(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-7,9,13-trimethyl-5'-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]spiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-10-one

Details

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Internal ID 52831323-cc6a-4149-b1df-bc5eed90baf5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (1R,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-7,9,13-trimethyl-5'-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]spiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-10-one
SMILES (Canonical) CC1C2C(CC3C2(C(=O)CC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)O)O)O)C)C)OC18CCC(CO8)COC9C(C(C(C(O9)CO)O)O)O
SMILES (Isomeric) C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(C(=O)C[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)C)C)O[C@]18CC[C@H](CO8)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O
InChI InChI=1S/C45H70O20/c1-18-30-25(65-45(18)9-6-19(17-59-45)16-58-40-36(55)33(52)31(50)26(13-46)61-40)11-24-22-5-4-20-10-21(7-8-43(20,2)23(22)12-29(49)44(24,30)3)60-41-38(57)35(54)39(28(15-48)63-41)64-42-37(56)34(53)32(51)27(14-47)62-42/h4,18-19,21-28,30-42,46-48,50-57H,5-17H2,1-3H3/t18-,19-,21-,22+,23-,24-,25-,26+,27+,28+,30-,31+,32+,33-,34-,35+,36+,37+,38+,39-,40+,41+,42-,43-,44+,45+/m0/s1
InChI Key ZIMQWKHPEVYWCD-SZMHCWBVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C45H70O20
Molecular Weight 931.00 g/mol
Exact Mass 930.44604462 g/mol
Topological Polar Surface Area (TPSA) 313.00 Ų
XlogP -2.50
Atomic LogP (AlogP) -2.66
H-Bond Acceptor 20
H-Bond Donor 11
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-7,9,13-trimethyl-5'-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]spiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-10-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7987 79.87%
Caco-2 - 0.8856 88.56%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8435 84.35%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8462 84.62%
OATP1B3 inhibitior + 0.8241 82.41%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7001 70.01%
P-glycoprotein inhibitior + 0.7401 74.01%
P-glycoprotein substrate + 0.5863 58.63%
CYP3A4 substrate + 0.7355 73.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8526 85.26%
CYP3A4 inhibition - 0.9461 94.61%
CYP2C9 inhibition - 0.9193 91.93%
CYP2C19 inhibition - 0.9230 92.30%
CYP2D6 inhibition - 0.9394 93.94%
CYP1A2 inhibition - 0.8912 89.12%
CYP2C8 inhibition + 0.7180 71.80%
CYP inhibitory promiscuity - 0.9029 90.29%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5372 53.72%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9090 90.90%
Skin irritation - 0.5152 51.52%
Skin corrosion - 0.9420 94.20%
Ames mutagenesis - 0.9200 92.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7839 78.39%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.8351 83.51%
skin sensitisation - 0.9246 92.46%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.7398 73.98%
Acute Oral Toxicity (c) III 0.5348 53.48%
Estrogen receptor binding + 0.8373 83.73%
Androgen receptor binding + 0.7479 74.79%
Thyroid receptor binding - 0.5355 53.55%
Glucocorticoid receptor binding + 0.6590 65.90%
Aromatase binding + 0.6753 67.53%
PPAR gamma + 0.7586 75.86%
Honey bee toxicity - 0.6147 61.47%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9609 96.09%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.73% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.75% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.45% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 92.26% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.81% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.34% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 91.28% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.91% 86.33%
CHEMBL2581 P07339 Cathepsin D 89.08% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 88.54% 91.49%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.26% 93.04%
CHEMBL5255 O00206 Toll-like receptor 4 85.41% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.38% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.33% 94.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 84.39% 94.23%
CHEMBL3401 O75469 Pregnane X receptor 82.73% 94.73%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.62% 96.61%
CHEMBL1914 P06276 Butyrylcholinesterase 82.59% 95.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.43% 85.14%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.09% 96.90%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.05% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.40% 94.45%
CHEMBL5028 O14672 ADAM10 81.31% 97.50%
CHEMBL220 P22303 Acetylcholinesterase 81.29% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.25% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.22% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.38% 91.24%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.36% 97.33%

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.
Polygonatum zanlanscianense

Cross-Links

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PubChem 11434544
NPASS NPC249553
LOTUS LTS0263385
wikiData Q105377359