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1-[(3S,8R,9S,10R,13S,14S)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-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 4e31766c-3356-4e11-8a5a-1bfb4237da86
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,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-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/C33H50O11/c1-15(35)20-7-8-21-19-6-5-17-13-18(9-11-32(17,3)22(19)10-12-33(20,21)4)42-31-29(27(39)25(37)23(14-34)43-31)44-30-28(40)26(38)24(36)16(2)41-30/h5,7,16,18-19,21-31,34,36-40H,6,8-14H2,1-4H3/t16-,18-,19-,21-,22-,23+,24-,25+,26+,27-,28+,29+,30-,31+,32-,33+/m0/s1
InChI Key BXARCUHDNQOUJG-DBNWBXHBSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C33H50O11
Molecular Weight 622.70 g/mol
Exact Mass 622.33531241 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.11
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 6

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,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-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 + 0.8214 82.14%
Caco-2 - 0.8753 87.53%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8405 84.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8799 87.99%
OATP1B3 inhibitior - 0.2657 26.57%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.5912 59.12%
P-glycoprotein inhibitior + 0.6161 61.61%
P-glycoprotein substrate - 0.6185 61.85%
CYP3A4 substrate + 0.7161 71.61%
CYP2C9 substrate - 0.7956 79.56%
CYP2D6 substrate - 0.8844 88.44%
CYP3A4 inhibition - 0.9486 94.86%
CYP2C9 inhibition - 0.9176 91.76%
CYP2C19 inhibition - 0.9383 93.83%
CYP2D6 inhibition - 0.9483 94.83%
CYP1A2 inhibition - 0.8777 87.77%
CYP2C8 inhibition + 0.6385 63.85%
CYP inhibitory promiscuity - 0.9027 90.27%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6378 63.78%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9391 93.91%
Skin irritation + 0.5375 53.75%
Skin corrosion - 0.9469 94.69%
Ames mutagenesis - 0.9200 92.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8054 80.54%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.8694 86.94%
skin sensitisation - 0.9284 92.84%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.8377 83.77%
Acute Oral Toxicity (c) III 0.5427 54.27%
Estrogen receptor binding + 0.7853 78.53%
Androgen receptor binding + 0.7070 70.70%
Thyroid receptor binding - 0.5464 54.64%
Glucocorticoid receptor binding + 0.6310 63.10%
Aromatase binding + 0.6468 64.68%
PPAR gamma + 0.5850 58.50%
Honey bee toxicity - 0.6418 64.18%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5905 59.05%
Fish aquatic toxicity + 0.9620 96.20%

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 98.62% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.72% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.80% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.19% 100.00%
CHEMBL2581 P07339 Cathepsin D 91.91% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.82% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 89.23% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.06% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.03% 89.05%
CHEMBL1937 Q92769 Histone deacetylase 2 86.52% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.21% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.28% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 85.22% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.38% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.49% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.20% 91.24%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.94% 95.50%
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 spongiosa

Cross-Links

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PubChem 11814181
LOTUS LTS0089995
wikiData Q104947838