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6-Deoxydaunomycin

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 af814895-ba79-400b-966c-809484b94717
Taxonomy Phenylpropanoids and polyketides > Anthracyclines
IUPAC Name (7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9-dihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
SMILES (Canonical) CC1C(C(CC(O1)OC2CC(CC3=CC4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5OC)(C(=O)C)O)N)O
SMILES (Isomeric) C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=CC4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5OC)(C(=O)C)O)N)O
InChI InChI=1S/C27H29NO9/c1-11-23(30)16(28)8-19(36-11)37-18-10-27(34,12(2)29)9-13-7-15-22(25(32)20(13)18)26(33)21-14(24(15)31)5-4-6-17(21)35-3/h4-7,11,16,18-19,23,30,32,34H,8-10,28H2,1-3H3/t11-,16-,18-,19-,23+,27-/m0/s1
InChI Key ZCLQMQOBRBUQOR-GRRPPOEGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H29NO9
Molecular Weight 511.50 g/mol
Exact Mass 511.18423150 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.32
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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71800-91-4
(7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9-dihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
11-deoxydaunomycin
Q27459493
(1S,3S)-3-acetyl-3,12-dihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside
5,12-Naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-8,11-dihydroxy-1-methoxy-, (8S-cis)-

2D Structure

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2D Structure of 6-Deoxydaunomycin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7316 73.16%
Caco-2 - 0.8111 81.11%
Blood Brain Barrier - 1.0000 100.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Nucleus 0.7949 79.49%
OATP2B1 inhibitior - 0.8711 87.11%
OATP1B1 inhibitior + 0.9005 90.05%
OATP1B3 inhibitior + 0.9483 94.83%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.8613 86.13%
P-glycoprotein inhibitior - 0.5669 56.69%
P-glycoprotein substrate + 0.9100 91.00%
CYP3A4 substrate + 0.6761 67.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8060 80.60%
CYP3A4 inhibition - 0.9157 91.57%
CYP2C9 inhibition - 0.9448 94.48%
CYP2C19 inhibition - 0.9527 95.27%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition + 0.8777 87.77%
CYP2C8 inhibition - 0.8300 83.00%
CYP inhibitory promiscuity - 0.9543 95.43%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5598 55.98%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9531 95.31%
Skin irritation - 0.8003 80.03%
Skin corrosion - 0.9300 93.00%
Ames mutagenesis + 0.9300 93.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5930 59.30%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.8218 82.18%
skin sensitisation - 0.8821 88.21%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.6121 61.21%
Acute Oral Toxicity (c) II 0.7589 75.89%
Estrogen receptor binding + 0.8774 87.74%
Androgen receptor binding + 0.8135 81.35%
Thyroid receptor binding + 0.5363 53.63%
Glucocorticoid receptor binding + 0.8838 88.38%
Aromatase binding + 0.7847 78.47%
PPAR gamma + 0.8429 84.29%
Honey bee toxicity - 0.6667 66.67%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.8399 83.99%

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 99.61% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.71% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.89% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.66% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.63% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.09% 97.09%
CHEMBL2581 P07339 Cathepsin D 93.95% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.75% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.02% 96.38%
CHEMBL2535 P11166 Glucose transporter 90.57% 98.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.43% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.51% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.86% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.83% 100.00%
CHEMBL4208 P20618 Proteasome component C5 87.39% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.25% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 86.36% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.30% 94.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 85.79% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.26% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.19% 96.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.01% 96.21%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 84.34% 96.86%
CHEMBL226 P30542 Adenosine A1 receptor 84.22% 95.93%
CHEMBL2056 P21728 Dopamine D1 receptor 83.81% 91.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 83.22% 94.42%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.76% 95.50%
CHEMBL1951 P21397 Monoamine oxidase A 81.89% 91.49%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.67% 90.71%
CHEMBL4530 P00488 Coagulation factor XIII 80.39% 96.00%
CHEMBL3474 P14555 Phospholipase A2 group IIA 80.19% 94.05%

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 13893693
LOTUS LTS0242141
wikiData Q27459493