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[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(2S,3R,8S,9R,10R,13R,14S,16R,17R)-3,16-diacetyloxy-17-[(2R)-2-hydroxy-3-oxobutan-2-yl]-4,4,9,13,14-pentamethyl-11-oxo-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[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 49d98b55-f276-4b63-96ee-6f0466d8d5e3
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(2S,3R,8S,9R,10R,13R,14S,16R,17R)-3,16-diacetyloxy-17-[(2R)-2-hydroxy-3-oxobutan-2-yl]-4,4,9,13,14-pentamethyl-11-oxo-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-2-yl]oxy]oxan-2-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H62O17/c1-20(45)44(13,53)37-30(55-22(3)47)17-41(10)32-15-14-27-28(43(32,12)33(52)18-42(37,41)11)16-29(38(40(27,8)9)59-26(7)51)60-39-36(58-25(6)50)35(57-24(5)49)34(56-23(4)48)31(61-39)19-54-21(2)46/h14,28-32,34-39,53H,15-19H2,1-13H3/t28-,29+,30-,31-,32+,34-,35+,36-,37+,38+,39-,41+,42-,43+,44+/m1/s1
InChI Key DPKKASUFOILJMA-SHHPYFEPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C44H62O17
Molecular Weight 863.00 g/mol
Exact Mass 862.39870051 g/mol
Topological Polar Surface Area (TPSA) 231.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.66
H-Bond Acceptor 17
H-Bond Donor 1
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(2S,3R,8S,9R,10R,13R,14S,16R,17R)-3,16-diacetyloxy-17-[(2R)-2-hydroxy-3-oxobutan-2-yl]-4,4,9,13,14-pentamethyl-11-oxo-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[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 - 0.8523 85.23%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8347 83.47%
OATP2B1 inhibitior - 0.7228 72.28%
OATP1B1 inhibitior + 0.8345 83.45%
OATP1B3 inhibitior + 0.8684 86.84%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9776 97.76%
P-glycoprotein inhibitior + 0.8041 80.41%
P-glycoprotein substrate - 0.5750 57.50%
CYP3A4 substrate + 0.7170 71.70%
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 + 0.6578 65.78%
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 - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6503 65.03%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5194 51.94%
skin sensitisation - 0.8436 84.36%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.5619 56.19%
Acute Oral Toxicity (c) I 0.4931 49.31%
Estrogen receptor binding + 0.7707 77.07%
Androgen receptor binding + 0.7392 73.92%
Thyroid receptor binding + 0.5523 55.23%
Glucocorticoid receptor binding + 0.7926 79.26%
Aromatase binding + 0.6904 69.04%
PPAR gamma + 0.7628 76.28%
Honey bee toxicity - 0.6989 69.89%
Biodegradation - 0.8500 85.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.00% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.94% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.71% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.57% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.15% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.94% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 91.83% 92.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.92% 96.77%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.07% 96.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.30% 97.09%
CHEMBL2581 P07339 Cathepsin D 88.91% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.76% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 87.08% 94.73%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.02% 91.07%
CHEMBL2996 Q05655 Protein kinase C delta 86.97% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 86.71% 91.19%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.25% 83.00%
CHEMBL4208 P20618 Proteasome component C5 86.04% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.16% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.47% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.06% 100.00%

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.
There are no matching plants.

Cross-Links

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PubChem 14447023
LOTUS LTS0255227
wikiData Q104986546