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1-[(3S,8R,9S,10R,13S,14S)-3-[(2R,3R,4S,5R,6R)-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-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 3fd41b32-188c-47c1-8f1a-8a023c4e739d
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)-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-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/C45H70O20/c1-17(48)23-8-9-24-22-7-6-20-14-21(10-12-44(20,4)25(22)11-13-45(23,24)5)60-43-39(65-41-35(56)32(53)29(50)19(3)59-41)38(64-42-36(57)33(54)30(51)26(15-46)61-42)37(27(16-47)62-43)63-40-34(55)31(52)28(49)18(2)58-40/h6,8,18-19,21-22,24-43,46-47,49-57H,7,9-16H2,1-5H3/t18-,19-,21-,22-,24-,25-,26+,27+,28-,29-,30+,31+,32+,33-,34+,35+,36+,37+,38-,39+,40-,41-,42-,43+,44-,45+/m0/s1
InChI Key DRFYGINSYABNRI-ACTZRBEASA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C45H70O20
Molecular Weight 931.00 g/mol
Exact Mass 930.44604462 g/mol
Topological Polar Surface Area (TPSA) 313.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -2.21
H-Bond Acceptor 20
H-Bond Donor 11
Rotatable Bonds 11

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)-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-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 - 0.8790 87.90%
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 + 0.8783 87.83%
OATP1B3 inhibitior - 0.2720 27.20%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.7040 70.40%
P-glycoprotein inhibitior + 0.7308 73.08%
P-glycoprotein substrate - 0.5677 56.77%
CYP3A4 substrate + 0.7168 71.68%
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 + 0.6507 65.07%
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 - 0.9140 91.40%
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 + 0.7593 75.93%
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 - 0.8258 82.58%
Acute Oral Toxicity (c) III 0.5451 54.51%
Estrogen receptor binding + 0.8249 82.49%
Androgen receptor binding + 0.7408 74.08%
Thyroid receptor binding - 0.5285 52.85%
Glucocorticoid receptor binding + 0.5991 59.91%
Aromatase binding + 0.6358 63.58%
PPAR gamma + 0.7129 71.29%
Honey bee toxicity - 0.6484 64.84%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5855 58.55%
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 98.78% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.31% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.41% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.19% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.18% 89.00%
CHEMBL2581 P07339 Cathepsin D 92.11% 98.95%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 89.50% 89.05%
CHEMBL226 P30542 Adenosine A1 receptor 88.46% 95.93%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.92% 91.24%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.69% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.28% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 86.14% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.83% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 85.80% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.52% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.29% 94.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.98% 95.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.45% 93.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.40% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.34% 95.89%

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 10920108
LOTUS LTS0158714
wikiData Q104987383