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[(2R,3R,4S,5R,6S)-6-[[(2S,8S,9R,10R,13R,14S,16R,17R)-17-acetyl-16-acetyloxy-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]-3,4,5-triacetyloxyoxan-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 4deca12a-c3dd-4363-a280-017702ee1052
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2R,3R,4S,5R,6S)-6-[[(2S,8S,9R,10R,13R,14S,16R,17R)-17-acetyl-16-acetyloxy-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]-3,4,5-triacetyloxyoxan-2-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H54O15/c1-18(41)31-27(50-20(3)43)15-38(9)29-13-12-24-25(40(29,11)30(47)16-39(31,38)10)14-26(35(48)37(24,7)8)54-36-34(53-23(6)46)33(52-22(5)45)32(51-21(4)44)28(55-36)17-49-19(2)42/h12,25-29,31-34,36H,13-17H2,1-11H3/t25-,26+,27-,28-,29+,31+,32-,33+,34-,36-,38+,39-,40+/m1/s1
InChI Key ZOEQHDGEQUYKEE-LXPREJINSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H54O15
Molecular Weight 774.80 g/mol
Exact Mass 774.34627101 g/mol
Topological Polar Surface Area (TPSA) 201.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 3.55
H-Bond Acceptor 15
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6S)-6-[[(2S,8S,9R,10R,13R,14S,16R,17R)-17-acetyl-16-acetyloxy-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]-3,4,5-triacetyloxyoxan-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 + 0.9897 98.97%
Caco-2 - 0.8464 84.64%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8152 81.52%
OATP2B1 inhibitior - 0.7142 71.42%
OATP1B1 inhibitior + 0.8078 80.78%
OATP1B3 inhibitior + 0.8625 86.25%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9585 95.85%
P-glycoprotein inhibitior + 0.8315 83.15%
P-glycoprotein substrate - 0.6467 64.67%
CYP3A4 substrate + 0.7142 71.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8820 88.20%
CYP3A4 inhibition - 0.8191 81.91%
CYP2C9 inhibition - 0.8232 82.32%
CYP2C19 inhibition - 0.8446 84.46%
CYP2D6 inhibition - 0.9533 95.33%
CYP1A2 inhibition - 0.8134 81.34%
CYP2C8 inhibition + 0.5513 55.13%
CYP inhibitory promiscuity - 0.7155 71.55%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6133 61.33%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9017 90.17%
Skin irritation - 0.5981 59.81%
Skin corrosion - 0.9501 95.01%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4384 43.84%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.5685 56.85%
skin sensitisation - 0.7788 77.88%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.5991 59.91%
Acute Oral Toxicity (c) III 0.4776 47.76%
Estrogen receptor binding + 0.7850 78.50%
Androgen receptor binding + 0.7391 73.91%
Thyroid receptor binding + 0.5645 56.45%
Glucocorticoid receptor binding + 0.8116 81.16%
Aromatase binding + 0.7256 72.56%
PPAR gamma + 0.7607 76.07%
Honey bee toxicity - 0.7144 71.44%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9950 99.50%

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 97.71% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.66% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.69% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.86% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.39% 97.25%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.35% 96.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.33% 97.09%
CHEMBL4208 P20618 Proteasome component C5 89.72% 90.00%
CHEMBL5255 O00206 Toll-like receptor 4 89.57% 92.50%
CHEMBL2581 P07339 Cathepsin D 89.53% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 88.30% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.51% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.89% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.84% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.72% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.00% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 81.87% 95.93%
CHEMBL3401 O75469 Pregnane X receptor 81.71% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.37% 100.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.89% 83.00%

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 14447019
LOTUS LTS0192167
wikiData Q105380401