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[3,4,5-triacetyloxy-6-[[16-acetyloxy-17-(2-hydroxy-3-oxobutan-2-yl)-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]oxan-2-yl]methyl 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 4bf7df90-e85f-493d-a924-4804813e02c0
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [3,4,5-triacetyloxy-6-[[16-acetyloxy-17-(2-hydroxy-3-oxobutan-2-yl)-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]oxan-2-yl]methyl acetate
SMILES (Canonical) CC(=O)C(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3CC(C(=O)C4(C)C)OC5C(C(C(C(O5)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C)C)OC(=O)C)O
SMILES (Isomeric) CC(=O)C(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3CC(C(=O)C4(C)C)OC5C(C(C(C(O5)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C)C)OC(=O)C)O
InChI InChI=1S/C42H58O16/c1-19(43)42(12,51)35-28(53-21(3)45)16-39(9)30-14-13-25-26(41(30,11)31(49)17-40(35,39)10)15-27(36(50)38(25,7)8)57-37-34(56-24(6)48)33(55-23(5)47)32(54-22(4)46)29(58-37)18-52-20(2)44/h13,26-30,32-35,37,51H,14-18H2,1-12H3
InChI Key IHESUMLWQXVXSX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H58O16
Molecular Weight 818.90 g/mol
Exact Mass 818.37248576 g/mol
Topological Polar Surface Area (TPSA) 221.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 3.30
H-Bond Acceptor 16
H-Bond Donor 1
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3,4,5-triacetyloxy-6-[[16-acetyloxy-17-(2-hydroxy-3-oxobutan-2-yl)-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]oxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9745 97.45%
Caco-2 - 0.8509 85.09%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8347 83.47%
OATP2B1 inhibitior - 0.8575 85.75%
OATP1B1 inhibitior + 0.8208 82.08%
OATP1B3 inhibitior + 0.8684 86.84%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9640 96.40%
P-glycoprotein inhibitior + 0.8050 80.50%
P-glycoprotein substrate - 0.5515 55.15%
CYP3A4 substrate + 0.7262 72.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8905 89.05%
CYP3A4 inhibition - 0.7924 79.24%
CYP2C9 inhibition - 0.8387 83.87%
CYP2C19 inhibition - 0.8844 88.44%
CYP2D6 inhibition - 0.9521 95.21%
CYP1A2 inhibition - 0.7642 76.42%
CYP2C8 inhibition + 0.6270 62.70%
CYP inhibitory promiscuity - 0.8179 81.79%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6245 62.45%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9022 90.22%
Skin irritation + 0.5066 50.66%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3819 38.19%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5000 50.00%
skin sensitisation - 0.8436 84.36%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.5215 52.15%
Acute Oral Toxicity (c) I 0.4931 49.31%
Estrogen receptor binding + 0.7796 77.96%
Androgen receptor binding + 0.7471 74.71%
Thyroid receptor binding + 0.5642 56.42%
Glucocorticoid receptor binding + 0.7933 79.33%
Aromatase binding + 0.7051 70.51%
PPAR gamma + 0.7590 75.90%
Honey bee toxicity - 0.6989 69.89%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9931 99.31%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.56% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.48% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.45% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.75% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.55% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.29% 96.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.18% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 91.34% 92.50%
CHEMBL3401 O75469 Pregnane X receptor 89.68% 94.73%
CHEMBL2581 P07339 Cathepsin D 89.08% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.28% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.09% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 86.10% 97.79%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.65% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.00% 91.19%
CHEMBL4208 P20618 Proteasome component C5 83.88% 90.00%
CHEMBL226 P30542 Adenosine A1 receptor 83.08% 95.93%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.95% 83.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.82% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.04% 93.04%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.62% 95.56%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 14447020
LOTUS LTS0045688
wikiData Q105112963