(1S,3R,5'R,6S,6'S,8R,9Z,14S,15R,16S,17R,18R,19R,20R,21E,25S,27S,29S)-14,15,17,19,20-pentahydroxy-6'-[(2R)-2-hydroxybutyl]-16-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-3-methoxy-5',6,14,18,20,29-hexamethylspiro[4,24,28-trioxatricyclo[23.3.1.03,8]nonacosa-9,21-diene-27,2'-oxane]-23-one
| Internal ID | 272e6220-8fe7-46f1-9ffe-f877f8d78bad |
| Taxonomy | Phenylpropanoids and polyketides > Macrolides and analogues |
| IUPAC Name | (1S,3R,5'R,6S,6'S,8R,9Z,14S,15R,16S,17R,18R,19R,20R,21E,25S,27S,29S)-14,15,17,19,20-pentahydroxy-6'-[(2R)-2-hydroxybutyl]-16-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-3-methoxy-5',6,14,18,20,29-hexamethylspiro[4,24,28-trioxatricyclo[23.3.1.03,8]nonacosa-9,21-diene-27,2'-oxane]-23-one |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C48H82O16/c1-11-33(49)22-34-28(3)16-20-47(63-34)24-36-29(4)37(64-47)25-48(58-10)32(21-27(2)26-59-48)15-13-12-14-18-45(7,55)44(54)42(62-39-23-35(57-9)41(52)31(6)60-39)40(51)30(5)43(53)46(8,56)19-17-38(50)61-36/h13,15,17,19,27-37,39-44,49,51-56H,11-12,14,16,18,20-26H2,1-10H3/b15-13-,19-17+/t27-,28+,29+,30+,31-,32-,33+,34-,35+,36-,37-,39+,40+,41-,42-,43+,44+,45-,46+,47-,48+/m0/s1 |
| InChI Key | LJKNWVYWRGRCGM-PKPXAOKOSA-N |
| Popularity | 2 references in papers |
| Molecular Formula | C48H82O16 |
| Molecular Weight | 915.20 g/mol |
| Exact Mass | 914.56028652 g/mol |
| Topological Polar Surface Area (TPSA) | 233.00 Ų |
| XlogP | 3.60 |
| Atomic LogP (AlogP) | 3.81 |
| H-Bond Acceptor | 16 |
| H-Bond Donor | 7 |
| Rotatable Bonds | 7 |
| There are no found synonyms. |
![2D Structure of (1S,3R,5'R,6S,6'S,8R,9Z,14S,15R,16S,17R,18R,19R,20R,21E,25S,27S,29S)-14,15,17,19,20-pentahydroxy-6'-[(2R)-2-hydroxybutyl]-16-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-3-methoxy-5',6,14,18,20,29-hexamethylspiro[4,24,28-trioxatricyclo[23.3.1.03,8]nonacosa-9,21-diene-27,2'-oxane]-23-one](https://plantaedb.com/storage/docs/compounds/2023/11/a089f820-8542-11ee-a96c-13b33584ddb4.jpg "2D Structure of (1S,3R,5'R,6S,6'S,8R,9Z,14S,15R,16S,17R,18R,19R,20R,21E,25S,27S,29S)-14,15,17,19,20-pentahydroxy-6'-[(2R)-2-hydroxybutyl]-16-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-3-methoxy-5',6,14,18,20,29-hexamethylspiro[4,24,28-trioxatricyclo[23.3.1.03,8]nonacosa-9,21-diene-27,2'-oxane]-23-one")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.6492 | 64.92% |
| Caco-2 | - | 0.8771 | 87.71% |
| Blood Brain Barrier | - | 0.6250 | 62.50% |
| Human oral bioavailability | - | 0.7286 | 72.86% |
| Subcellular localzation | Mitochondria | 0.7602 | 76.02% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8174 | 81.74% |
| OATP1B3 inhibitior | - | 0.2238 | 22.38% |
| MATE1 inhibitior | - | 1.0000 | 100.00% |
| OCT2 inhibitior | - | 0.8000 | 80.00% |
| BSEP inhibitior | + | 0.9534 | 95.34% |
| P-glycoprotein inhibitior | + | 0.7566 | 75.66% |
| P-glycoprotein substrate | + | 0.8144 | 81.44% |
| CYP3A4 substrate | + | 0.7400 | 74.00% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8884 | 88.84% |
| CYP3A4 inhibition | - | 0.8690 | 86.90% |
| CYP2C9 inhibition | - | 0.9189 | 91.89% |
| CYP2C19 inhibition | - | 0.8955 | 89.55% |
| CYP2D6 inhibition | - | 0.9531 | 95.31% |
| CYP1A2 inhibition | - | 0.9285 | 92.85% |
| CYP2C8 inhibition | + | 0.7113 | 71.13% |
| CYP inhibitory promiscuity | - | 0.9676 | 96.76% |
| UGT catelyzed | + | 0.7000 | 70.00% |
| Carcinogenicity (binary) | - | 1.0000 | 100.00% |
| Carcinogenicity (trinary) | Non-required | 0.7066 | 70.66% |
| Eye corrosion | - | 0.9917 | 99.17% |
| Eye irritation | - | 0.9072 | 90.72% |
| Skin irritation | - | 0.6378 | 63.78% |
| Skin corrosion | - | 0.9528 | 95.28% |
| Ames mutagenesis | - | 0.5870 | 58.70% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7649 | 76.49% |
| Micronuclear | - | 0.8400 | 84.00% |
| Hepatotoxicity | + | 0.5557 | 55.57% |
| skin sensitisation | - | 0.9012 | 90.12% |
| Respiratory toxicity | + | 0.8111 | 81.11% |
| Reproductive toxicity | + | 0.6111 | 61.11% |
| Mitochondrial toxicity | + | 0.5875 | 58.75% |
| Nephrotoxicity | - | 0.9032 | 90.32% |
| Acute Oral Toxicity (c) | III | 0.3779 | 37.79% |
| Estrogen receptor binding | + | 0.7940 | 79.40% |
| Androgen receptor binding | + | 0.7287 | 72.87% |
| Thyroid receptor binding | + | 0.5447 | 54.47% |
| Glucocorticoid receptor binding | + | 0.7616 | 76.16% |
| Aromatase binding | + | 0.5900 | 59.00% |
| PPAR gamma | + | 0.7923 | 79.23% |
| Honey bee toxicity | - | 0.6423 | 64.23% |
| Biodegradation | - | 0.7500 | 75.00% |
| Crustacea aquatic toxicity | + | 0.5018 | 50.18% |
| Fish aquatic toxicity | + | 0.9218 | 92.18% |
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 | 99.66% | 97.25% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 97.64% | 91.11% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 95.63% | 94.45% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 95.01% | 97.09% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 94.75% | 96.09% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 94.30% | 86.33% |
| CHEMBL218 | P21554 | Cannabinoid CB1 receptor | 93.50% | 96.61% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 93.19% | 89.00% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 92.83% | 95.89% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 92.53% | 99.23% |
| CHEMBL2373 | P21730 | C5a anaphylatoxin chemotactic receptor | 92.41% | 92.62% |
| CHEMBL1907605 | P24864 | Cyclin-dependent kinase 2/cyclin E1 | 92.17% | 92.88% |
| CHEMBL4478 | Q00975 | Voltage-gated N-type calcium channel alpha-1B subunit | 90.18% | 97.14% |
| CHEMBL2581 | P07339 | Cathepsin D | 89.52% | 98.95% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 88.69% | 100.00% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 88.12% | 95.56% |
| CHEMBL2955 | O95136 | Sphingosine 1-phosphate receptor Edg-5 | 88.00% | 92.86% |
| CHEMBL4685 | P14902 | Indoleamine 2,3-dioxygenase | 87.77% | 96.38% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 87.00% | 94.00% |
| CHEMBL1907602 | P06493 | Cyclin-dependent kinase 1/cyclin B1 | 86.95% | 91.24% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 86.54% | 94.75% |
| CHEMBL2274 | Q9H228 | Sphingosine 1-phosphate receptor Edg-8 | 85.86% | 100.00% |
| CHEMBL4303 | P08238 | Heat shock protein HSP 90-beta | 85.85% | 96.77% |
| CHEMBL4051 | P13569 | Cystic fibrosis transmembrane conductance regulator | 85.08% | 95.71% |
| CHEMBL1951 | P21397 | Monoamine oxidase A | 84.86% | 91.49% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 84.56% | 94.73% |
| CHEMBL5255 | O00206 | Toll-like receptor 4 | 83.71% | 92.50% |
| CHEMBL230 | P35354 | Cyclooxygenase-2 | 82.16% | 89.63% |
| CHEMBL3475 | P05121 | Plasminogen activator inhibitor-1 | 82.08% | 83.00% |
| CHEMBL216 | P11229 | Muscarinic acetylcholine receptor M1 | 81.19% | 94.23% |
| CHEMBL4227 | P25090 | Lipoxin A4 receptor | 80.73% | 100.00% |
| CHEMBL2842 | P42345 | Serine/threonine-protein kinase mTOR | 80.10% | 92.78% |
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 | 162863860 |
| LOTUS | LTS0003246 |
| wikiData | Q105152636 |