[4,5-Dihydroxy-2-[4-hydroxy-6-(hydroxymethyl)-2-[[6-hydroxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl]oxy-6-methyloxan-3-yl] acetate

Details

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Internal ID b98a6338-9cf1-4cf2-ad56-65003cc820fd
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name [4,5-dihydroxy-2-[4-hydroxy-6-(hydroxymethyl)-2-[[6-hydroxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl]oxy-6-methyloxan-3-yl] acetate
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)C)O)O)O)O)OC8C(C(C(C(O8)C)O)O)OC(=O)C)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O
SMILES (Isomeric) CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)C)O)O)O)O)OC8C(C(C(C(O8)C)O)O)OC(=O)C)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O
InChI InChI=1S/C53H86O23/c1-21(20-67-47-41(63)39(61)37(59)32(18-54)72-47)10-15-53(66)22(2)34-31(76-53)17-30-28-9-8-26-16-27(11-13-51(26,6)29(28)12-14-52(30,34)7)71-50-46(75-49-45(70-25(5)56)40(62)36(58)24(4)69-49)43(65)44(33(19-55)73-50)74-48-42(64)38(60)35(57)23(3)68-48/h8,21-24,27-50,54-55,57-66H,9-20H2,1-7H3
InChI Key ONICGINOQBFEGE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H86O23
Molecular Weight 1091.20 g/mol
Exact Mass 1090.55598899 g/mol
Topological Polar Surface Area (TPSA) 352.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -1.41
H-Bond Acceptor 23
H-Bond Donor 12
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [4,5-Dihydroxy-2-[4-hydroxy-6-(hydroxymethyl)-2-[[6-hydroxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl]oxy-6-methyloxan-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 + 0.8294 82.94%
Caco-2 - 0.8821 88.21%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8220 82.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8650 86.50%
OATP1B3 inhibitior + 0.8670 86.70%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9030 90.30%
P-glycoprotein inhibitior + 0.7448 74.48%
P-glycoprotein substrate + 0.6914 69.14%
CYP3A4 substrate + 0.7593 75.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8779 87.79%
CYP3A4 inhibition - 0.9196 91.96%
CYP2C9 inhibition - 0.9244 92.44%
CYP2C19 inhibition - 0.9343 93.43%
CYP2D6 inhibition - 0.9378 93.78%
CYP1A2 inhibition - 0.9172 91.72%
CYP2C8 inhibition + 0.7432 74.32%
CYP inhibitory promiscuity - 0.9444 94.44%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5179 51.79%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9027 90.27%
Skin irritation + 0.5497 54.97%
Skin corrosion - 0.9408 94.08%
Ames mutagenesis - 0.8500 85.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8340 83.40%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.9231 92.31%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8807 88.07%
Acute Oral Toxicity (c) I 0.4770 47.70%
Estrogen receptor binding + 0.8540 85.40%
Androgen receptor binding + 0.6979 69.79%
Thyroid receptor binding + 0.5713 57.13%
Glucocorticoid receptor binding + 0.7662 76.62%
Aromatase binding + 0.7034 70.34%
PPAR gamma + 0.8231 82.31%
Honey bee toxicity - 0.5926 59.26%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5855 58.55%
Fish aquatic toxicity + 0.9416 94.16%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.28% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.63% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.76% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 95.62% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.48% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 94.27% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.18% 100.00%
CHEMBL2581 P07339 Cathepsin D 92.74% 98.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.04% 93.56%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 89.65% 89.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.35% 97.25%
CHEMBL5255 O00206 Toll-like receptor 4 88.06% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.79% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.73% 86.33%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.61% 94.08%
CHEMBL1914 P06276 Butyrylcholinesterase 87.12% 95.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.61% 95.89%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.33% 97.29%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.84% 94.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.59% 92.86%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.48% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 84.84% 94.73%
CHEMBL1937 Q92769 Histone deacetylase 2 82.41% 94.75%
CHEMBL5028 O14672 ADAM10 82.35% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.14% 91.24%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.99% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.67% 96.61%
CHEMBL340 P08684 Cytochrome P450 3A4 81.57% 91.19%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 80.77% 98.46%
CHEMBL2996 Q05655 Protein kinase C delta 80.60% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.18% 95.56%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.01% 96.90%

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.
Smilax excelsa

Cross-Links

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PubChem 162976245
LOTUS LTS0218681
wikiData Q105194699