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1-[(3S,8R,9S,10R,13S,14S)-3-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

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 aebbbc8c-b0cd-4235-8346-dccbd8c9c30b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 1-[(3S,8R,9S,10R,13S,14S)-3-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H60O16/c1-16(42)21-7-8-22-20-6-5-18-13-19(9-11-38(18,3)23(20)10-12-39(21,22)4)51-37-34(55-35-31(48)29(46)26(43)17(2)50-35)33(28(45)25(15-41)53-37)54-36-32(49)30(47)27(44)24(14-40)52-36/h5,7,17,19-20,22-37,40-41,43-49H,6,8-15H2,1-4H3/t17-,19-,20-,22-,23-,24-,25+,26-,27-,28+,29+,30+,31+,32-,33-,34+,35-,36-,37+,38-,39+/m0/s1
InChI Key VZYCYPQHUZOSIT-CVYQUFBZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H60O16
Molecular Weight 784.90 g/mol
Exact Mass 784.38813582 g/mol
Topological Polar Surface Area (TPSA) 255.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -1.06
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(3S,8R,9S,10R,13S,14S)-3-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7478 74.78%
Caco-2 - 0.8816 88.16%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8320 83.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8800 88.00%
OATP1B3 inhibitior - 0.2720 27.20%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.5517 55.17%
P-glycoprotein inhibitior + 0.6940 69.40%
P-glycoprotein substrate - 0.5852 58.52%
CYP3A4 substrate + 0.7161 71.61%
CYP2C9 substrate - 0.7956 79.56%
CYP2D6 substrate - 0.8844 88.44%
CYP3A4 inhibition - 0.9665 96.65%
CYP2C9 inhibition - 0.9294 92.94%
CYP2C19 inhibition - 0.9317 93.17%
CYP2D6 inhibition - 0.9478 94.78%
CYP1A2 inhibition - 0.8984 89.84%
CYP2C8 inhibition + 0.6565 65.65%
CYP inhibitory promiscuity - 0.9271 92.71%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6219 62.19%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9246 92.46%
Skin irritation - 0.5361 53.61%
Skin corrosion - 0.9475 94.75%
Ames mutagenesis - 0.9200 92.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7718 77.18%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8694 86.94%
skin sensitisation - 0.9265 92.65%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8248 82.48%
Acute Oral Toxicity (c) III 0.5451 54.51%
Estrogen receptor binding + 0.8245 82.45%
Androgen receptor binding + 0.7390 73.90%
Thyroid receptor binding - 0.5502 55.02%
Glucocorticoid receptor binding + 0.5526 55.26%
Aromatase binding + 0.6381 63.81%
PPAR gamma + 0.6529 65.29%
Honey bee toxicity - 0.6446 64.46%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5755 57.55%
Fish aquatic toxicity + 0.9527 95.27%

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 98.69% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.64% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.39% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.19% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.19% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.55% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 88.00% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.54% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.31% 91.24%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.69% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 86.24% 92.50%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.16% 89.05%
CHEMBL1937 Q92769 Histone deacetylase 2 85.74% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.28% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.94% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.73% 94.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.48% 95.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.87% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.34% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.24% 96.00%

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.
Dioscorea futschauensis

Cross-Links

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PubChem 163010156
LOTUS LTS0006579
wikiData Q105300046