Isoswinholide A
| Internal ID | a3743b79-6150-4903-b4fb-79f7e40b1c27 |
| Taxonomy | Phenylpropanoids and polyketides > Macrolides and analogues |
| IUPAC Name | (1S,3S,5E,7E,11S,12S,13R,15S,16S,17S,19R,23R,25S,27E,29E,33S,34R,35S,36S,37R,39S,40S,41S,43R)-3,13,15,25,35,37,39-heptahydroxy-11-[(2S,3S,4S)-3-hydroxy-6-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-17,41-dimethoxy-33-[(2S)-4-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]butan-2-yl]-6,12,16,28,34,36,40-heptamethyl-10,32,47,48-tetraoxatricyclo[41.3.1.119,23]octatetraconta-5,7,21,27,29-pentaene-9,31-dione |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C78H134O20/c1-45-23-29-57(79)37-60-20-18-22-62(96-60)42-72(92-16)52(8)68(82)44-70(84)54(10)78(55(11)75(87)47(3)27-31-63-39-65(89-13)35-49(5)93-63)98-74(86)34-26-46(2)24-30-58(80)38-59-19-17-21-61(95-59)41-71(91-15)51(7)67(81)43-69(83)53(9)76(88)56(12)77(97-73(85)33-25-45)48(4)28-32-64-40-66(90-14)36-50(6)94-64/h18,20,23-26,33-34,47-72,75-84,87-88H,17,19,21-22,27-32,35-44H2,1-16H3/b33-25+,34-26+,45-23+,46-24+/t47-,48-,49-,50-,51-,52-,53-,54-,55-,56+,57-,58-,59-,60-,61+,62+,63-,64-,65+,66+,67-,68-,69+,70+,71-,72-,75-,76-,77-,78-/m0/s1 |
| InChI Key | ABDPMKYIGSFOOE-SCJHHIAVSA-N |
| Popularity | 6 references in papers |
| Molecular Formula | C78H134O20 |
| Molecular Weight | 1391.90 g/mol |
| Exact Mass | 1390.94684666 g/mol |
| Topological Polar Surface Area (TPSA) | 288.00 Ų |
| XlogP | 10.70 |
| Atomic LogP (AlogP) | 10.33 |
| H-Bond Acceptor | 20 |
| H-Bond Donor | 8 |
| Rotatable Bonds | 14 |
| 132923-57-0 |
| Isoswinholide A |
| Swinholide A, 1,21'-deepoxy-23'-deoxy-1,23'-epoxy-21'-hydroxy- |
| CHEMBL525226 |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.7975 | 79.75% |
| Caco-2 | - | 0.8610 | 86.10% |
| Blood Brain Barrier | - | 0.7000 | 70.00% |
| Human oral bioavailability | - | 0.6857 | 68.57% |
| Subcellular localzation | Mitochondria | 0.7502 | 75.02% |
| OATP2B1 inhibitior | - | 0.7339 | 73.39% |
| OATP1B1 inhibitior | + | 0.8146 | 81.46% |
| OATP1B3 inhibitior | + | 0.8892 | 88.92% |
| MATE1 inhibitior | - | 0.9600 | 96.00% |
| OCT2 inhibitior | - | 0.7500 | 75.00% |
| BSEP inhibitior | + | 0.9799 | 97.99% |
| P-glycoprotein inhibitior | + | 0.7431 | 74.31% |
| P-glycoprotein substrate | + | 0.7646 | 76.46% |
| CYP3A4 substrate | + | 0.7301 | 73.01% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8848 | 88.48% |
| CYP3A4 inhibition | - | 0.6493 | 64.93% |
| CYP2C9 inhibition | - | 0.9144 | 91.44% |
| CYP2C19 inhibition | - | 0.8806 | 88.06% |
| CYP2D6 inhibition | - | 0.9230 | 92.30% |
| CYP1A2 inhibition | - | 0.9003 | 90.03% |
| CYP2C8 inhibition | + | 0.7211 | 72.11% |
| CYP inhibitory promiscuity | - | 0.9365 | 93.65% |
| UGT catelyzed | + | 0.7000 | 70.00% |
| Carcinogenicity (binary) | - | 0.9700 | 97.00% |
| Carcinogenicity (trinary) | Non-required | 0.7080 | 70.80% |
| Eye corrosion | - | 0.9896 | 98.96% |
| Eye irritation | - | 0.8979 | 89.79% |
| Skin irritation | - | 0.6471 | 64.71% |
| Skin corrosion | - | 0.9490 | 94.90% |
| Ames mutagenesis | - | 0.6483 | 64.83% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7514 | 75.14% |
| Micronuclear | - | 0.7800 | 78.00% |
| Hepatotoxicity | + | 0.6000 | 60.00% |
| skin sensitisation | - | 0.8772 | 87.72% |
| Respiratory toxicity | + | 0.6556 | 65.56% |
| Reproductive toxicity | + | 0.8000 | 80.00% |
| Mitochondrial toxicity | + | 0.7875 | 78.75% |
| Nephrotoxicity | - | 0.6197 | 61.97% |
| Acute Oral Toxicity (c) | I | 0.3158 | 31.58% |
| Estrogen receptor binding | + | 0.7924 | 79.24% |
| Androgen receptor binding | + | 0.6921 | 69.21% |
| Thyroid receptor binding | + | 0.6744 | 67.44% |
| Glucocorticoid receptor binding | + | 0.8197 | 81.97% |
| Aromatase binding | + | 0.5922 | 59.22% |
| PPAR gamma | + | 0.8304 | 83.04% |
| Honey bee toxicity | - | 0.7105 | 71.05% |
| Biodegradation | - | 0.7750 | 77.50% |
| Crustacea aquatic toxicity | - | 0.6000 | 60.00% |
| Fish aquatic toxicity | + | 0.9575 | 95.75% |
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 |
|---|---|---|---|---|
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 97.10% | 97.25% |
| CHEMBL2581 | P07339 | Cathepsin D | 96.91% | 98.95% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 95.50% | 94.73% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 95.28% | 91.11% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 92.89% | 85.14% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 91.44% | 96.09% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 90.01% | 97.09% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 87.20% | 95.89% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 86.90% | 94.45% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 86.70% | 95.56% |
| CHEMBL230 | P35354 | Cyclooxygenase-2 | 84.73% | 89.63% |
| CHEMBL2007 | P16234 | Platelet-derived growth factor receptor alpha | 84.20% | 91.07% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 84.14% | 90.71% |
| CHEMBL3359 | P21462 | Formyl peptide receptor 1 | 83.31% | 93.56% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 82.87% | 89.00% |
| CHEMBL1907600 | Q00535 | Cyclin-dependent kinase 5/CDK5 activator 1 | 82.25% | 93.03% |
| CHEMBL2274 | Q9H228 | Sphingosine 1-phosphate receptor Edg-8 | 80.99% | 100.00% |
| CHEMBL1907603 | Q05586 | Glutamate NMDA receptor; GRIN1/GRIN2B | 80.95% | 95.89% |
| CHEMBL4481 | P35228 | Nitric oxide synthase, inducible | 80.68% | 94.80% |
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 | 44576170 |
| LOTUS | LTS0040254 |
| wikiData | Q104399573 |