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(7R,9S,10S)-7-[(2S,4R,5R,6S)-4-(dimethylamino)-5-[[(1S,3S,5S,8S,10S,12R,14S)-5,14-dimethyl-6-oxo-2,4,9,13-tetraoxatricyclo[8.4.0.03,8]tetradecan-12-yl]oxy]-6-methyloxan-2-yl]oxy-10-[(2R,4S,5R,6R)-4-(dimethylamino)-5-[[(1R,3S,5R,8S,10R,12R,14R)-5,14-dimethyl-6-oxo-2,4,9,13-tetraoxatricyclo[8.4.0.03,8]tetradecan-12-yl]oxy]-6-methyloxan-2-yl]oxy-9-ethyl-4,6,9,11-tetrahydroxy-8,10-dihydro-7H-tetracene-5,12-dione

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 93cf3190-4761-4075-817e-67ec76dbc79e
Taxonomy Phenylpropanoids and polyketides > Anthracyclines
IUPAC Name (7R,9S,10S)-7-[(2S,4R,5R,6S)-4-(dimethylamino)-5-[[(1S,3S,5S,8S,10S,12R,14S)-5,14-dimethyl-6-oxo-2,4,9,13-tetraoxatricyclo[8.4.0.03,8]tetradecan-12-yl]oxy]-6-methyloxan-2-yl]oxy-10-[(2R,4S,5R,6R)-4-(dimethylamino)-5-[[(1R,3S,5R,8S,10R,12R,14R)-5,14-dimethyl-6-oxo-2,4,9,13-tetraoxatricyclo[8.4.0.03,8]tetradecan-12-yl]oxy]-6-methyloxan-2-yl]oxy-9-ethyl-4,6,9,11-tetrahydroxy-8,10-dihydro-7H-tetracene-5,12-dione
SMILES (Canonical) CCC1(CC(C2=C(C1OC3CC(C(C(O3)C)OC4CC5C(C(O4)C)OC6C(O5)CC(=O)C(O6)C)N(C)C)C(=C7C(=C2O)C(=O)C8=C(C7=O)C=CC=C8O)O)OC9CC(C(C(O9)C)OC1CC2C(C(O1)C)OC1C(O2)CC(=O)C(O1)C)N(C)C)O
SMILES (Isomeric) CC[C@@]1(C[C@H](C2=C([C@@H]1O[C@@H]3C[C@@H]([C@H]([C@H](O3)C)O[C@@H]4C[C@@H]5[C@@H]([C@H](O4)C)O[C@@H]6[C@@H](O5)CC(=O)[C@H](O6)C)N(C)C)C(=C7C(=C2O)C(=O)C8=C(C7=O)C=CC=C8O)O)O[C@@H]9C[C@H]([C@H]([C@@H](O9)C)O[C@@H]1C[C@H]2[C@H]([C@@H](O1)C)O[C@@H]1[C@@H](O2)CC(=O)[C@@H](O1)C)N(C)C)O
InChI InChI=1S/C60H80N2O22/c1-12-60(70)22-39(79-40-16-30(61(8)9)53(25(4)71-40)80-42-20-35-55(27(6)73-42)83-58-37(77-35)18-33(64)23(2)75-58)45-48(52(69)46-47(51(45)68)50(67)44-29(49(46)66)14-13-15-32(44)63)57(60)82-41-17-31(62(10)11)54(26(5)72-41)81-43-21-36-56(28(7)74-43)84-59-38(78-36)19-34(65)24(3)76-59/h13-15,23-28,30-31,35-43,53-59,63,68-70H,12,16-22H2,1-11H3/t23-,24+,25-,26+,27-,28+,30+,31-,35-,36+,37-,38-,39+,40+,41+,42+,43+,53-,54-,55-,56+,57-,58+,59+,60-/m0/s1
InChI Key MUVMZSPKUBTGDH-XKMCSLBRSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C60H80N2O22
Molecular Weight 1181.30 g/mol
Exact Mass 1180.52027218 g/mol
Topological Polar Surface Area (TPSA) 285.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.12
H-Bond Acceptor 24
H-Bond Donor 4
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (7R,9S,10S)-7-[(2S,4R,5R,6S)-4-(dimethylamino)-5-[[(1S,3S,5S,8S,10S,12R,14S)-5,14-dimethyl-6-oxo-2,4,9,13-tetraoxatricyclo[8.4.0.03,8]tetradecan-12-yl]oxy]-6-methyloxan-2-yl]oxy-10-[(2R,4S,5R,6R)-4-(dimethylamino)-5-[[(1R,3S,5R,8S,10R,12R,14R)-5,14-dimethyl-6-oxo-2,4,9,13-tetraoxatricyclo[8.4.0.03,8]tetradecan-12-yl]oxy]-6-methyloxan-2-yl]oxy-9-ethyl-4,6,9,11-tetrahydroxy-8,10-dihydro-7H-tetracene-5,12-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7813 78.13%
Caco-2 - 0.8601 86.01%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.4289 42.89%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8403 84.03%
OATP1B3 inhibitior + 0.9501 95.01%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9074 90.74%
P-glycoprotein inhibitior + 0.7494 74.94%
P-glycoprotein substrate + 0.8289 82.89%
CYP3A4 substrate + 0.7349 73.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8128 81.28%
CYP3A4 inhibition - 0.8621 86.21%
CYP2C9 inhibition - 0.8761 87.61%
CYP2C19 inhibition - 0.8635 86.35%
CYP2D6 inhibition - 0.8074 80.74%
CYP1A2 inhibition - 0.5856 58.56%
CYP2C8 inhibition + 0.5751 57.51%
CYP inhibitory promiscuity - 0.8496 84.96%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5745 57.45%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.8984 89.84%
Skin irritation - 0.8078 80.78%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis + 0.9336 93.36%
Human Ether-a-go-go-Related Gene inhibition + 0.6937 69.37%
Micronuclear + 0.6800 68.00%
Hepatotoxicity + 0.6750 67.50%
skin sensitisation - 0.8931 89.31%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6453 64.53%
Acute Oral Toxicity (c) II 0.4828 48.28%
Estrogen receptor binding + 0.8306 83.06%
Androgen receptor binding + 0.7802 78.02%
Thyroid receptor binding + 0.6040 60.40%
Glucocorticoid receptor binding + 0.8042 80.42%
Aromatase binding + 0.6609 66.09%
PPAR gamma + 0.8374 83.74%
Honey bee toxicity - 0.6626 66.26%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9123 91.23%

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 99.46% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.68% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.94% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.72% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.62% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.12% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.74% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 91.00% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.18% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 89.13% 97.79%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.93% 96.21%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.70% 96.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.67% 86.33%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 85.89% 85.11%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 85.20% 96.37%
CHEMBL4208 P20618 Proteasome component C5 84.90% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.67% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.70% 91.19%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 83.32% 95.64%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.71% 83.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.30% 92.94%
CHEMBL3401 O75469 Pregnane X receptor 82.25% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.95% 96.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.61% 93.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.57% 93.03%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.15% 92.88%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.49% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.31% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.28% 97.33%

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 139589049
LOTUS LTS0276486
wikiData Q105172758