[(2S,3R,4S,5R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9,14-dihydroxy-7,7,12,16-tetramethyl-15-[(2S,5R)-2-methyl-5-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]oxolan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-4,5-dihydroxyoxan-3-yl] acetate

Details

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Internal ID e435699c-e515-424c-a607-9089fe6d54d1
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name [(2S,3R,4S,5R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9,14-dihydroxy-7,7,12,16-tetramethyl-15-[(2S,5R)-2-methyl-5-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]oxolan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-4,5-dihydroxyoxan-3-yl] acetate
SMILES (Canonical) CC(=O)OC1C(C(COC1OC2CCC34CC35CCC6(C(C(CC6(C5CC(C4C2(C)C)O)C)O)C7(CCC(O7)C(C)(C)OC8C(C(C(C(O8)CO)O)O)O)C)C)O)O
SMILES (Isomeric) CC(=O)O[C@@H]1[C@H]([C@@H](CO[C@H]1O[C@H]2CC[C@]34C[C@]35CC[C@@]6([C@H]([C@H](C[C@]6([C@@H]5C[C@@H]([C@H]4C2(C)C)O)C)O)[C@@]7(CC[C@@H](O7)C(C)(C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)O)O
InChI InChI=1S/C43H70O15/c1-20(45)54-32-28(49)23(48)18-53-36(32)56-26-10-12-43-19-42(43)14-13-39(6)34(22(47)16-40(39,7)25(42)15-21(46)33(43)37(26,2)3)41(8)11-9-27(57-41)38(4,5)58-35-31(52)30(51)29(50)24(17-44)55-35/h21-36,44,46-52H,9-19H2,1-8H3/t21-,22-,23+,24+,25-,26-,27+,28-,29+,30-,31+,32+,33-,34-,35-,36-,39+,40-,41-,42-,43+/m0/s1
InChI Key BVVSTNIVWGXVJG-AHEIWIJKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C43H70O15
Molecular Weight 827.00 g/mol
Exact Mass 826.47147152 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.29
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9,14-dihydroxy-7,7,12,16-tetramethyl-15-[(2S,5R)-2-methyl-5-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]oxolan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-4,5-dihydroxyoxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7317 73.17%
Caco-2 - 0.8810 88.10%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7562 75.62%
OATP2B1 inhibitior - 0.8758 87.58%
OATP1B1 inhibitior + 0.8027 80.27%
OATP1B3 inhibitior + 0.9373 93.73%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7037 70.37%
BSEP inhibitior + 0.6002 60.02%
P-glycoprotein inhibitior + 0.7595 75.95%
P-glycoprotein substrate + 0.5405 54.05%
CYP3A4 substrate + 0.7405 74.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8780 87.80%
CYP3A4 inhibition - 0.8287 82.87%
CYP2C9 inhibition - 0.7944 79.44%
CYP2C19 inhibition - 0.8434 84.34%
CYP2D6 inhibition - 0.9423 94.23%
CYP1A2 inhibition - 0.9013 90.13%
CYP2C8 inhibition + 0.6814 68.14%
CYP inhibitory promiscuity - 0.9446 94.46%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6529 65.29%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9064 90.64%
Skin irritation - 0.7042 70.42%
Skin corrosion - 0.9414 94.14%
Ames mutagenesis - 0.5370 53.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8106 81.06%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5783 57.83%
skin sensitisation - 0.9104 91.04%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.9136 91.36%
Acute Oral Toxicity (c) I 0.6348 63.48%
Estrogen receptor binding + 0.7155 71.55%
Androgen receptor binding + 0.7589 75.89%
Thyroid receptor binding - 0.5681 56.81%
Glucocorticoid receptor binding + 0.7137 71.37%
Aromatase binding + 0.6792 67.92%
PPAR gamma + 0.7658 76.58%
Honey bee toxicity - 0.6335 63.35%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9017 90.17%

Targets

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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 99.19% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.49% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.23% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.40% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.26% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.04% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.34% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.53% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.99% 89.00%
CHEMBL1914 P06276 Butyrylcholinesterase 88.46% 95.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.17% 86.33%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.93% 98.75%
CHEMBL226 P30542 Adenosine A1 receptor 86.86% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.82% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.51% 91.24%
CHEMBL5255 O00206 Toll-like receptor 4 86.28% 92.50%
CHEMBL340 P08684 Cytochrome P450 3A4 86.20% 91.19%
CHEMBL259 P32245 Melanocortin receptor 4 85.90% 95.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.74% 97.14%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.03% 96.21%
CHEMBL2581 P07339 Cathepsin D 84.73% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.42% 95.50%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.79% 82.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.12% 91.07%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.45% 100.00%
CHEMBL204 P00734 Thrombin 81.68% 96.01%
CHEMBL2996 Q05655 Protein kinase C delta 81.39% 97.79%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.98% 93.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.71% 92.62%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.60% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.44% 92.86%

Plants that contains it

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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.
Astragalus galegiformis

Cross-Links

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PubChem 163053551
LOTUS LTS0256292
wikiData Q104946938