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(8R,10S)-10-[(6-deoxy-2-O-methyl-alpha-L-mannopyranosyl)oxy]-7,8,9,10-tetrahydro-1,8,11-trihydroxy-8-methyl-5,12-naphthacenedione

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 ebaef537-ef45-4dd0-88c2-a965b0894f96
Taxonomy Phenylpropanoids and polyketides > Anthracyclines
IUPAC Name (7S,9R)-7-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-3-methoxy-6-methyloxan-2-yl]oxy-4,6,9-trihydroxy-9-methyl-8,10-dihydro-7H-tetracene-5,12-dione
SMILES (Canonical) CC1C(C(C(C(O1)OC2CC(CC3=CC4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5O)(C)O)OC)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2C[C@](CC3=CC4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5O)(C)O)OC)O)O
InChI InChI=1S/C26H28O10/c1-10-19(28)23(32)24(34-3)25(35-10)36-15-9-26(2,33)8-11-7-13-18(21(30)16(11)15)22(31)17-12(20(13)29)5-4-6-14(17)27/h4-7,10,15,19,23-25,27-28,30,32-33H,8-9H2,1-3H3/t10-,15-,19-,23+,24+,25-,26+/m0/s1
InChI Key DEPMSUJGYKZLRC-ZCUANGBISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H28O10
Molecular Weight 500.50 g/mol
Exact Mass 500.16824709 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 1.11
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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(8R,10S)-10-[(6-deoxy-2-O-methyl-alpha-L-mannopyranosyl)oxy]-7,8,9,10-tetrahydro-1,8,11-trihydroxy-8-methyl-5,12-naphthacenedione
(7S,9R)-7-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-3-methoxy-6-methyloxan-2-yl]oxy-4,6,9-trihydroxy-9-methyl-8,10-dihydro-7H-tetracene-5,12-dione
CHEMBL3577668

2D Structure

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2D Structure of (8R,10S)-10-[(6-deoxy-2-O-methyl-alpha-L-mannopyranosyl)oxy]-7,8,9,10-tetrahydro-1,8,11-trihydroxy-8-methyl-5,12-naphthacenedione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8211 82.11%
Caco-2 - 0.7698 76.98%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6192 61.92%
OATP2B1 inhibitior - 0.8514 85.14%
OATP1B1 inhibitior + 0.8738 87.38%
OATP1B3 inhibitior + 0.9600 96.00%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6822 68.22%
P-glycoprotein inhibitior - 0.5742 57.42%
P-glycoprotein substrate + 0.6371 63.71%
CYP3A4 substrate + 0.6980 69.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8532 85.32%
CYP3A4 inhibition - 0.8850 88.50%
CYP2C9 inhibition - 0.9758 97.58%
CYP2C19 inhibition - 0.9408 94.08%
CYP2D6 inhibition - 0.8961 89.61%
CYP1A2 inhibition + 0.5424 54.24%
CYP2C8 inhibition - 0.6601 66.01%
CYP inhibitory promiscuity - 0.9756 97.56%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5904 59.04%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.8886 88.86%
Skin irritation - 0.7733 77.33%
Skin corrosion - 0.9361 93.61%
Ames mutagenesis + 0.8700 87.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6708 67.08%
Micronuclear + 0.5400 54.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.9089 90.89%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.5942 59.42%
Acute Oral Toxicity (c) III 0.3844 38.44%
Estrogen receptor binding + 0.7794 77.94%
Androgen receptor binding + 0.6431 64.31%
Thyroid receptor binding + 0.5549 55.49%
Glucocorticoid receptor binding + 0.7208 72.08%
Aromatase binding + 0.6578 65.78%
PPAR gamma + 0.8120 81.20%
Honey bee toxicity - 0.7700 77.00%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9615 96.15%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.90% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.74% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.12% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.46% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 97.21% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.50% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.28% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.54% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.20% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.18% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.82% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.93% 95.89%
CHEMBL4208 P20618 Proteasome component C5 88.87% 90.00%
CHEMBL226 P30542 Adenosine A1 receptor 88.86% 95.93%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.80% 91.07%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.34% 96.21%
CHEMBL1937 Q92769 Histone deacetylase 2 87.68% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.14% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 86.88% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.68% 99.15%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.34% 97.14%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.55% 83.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.73% 97.09%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.69% 96.00%
CHEMBL2056 P21728 Dopamine D1 receptor 81.37% 91.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 80.15% 96.67%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 122177932
LOTUS LTS0244373
wikiData Q104977409