Monacyclinone E
| Internal ID | cf1b8195-4116-4050-b317-0279ce4c68f0 |
| Taxonomy | Benzenoids > Anthracenes > Anthraquinones |
| IUPAC Name | (3R)-4-[6-[(2R,5S,6S)-5-(dimethylamino)-6-methyloxan-2-yl]-1,5-dihydroxy-9,10-dioxoanthracen-2-yl]-3-hydroxy-3-methylbutanoic acid |
| SMILES (Canonical) | CC1C(CCC(O1)C2=C(C3=C(C=C2)C(=O)C4=C(C3=O)C=CC(=C4O)CC(C)(CC(=O)O)O)O)N(C)C |
| SMILES (Isomeric) | C[C@H]1[C@H](CC[C@@H](O1)C2=C(C3=C(C=C2)C(=O)C4=C(C3=O)C=CC(=C4O)C[C@](C)(CC(=O)O)O)O)N(C)C |
| InChI | InChI=1S/C27H31NO8/c1-13-18(28(3)4)9-10-19(36-13)15-7-8-17-22(24(15)32)26(34)16-6-5-14(23(31)21(16)25(17)33)11-27(2,35)12-20(29)30/h5-8,13,18-19,31-32,35H,9-12H2,1-4H3,(H,29,30)/t13-,18-,19+,27+/m0/s1 |
| InChI Key | SRYOJNZDZIEUBQ-GADWBQAHSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C27H31NO8 |
| Molecular Weight | 497.50 g/mol |
| Exact Mass | 497.20496695 g/mol |
| Topological Polar Surface Area (TPSA) | 145.00 Ų |
| XlogP | 1.00 |
| Atomic LogP (AlogP) | 2.81 |
| H-Bond Acceptor | 8 |
| H-Bond Donor | 4 |
| Rotatable Bonds | 6 |
| (3R)-4-[6-[(2R,5S,6S)-5-(dimethylamino)-6-methyloxan-2-yl]-1,5-dihydroxy-9,10-dioxoanthracen-2-yl]-3-hydroxy-3-methylbutanoic acid |
| (3R)-4-(6-((2R,5S,6S)-5-(dimethylamino)-6-methyloxan-2-yl)-1,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)-3-hydroxy-3-methylbutanoate |
| (3R)-4-(6-((2R,5S,6S)-5-(dimethylamino)-6-methyloxan-2-yl)-1,5-dihydroxy-9,10-dioxoanthracen-2-yl)-3-hydroxy-3-methylbutanoic acid |
| (3R)-4-{6-[(2R,5S,6S)-5-(dimethylamino)-6-methyloxan-2-yl]-1,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl}-3-hydroxy-3-methylbutanoate |
| (3S)-4-(6-((2R,5S,6S)-5-(dimethylamino)-6-methyloxan-2-yl)-1,5-dihydroxy-9,10-dioxoanthracen-2-yl)-3-hydroxy-3-methylbutanoic acid |
| (3S)-4-[6-[(2R,5S,6S)-5-(dimethylamino)-6-methyloxan-2-yl]-1,5-dihydroxy-9,10-dioxoanthracen-2-yl]-3-hydroxy-3-methylbutanoic acid |
| RefChem:159427 |
| CHEBI:225272 |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.8002 | 80.02% |
| Caco-2 | - | 0.7925 | 79.25% |
| Blood Brain Barrier | - | 0.7250 | 72.50% |
| Human oral bioavailability | - | 0.6857 | 68.57% |
| Subcellular localzation | Mitochondria | 0.4023 | 40.23% |
| OATP2B1 inhibitior | - | 0.8523 | 85.23% |
| OATP1B1 inhibitior | + | 0.8675 | 86.75% |
| OATP1B3 inhibitior | + | 0.9316 | 93.16% |
| MATE1 inhibitior | - | 0.9000 | 90.00% |
| OCT2 inhibitior | - | 0.7000 | 70.00% |
| BSEP inhibitior | + | 0.8951 | 89.51% |
| P-glycoprotein inhibitior | + | 0.6120 | 61.20% |
| P-glycoprotein substrate | - | 0.5065 | 50.65% |
| CYP3A4 substrate | + | 0.6640 | 66.40% |
| CYP2C9 substrate | - | 0.8022 | 80.22% |
| CYP2D6 substrate | - | 0.7903 | 79.03% |
| CYP3A4 inhibition | - | 0.6567 | 65.67% |
| CYP2C9 inhibition | - | 0.7951 | 79.51% |
| CYP2C19 inhibition | - | 0.8221 | 82.21% |
| CYP2D6 inhibition | - | 0.7978 | 79.78% |
| CYP1A2 inhibition | - | 0.5215 | 52.15% |
| CYP2C8 inhibition | - | 0.7410 | 74.10% |
| CYP inhibitory promiscuity | - | 0.8642 | 86.42% |
| UGT catelyzed | - | 0.5000 | 50.00% |
| Carcinogenicity (binary) | - | 0.9600 | 96.00% |
| Carcinogenicity (trinary) | Non-required | 0.6234 | 62.34% |
| Eye corrosion | - | 0.9898 | 98.98% |
| Eye irritation | - | 0.9215 | 92.15% |
| Skin irritation | - | 0.7873 | 78.73% |
| Skin corrosion | - | 0.9181 | 91.81% |
| Ames mutagenesis | + | 0.5300 | 53.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.3876 | 38.76% |
| Micronuclear | + | 0.6400 | 64.00% |
| Hepatotoxicity | + | 0.6893 | 68.93% |
| skin sensitisation | - | 0.8802 | 88.02% |
| Respiratory toxicity | + | 0.7333 | 73.33% |
| Reproductive toxicity | + | 0.9222 | 92.22% |
| Mitochondrial toxicity | + | 0.9500 | 95.00% |
| Nephrotoxicity | - | 0.8588 | 85.88% |
| Acute Oral Toxicity (c) | III | 0.5537 | 55.37% |
| Estrogen receptor binding | + | 0.7279 | 72.79% |
| Androgen receptor binding | + | 0.6197 | 61.97% |
| Thyroid receptor binding | - | 0.5237 | 52.37% |
| Glucocorticoid receptor binding | + | 0.7962 | 79.62% |
| Aromatase binding | + | 0.6451 | 64.51% |
| PPAR gamma | + | 0.5340 | 53.40% |
| Honey bee toxicity | - | 0.8835 | 88.35% |
| Biodegradation | - | 0.8500 | 85.00% |
| Crustacea aquatic toxicity | - | 0.6500 | 65.00% |
| Fish aquatic toxicity | + | 0.9023 | 90.23% |
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 |
|---|---|---|---|---|
| CHEMBL2581 | P07339 | Cathepsin D | 99.64% | 98.95% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 99.16% | 91.11% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 95.03% | 96.09% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 94.66% | 89.00% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 92.78% | 95.56% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 90.33% | 97.09% |
| CHEMBL4040 | P28482 | MAP kinase ERK2 | 90.19% | 83.82% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 88.87% | 99.23% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 88.78% | 94.73% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 87.98% | 95.89% |
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 85.44% | 97.25% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 84.53% | 86.33% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 83.86% | 99.17% |
| CHEMBL3713062 | P10646 | Tissue factor pathway inhibitor | 83.29% | 97.33% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 82.95% | 90.71% |
| CHEMBL226 | P30542 | Adenosine A1 receptor | 82.21% | 95.93% |
| CHEMBL2140 | P48775 | Tryptophan 2,3-dioxygenase | 80.60% | 98.46% |
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.
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| There are no matching plants. |
| PubChem | 139587833 |
| LOTUS | LTS0117755 |
| wikiData | Q77624984 |