PlantaeDB Logo
Login Sign-up

methyl (1R,2S,4S)-4-[(2R,4S,5S,6R)-4-(dimethylamino)-5-[(2R,4S,5S,6S)-4-hydroxy-6-methyl-5-[(2S,6R)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-2,5,7-trihydroxy-6,11-dioxo-2-(2-oxopropyl)-3,4-dihydro-1H-tetracene-1-carboxylate

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

Top
Internal ID 2bfa29af-8cd1-421c-b3c8-0e9d506ef6a1
Taxonomy Phenylpropanoids and polyketides > Anthracyclines
IUPAC Name methyl (1R,2S,4S)-4-[(2R,4S,5S,6R)-4-(dimethylamino)-5-[(2R,4S,5S,6S)-4-hydroxy-6-methyl-5-[(2S,6R)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-2,5,7-trihydroxy-6,11-dioxo-2-(2-oxopropyl)-3,4-dihydro-1H-tetracene-1-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C43H53NO16/c1-18(45)16-43(53)17-29(34-23(36(43)42(52)54-7)13-24-35(39(34)51)38(50)33-22(37(24)49)9-8-10-27(33)47)58-31-14-25(44(5)6)40(20(3)56-31)60-32-15-28(48)41(21(4)57-32)59-30-12-11-26(46)19(2)55-30/h8-10,13,19-21,25,28-32,36,40-41,47-48,51,53H,11-12,14-17H2,1-7H3/t19-,20-,21+,25+,28+,29+,30-,31+,32-,36+,40-,41-,43-/m1/s1
InChI Key BJOHUNBAORBLAE-WRABNSCVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C43H53NO16
Molecular Weight 839.90 g/mol
Exact Mass 839.33643460 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.73
H-Bond Acceptor 17
H-Bond Donor 4
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (1R,2S,4S)-4-[(2R,4S,5S,6R)-4-(dimethylamino)-5-[(2R,4S,5S,6S)-4-hydroxy-6-methyl-5-[(2S,6R)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-2,5,7-trihydroxy-6,11-dioxo-2-(2-oxopropyl)-3,4-dihydro-1H-tetracene-1-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6377 63.77%
Caco-2 - 0.8648 86.48%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.4663 46.63%
OATP2B1 inhibitior - 0.7186 71.86%
OATP1B1 inhibitior + 0.8705 87.05%
OATP1B3 inhibitior + 0.9352 93.52%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.9086 90.86%
P-glycoprotein inhibitior + 0.7645 76.45%
P-glycoprotein substrate + 0.8658 86.58%
CYP3A4 substrate + 0.7423 74.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8450 84.50%
CYP3A4 inhibition - 0.7627 76.27%
CYP2C9 inhibition - 0.8770 87.70%
CYP2C19 inhibition - 0.8684 86.84%
CYP2D6 inhibition - 0.7853 78.53%
CYP1A2 inhibition - 0.5886 58.86%
CYP2C8 inhibition + 0.5857 58.57%
CYP inhibitory promiscuity - 0.8901 89.01%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5722 57.22%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9079 90.79%
Skin irritation - 0.7976 79.76%
Skin corrosion - 0.9348 93.48%
Ames mutagenesis + 0.9800 98.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4350 43.50%
Micronuclear + 0.5900 59.00%
Hepatotoxicity + 0.8500 85.00%
skin sensitisation - 0.8939 89.39%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8339 83.39%
Acute Oral Toxicity (c) II 0.4814 48.14%
Estrogen receptor binding + 0.8820 88.20%
Androgen receptor binding + 0.8568 85.68%
Thyroid receptor binding + 0.5447 54.47%
Glucocorticoid receptor binding + 0.8564 85.64%
Aromatase binding + 0.7976 79.76%
PPAR gamma + 0.8183 81.83%
Honey bee toxicity - 0.6773 67.73%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9027 90.27%

Targets

Top

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 99.85% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.19% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.37% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.31% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 97.29% 96.38%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.84% 85.14%
CHEMBL226 P30542 Adenosine A1 receptor 95.09% 95.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.52% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.62% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.45% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.08% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.64% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.42% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.41% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 88.03% 91.19%
CHEMBL1951 P21397 Monoamine oxidase A 86.76% 91.49%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.31% 96.21%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.76% 83.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.20% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.88% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 84.59% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.45% 99.17%
CHEMBL4208 P20618 Proteasome component C5 83.88% 90.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.42% 96.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 83.07% 96.67%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.42% 92.94%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.38% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.03% 94.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.26% 95.83%

Plants that contains it

Top
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

Top
PubChem 139589102
LOTUS LTS0119599
wikiData Q104937215