(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(1R,3R,6S,8R,11S,12S,14S,15R,16R,18R)-18-hydroxy-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]-14-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
| Internal ID | a2be11ac-635c-4bfa-b5b3-1b9528688555 |
| Taxonomy | Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides |
| IUPAC Name | (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(1R,3R,6S,8R,11S,12S,14S,15R,16R,18R)-18-hydroxy-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]-14-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C53H88O22/c1-22(2)9-8-10-23(3)33-25(69-45-40(65)34(59)24(57)20-68-45)15-50(6)30-12-11-29-49(4,5)32(13-14-52(29)21-53(30,52)31(58)16-51(33,50)7)73-48-44(39(64)36(61)27(18-55)72-48)75-47-42(67)43(37(62)28(19-56)71-47)74-46-41(66)38(63)35(60)26(17-54)70-46/h9,23-48,54-67H,8,10-21H2,1-7H3/t23-,24+,25+,26-,27-,28-,29+,30+,31-,32+,33+,34+,35-,36-,37-,38+,39+,40-,41-,42-,43+,44-,45+,46+,47+,48+,50+,51-,52-,53+/m1/s1 |
| InChI Key | PHIGJVJRRXYANI-IQYYHKBVSA-N |
| Popularity | 2 references in papers |
| Molecular Formula | C53H88O22 |
| Molecular Weight | 1077.30 g/mol |
| Exact Mass | 1076.57672443 g/mol |
| Topological Polar Surface Area (TPSA) | 357.00 Ų |
| XlogP | 0.60 |
| Atomic LogP (AlogP) | -1.95 |
| H-Bond Acceptor | 22 |
| H-Bond Donor | 14 |
| Rotatable Bonds | 15 |
| There are no found synonyms. |
![2D Structure of (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(1R,3R,6S,8R,11S,12S,14S,15R,16R,18R)-18-hydroxy-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]-14-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol](https://plantaedb.com/storage/docs/compounds/2023/07/curculigosaponin-m.jpg "2D Structure of (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(1R,3R,6S,8R,11S,12S,14S,15R,16R,18R)-18-hydroxy-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]-14-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.7085 | 70.85% |
| Caco-2 | - | 0.8944 | 89.44% |
| Blood Brain Barrier | - | 0.5750 | 57.50% |
| Human oral bioavailability | - | 0.7857 | 78.57% |
| Subcellular localzation | Mitochondria | 0.6679 | 66.79% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8129 | 81.29% |
| OATP1B3 inhibitior | + | 0.8745 | 87.45% |
| MATE1 inhibitior | - | 0.9800 | 98.00% |
| OCT2 inhibitior | - | 0.6500 | 65.00% |
| BSEP inhibitior | + | 0.8874 | 88.74% |
| P-glycoprotein inhibitior | + | 0.7475 | 74.75% |
| P-glycoprotein substrate | + | 0.5643 | 56.43% |
| CYP3A4 substrate | + | 0.7330 | 73.30% |
| CYP2C9 substrate | - | 0.8054 | 80.54% |
| CYP2D6 substrate | - | 0.8216 | 82.16% |
| CYP3A4 inhibition | - | 0.9467 | 94.67% |
| CYP2C9 inhibition | - | 0.7323 | 73.23% |
| CYP2C19 inhibition | - | 0.8607 | 86.07% |
| CYP2D6 inhibition | - | 0.9323 | 93.23% |
| CYP1A2 inhibition | - | 0.8744 | 87.44% |
| CYP2C8 inhibition | + | 0.6742 | 67.42% |
| CYP inhibitory promiscuity | - | 0.9324 | 93.24% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.9800 | 98.00% |
| Carcinogenicity (trinary) | Non-required | 0.6658 | 66.58% |
| Eye corrosion | - | 0.9890 | 98.90% |
| Eye irritation | - | 0.9025 | 90.25% |
| Skin irritation | - | 0.6323 | 63.23% |
| Skin corrosion | - | 0.9417 | 94.17% |
| Ames mutagenesis | - | 0.7315 | 73.15% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.8208 | 82.08% |
| Micronuclear | - | 0.7900 | 79.00% |
| Hepatotoxicity | - | 0.7840 | 78.40% |
| skin sensitisation | - | 0.8775 | 87.75% |
| Respiratory toxicity | + | 0.5111 | 51.11% |
| Reproductive toxicity | + | 0.8889 | 88.89% |
| Mitochondrial toxicity | - | 0.5750 | 57.50% |
| Nephrotoxicity | - | 0.8913 | 89.13% |
| Acute Oral Toxicity (c) | I | 0.5875 | 58.75% |
| Estrogen receptor binding | + | 0.7870 | 78.70% |
| Androgen receptor binding | + | 0.7620 | 76.20% |
| Thyroid receptor binding | + | 0.5197 | 51.97% |
| Glucocorticoid receptor binding | + | 0.7440 | 74.40% |
| Aromatase binding | + | 0.6430 | 64.30% |
| PPAR gamma | + | 0.7975 | 79.75% |
| Honey bee toxicity | - | 0.5989 | 59.89% |
| Biodegradation | - | 0.7750 | 77.50% |
| Crustacea aquatic toxicity | - | 0.6100 | 61.00% |
| Fish aquatic toxicity | + | 0.9269 | 92.69% |
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 | 98.97% | 91.11% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 97.59% | 94.45% |
| CHEMBL6136 | O60341 | Lysine-specific histone demethylase 1 | 96.99% | 95.58% |
| CHEMBL1907605 | P24864 | Cyclin-dependent kinase 2/cyclin E1 | 96.26% | 92.88% |
| CHEMBL1907602 | P06493 | Cyclin-dependent kinase 1/cyclin B1 | 94.77% | 91.24% |
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 94.41% | 97.25% |
| CHEMBL218 | P21554 | Cannabinoid CB1 receptor | 94.22% | 96.61% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 93.37% | 96.09% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 92.41% | 97.09% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 92.36% | 94.75% |
| CHEMBL2581 | P07339 | Cathepsin D | 91.27% | 98.95% |
| CHEMBL241 | Q14432 | Phosphodiesterase 3A | 91.04% | 92.94% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 90.46% | 95.89% |
| CHEMBL226 | P30542 | Adenosine A1 receptor | 90.16% | 95.93% |
| CHEMBL4005 | P42336 | PI3-kinase p110-alpha subunit | 89.14% | 97.47% |
| CHEMBL4187 | Q99250 | Sodium channel protein type II alpha subunit | 88.41% | 95.50% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 87.99% | 100.00% |
| CHEMBL1951 | P21397 | Monoamine oxidase A | 87.73% | 91.49% |
| CHEMBL3880 | P07900 | Heat shock protein HSP 90-alpha | 87.45% | 96.21% |
| CHEMBL2373 | P21730 | C5a anaphylatoxin chemotactic receptor | 87.38% | 92.62% |
| CHEMBL2095194 | P08709 | Coagulation factor VII/tissue factor | 87.33% | 99.17% |
| CHEMBL3892 | Q99500 | Sphingosine 1-phosphate receptor Edg-3 | 86.55% | 97.29% |
| CHEMBL4105786 | P41182 | B-cell lymphoma 6 protein | 86.50% | 92.86% |
| CHEMBL3476 | O15111 | Inhibitor of nuclear factor kappa B kinase alpha subunit | 86.21% | 95.83% |
| CHEMBL3430907 | Q96GD4 | Aurora kinase B/Inner centromere protein | 86.15% | 97.50% |
| CHEMBL259 | P32245 | Melanocortin receptor 4 | 86.06% | 95.38% |
| CHEMBL4685 | P14902 | Indoleamine 2,3-dioxygenase | 85.75% | 96.38% |
| CHEMBL2842 | P42345 | Serine/threonine-protein kinase mTOR | 85.54% | 92.78% |
| CHEMBL206 | P03372 | Estrogen receptor alpha | 85.38% | 97.64% |
| CHEMBL5103 | Q969S8 | Histone deacetylase 10 | 85.09% | 90.08% |
| CHEMBL2413 | P32246 | C-C chemokine receptor type 1 | 84.35% | 89.50% |
| CHEMBL3359 | P21462 | Formyl peptide receptor 1 | 84.20% | 93.56% |
| CHEMBL4051 | P13569 | Cystic fibrosis transmembrane conductance regulator | 83.76% | 95.71% |
| CHEMBL2274 | Q9H228 | Sphingosine 1-phosphate receptor Edg-8 | 83.57% | 100.00% |
| CHEMBL2534 | O15530 | 3-phosphoinositide dependent protein kinase-1 | 83.52% | 95.36% |
| CHEMBL3837 | P07711 | Cathepsin L | 83.44% | 96.61% |
| CHEMBL4302 | P08183 | P-glycoprotein 1 | 82.59% | 92.98% |
| CHEMBL5555 | O00767 | Acyl-CoA desaturase | 81.66% | 97.50% |
| CHEMBL284 | P27487 | Dipeptidyl peptidase IV | 81.45% | 95.69% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 81.38% | 89.00% |
| CHEMBL2360 | P00492 | Hypoxanthine-guanine phosphoribosyltransferase | 81.32% | 87.38% |
| CHEMBL4394 | Q9NYA1 | Sphingosine kinase 1 | 81.07% | 96.03% |
| CHEMBL5888 | Q99558 | Mitogen-activated protein kinase kinase kinase 14 | 80.96% | 100.00% |
| CHEMBL2007625 | O75874 | Isocitrate dehydrogenase [NADP] cytoplasmic | 80.59% | 99.00% |
| CHEMBL3130 | O00329 | PI3-kinase p110-delta subunit | 80.42% | 96.47% |
| CHEMBL2107 | P61073 | C-X-C chemokine receptor type 4 | 80.41% | 93.10% |
| CHEMBL2111367 | P27986 | PI3-kinase p110-alpha/p85-alpha | 80.32% | 94.33% |
| CHEMBL4618 | P09960 | Leukotriene A4 hydrolase | 80.19% | 97.86% |
| CHEMBL1293316 | Q9HBX9 | Relaxin receptor 1 | 80.08% | 82.50% |
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.
To see more specific details click the taxa you are interested in.
| Curculigo orchioides |
| PubChem | 101630656 |
| NPASS | NPC266780 |
| LOTUS | LTS0184878 |
| wikiData | Q105208973 |