(16alpha,20R)-20,24-epoxy-2,16-dihydroxy-25,26,27-trinorcucurbita-1,5,23-triene-3,11,22-trione 2-O-beta-Dglucopyranoside
| Internal ID | 86f589b9-5a87-4ef9-a8c1-52c74a24aac7 |
| Taxonomy | Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides |
| IUPAC Name | (8S,9R,10R,13R,14S,16R,17R)-16-hydroxy-4,4,9,13,14-pentamethyl-17-[(2R)-2-methyl-3-oxofuran-2-yl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthrene-3,11-dione |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C33H44O11/c1-29(2)15-7-8-20-30(3)12-17(35)26(33(6)21(36)9-10-42-33)31(30,4)13-22(37)32(20,5)16(15)11-18(27(29)41)43-28-25(40)24(39)23(38)19(14-34)44-28/h7,9-11,16-17,19-20,23-26,28,34-35,38-40H,8,12-14H2,1-6H3/t16-,17-,19-,20+,23-,24+,25-,26+,28-,30+,31-,32+,33+/m1/s1 |
| InChI Key | WBITZIQWEJYFNO-GSNQANGESA-N |
| Popularity | 2 references in papers |
| Molecular Formula | C33H44O11 |
| Molecular Weight | 616.70 g/mol |
| Exact Mass | 616.28836222 g/mol |
| Topological Polar Surface Area (TPSA) | 180.00 Ų |
| XlogP | 0.90 |
| Atomic LogP (AlogP) | 1.10 |
| H-Bond Acceptor | 11 |
| H-Bond Donor | 5 |
| Rotatable Bonds | 4 |
| (16alpha,20R)-20,24-epoxy-2,16-dihydroxy-25,26,27-trinorcucurbita-1,5,23-triene-3,11,22-trione 2-O-beta-Dglucopyranoside |
| CHEMBL1923779 |
| DTXSID301103230 |
| Q27137269 |
| (4R,9beta,16alpha)-16-hydroxy-9,10,14-trimethyl-1,11,22-trioxo-20,24-epoxy-4,9-cyclo-9,10-secochola-2,5,23-trien-2-yl beta-D-glucopyranoside |
| 1345690-59-6 |
| 19-Norchola-1,5,23-triene-3,11,22-trione, 20,24-epoxy-2-(beta-D-glucopyranosyloxy)-16-hydroxy-4,4,9,14-tetramethyl-, (9beta,10alpha,16alpha)- |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9262 | 92.62% |
| Caco-2 | - | 0.8540 | 85.40% |
| Blood Brain Barrier | - | 0.5750 | 57.50% |
| Human oral bioavailability | - | 0.8143 | 81.43% |
| Subcellular localzation | Mitochondria | 0.8520 | 85.20% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8464 | 84.64% |
| OATP1B3 inhibitior | + | 0.9116 | 91.16% |
| MATE1 inhibitior | - | 0.9412 | 94.12% |
| OCT2 inhibitior | - | 0.9250 | 92.50% |
| BSEP inhibitior | - | 0.4856 | 48.56% |
| P-glycoprotein inhibitior | + | 0.6972 | 69.72% |
| P-glycoprotein substrate | - | 0.6109 | 61.09% |
| CYP3A4 substrate | + | 0.6955 | 69.55% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8834 | 88.34% |
| CYP3A4 inhibition | - | 0.6968 | 69.68% |
| CYP2C9 inhibition | - | 0.8430 | 84.30% |
| CYP2C19 inhibition | - | 0.9230 | 92.30% |
| CYP2D6 inhibition | - | 0.9449 | 94.49% |
| CYP1A2 inhibition | - | 0.9235 | 92.35% |
| CYP2C8 inhibition | + | 0.5498 | 54.98% |
| CYP inhibitory promiscuity | - | 0.8941 | 89.41% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.9800 | 98.00% |
| Carcinogenicity (trinary) | Non-required | 0.5133 | 51.33% |
| Eye corrosion | - | 0.9883 | 98.83% |
| Eye irritation | - | 0.9217 | 92.17% |
| Skin irritation | - | 0.5633 | 56.33% |
| Skin corrosion | - | 0.9394 | 93.94% |
| Ames mutagenesis | - | 0.7000 | 70.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7179 | 71.79% |
| Micronuclear | - | 0.6700 | 67.00% |
| Hepatotoxicity | - | 0.7319 | 73.19% |
| skin sensitisation | - | 0.8921 | 89.21% |
| Respiratory toxicity | + | 0.6333 | 63.33% |
| Reproductive toxicity | + | 0.9556 | 95.56% |
| Mitochondrial toxicity | + | 0.6625 | 66.25% |
| Nephrotoxicity | + | 0.5520 | 55.20% |
| Acute Oral Toxicity (c) | I | 0.6991 | 69.91% |
| Estrogen receptor binding | + | 0.7332 | 73.32% |
| Androgen receptor binding | + | 0.7426 | 74.26% |
| Thyroid receptor binding | + | 0.5378 | 53.78% |
| Glucocorticoid receptor binding | + | 0.7765 | 77.65% |
| Aromatase binding | + | 0.7283 | 72.83% |
| PPAR gamma | + | 0.6253 | 62.53% |
| Honey bee toxicity | - | 0.7379 | 73.79% |
| Biodegradation | - | 0.9000 | 90.00% |
| Crustacea aquatic toxicity | - | 0.6450 | 64.50% |
| Fish aquatic toxicity | + | 0.9860 | 98.60% |
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 | 98.85% | 91.11% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 96.17% | 97.09% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 95.98% | 96.09% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 95.86% | 85.14% |
| CHEMBL2581 | P07339 | Cathepsin D | 91.75% | 98.95% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 90.64% | 94.45% |
| CHEMBL4303 | P08238 | Heat shock protein HSP 90-beta | 90.52% | 96.77% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 87.47% | 95.56% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 87.10% | 100.00% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 86.70% | 94.73% |
| CHEMBL218 | P21554 | Cannabinoid CB1 receptor | 85.10% | 96.61% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 83.52% | 94.00% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 83.17% | 90.00% |
| CHEMBL221 | P23219 | Cyclooxygenase-1 | 82.18% | 90.17% |
| CHEMBL1293294 | P51151 | Ras-related protein Rab-9A | 81.43% | 87.67% |
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 | 56833753 |
| LOTUS | LTS0274645 |
| wikiData | Q27137269 |