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[4,5-Diacetyloxy-6-[2-[3',16-dihydroxy-7,9,13-trimethyl-5'-methylidene-4'-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-5-hydroxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl]oxy-2-methyloxan-3-yl] acetate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID ec522a8d-75d1-42c1-ab17-a199ceb6564e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name [4,5-diacetyloxy-6-[2-[3',16-dihydroxy-7,9,13-trimethyl-5'-methylidene-4'-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-5-hydroxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl]oxy-2-methyloxan-3-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C55H82O26/c1-20-17-71-55(48(68)42(20)78-50-41(67)39(65)38(64)34(16-56)76-50)21(2)36-33(81-55)15-30-28-10-9-26-13-27(60)14-35(54(26,8)29(28)11-12-53(30,36)7)77-51-46(44(32(62)19-70-51)79-49-40(66)37(63)31(61)18-69-49)80-52-47(75-25(6)59)45(74-24(5)58)43(22(3)72-52)73-23(4)57/h9,21-22,27-52,56,60-68H,1,10-19H2,2-8H3
InChI Key YKUCPUKCKQHUMU-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C55H82O26
Molecular Weight 1159.20 g/mol
Exact Mass 1158.50943272 g/mol
Topological Polar Surface Area (TPSA) 374.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -2.14
H-Bond Acceptor 26
H-Bond Donor 10
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [4,5-Diacetyloxy-6-[2-[3',16-dihydroxy-7,9,13-trimethyl-5'-methylidene-4'-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-5-hydroxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl]oxy-2-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 + 0.7854 78.54%
Caco-2 - 0.8693 86.93%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8253 82.53%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8238 82.38%
OATP1B3 inhibitior + 0.8889 88.89%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6021 60.21%
BSEP inhibitior + 0.9657 96.57%
P-glycoprotein inhibitior + 0.7475 74.75%
P-glycoprotein substrate + 0.7183 71.83%
CYP3A4 substrate + 0.7673 76.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8766 87.66%
CYP3A4 inhibition - 0.7778 77.78%
CYP2C9 inhibition - 0.8920 89.20%
CYP2C19 inhibition - 0.9194 91.94%
CYP2D6 inhibition - 0.9448 94.48%
CYP1A2 inhibition - 0.9074 90.74%
CYP2C8 inhibition + 0.8000 80.00%
CYP inhibitory promiscuity - 0.9571 95.71%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5077 50.77%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.8999 89.99%
Skin irritation + 0.5844 58.44%
Skin corrosion - 0.9336 93.36%
Ames mutagenesis - 0.7064 70.64%
Human Ether-a-go-go-Related Gene inhibition + 0.8084 80.84%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6945 69.45%
skin sensitisation - 0.9185 91.85%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.6148 61.48%
Acute Oral Toxicity (c) III 0.5208 52.08%
Estrogen receptor binding + 0.8031 80.31%
Androgen receptor binding + 0.7454 74.54%
Thyroid receptor binding + 0.6109 61.09%
Glucocorticoid receptor binding + 0.7912 79.12%
Aromatase binding + 0.6075 60.75%
PPAR gamma + 0.8237 82.37%
Honey bee toxicity - 0.5486 54.86%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5445 54.45%
Fish aquatic toxicity + 0.9787 97.87%

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 98.54% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.20% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 94.61% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 94.06% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.36% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.23% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.97% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 90.81% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.79% 94.45%
CHEMBL204 P00734 Thrombin 90.35% 96.01%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.43% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.90% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.74% 94.00%
CHEMBL2581 P07339 Cathepsin D 85.51% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 84.79% 91.19%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.79% 96.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.20% 91.24%
CHEMBL5028 O14672 ADAM10 82.45% 97.50%
CHEMBL3401 O75469 Pregnane X receptor 82.23% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.08% 95.56%
CHEMBL1871 P10275 Androgen Receptor 80.62% 96.43%

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.
Broussonetia papyrifera

Cross-Links

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PubChem 162852192
LOTUS LTS0272886
wikiData Q105344167