)OC)C(=O)C4=C(C=CC(=C4C3=O)O)O)O)O[C@H]5C[C@@H]([C@@H]([C@@H](O5)C)O[C@H]6C[C@@H]([C@@H]([C@@H](O6)C)O)O)NC)O
InChI InChI=1S/C35H43NO14/c1-6-35(45)12-21(49-22-10-17(36-4)33(14(3)48-22)50-23-11-20(39)29(40)13(2)47-23)24-15(28(35)34(44)46-5)9-16-25(31(24)42)32(43)27-19(38)8-7-18(37)26(27)30(16)41/h7-9,13-14,17,20-23,28-29,33,36-40,42,45H,6,10-12H2,1-5H3/t13-,14-,17-,20-,21-,22-,23-,28-,29+,33+,35+/m0/s1
InChI Key RIUWCWJZHMOEJH-NTVFAKLGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H43NO14
Molecular Weight 701.70 g/mol
Exact Mass 701.26835505 g/mol
Topological Polar Surface Area (TPSA) 231.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 1.40
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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93423-02-0
methyl (1R,2R,4S)-4-[(2R,4S,5S,6S)-5-[(2S,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-methyl-4-(methylamino)oxan-2-yl]oxy-2-ethyl-2,5,7,10-tetrahydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
CHEMBL462769
DTXSID30239422
Methyl (1R-(1alpha,2beta,4beta))-2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7,10-tetrahydroxy-6,11-dioxo-4-((2,3,6-trideoxy-4-O-(2,6-dideoxy-alpha-L-lyxo-hexopyranosyl)-3-(methylamino)-alpha-L-lyxo-hexopyranosyl)oxy)-1-naphthacenecarboxylate
1-Naphthacenecarboxylic acid, 2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7,10-tetrahydroxy-6,11-dioxo-4-((2,3,6-trideoxy-4-O-(2,6-dideoxy-alpha-L-lyxo-hexopyranosyl)-3-(methylamino)-alpha-L-lyxo-hexopyranosyl)oxy)-, methyl ester, (1R-(1alpha,2beta,4beta))-

2D Structure

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2D Structure of Schaunardimycin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7509 75.09%
Caco-2 - 0.8660 86.60%
Blood Brain Barrier - 1.0000 100.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Nucleus 0.6146 61.46%
OATP2B1 inhibitior - 0.7131 71.31%
OATP1B1 inhibitior + 0.8886 88.86%
OATP1B3 inhibitior + 0.9284 92.84%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.5835 58.35%
P-glycoprotein inhibitior + 0.6878 68.78%
P-glycoprotein substrate + 0.8122 81.22%
CYP3A4 substrate + 0.7001 70.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8596 85.96%
CYP3A4 inhibition - 0.8886 88.86%
CYP2C9 inhibition - 0.9186 91.86%
CYP2C19 inhibition - 0.9388 93.88%
CYP2D6 inhibition - 0.9184 91.84%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition + 0.4761 47.61%
CYP inhibitory promiscuity - 0.8802 88.02%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5956 59.56%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9203 92.03%
Skin irritation - 0.8000 80.00%
Skin corrosion - 0.9374 93.74%
Ames mutagenesis + 0.9700 97.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5127 51.27%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.5302 53.02%
skin sensitisation - 0.8877 88.77%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8110 81.10%
Acute Oral Toxicity (c) II 0.5480 54.80%
Estrogen receptor binding + 0.8457 84.57%
Androgen receptor binding + 0.7958 79.58%
Thyroid receptor binding + 0.5307 53.07%
Glucocorticoid receptor binding + 0.8161 81.61%
Aromatase binding + 0.7759 77.59%
PPAR gamma + 0.7687 76.87%
Honey bee toxicity - 0.7100 71.00%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9054 90.54%

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 99.63% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.38% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 96.71% 96.38%
CHEMBL2581 P07339 Cathepsin D 96.07% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.91% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.08% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 92.85% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.87% 97.09%
CHEMBL4208 P20618 Proteasome component C5 91.60% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.42% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.24% 85.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.22% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.50% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.20% 95.56%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.11% 95.17%
CHEMBL226 P30542 Adenosine A1 receptor 87.87% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.60% 94.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.83% 92.88%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.90% 91.07%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 83.97% 85.11%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.38% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.47% 99.23%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.36% 91.24%
CHEMBL340 P08684 Cytochrome P450 3A4 82.24% 91.19%
CHEMBL4530 P00488 Coagulation factor XIII 81.97% 96.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.39% 99.15%

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 160320
LOTUS LTS0037431
wikiData Q67131008