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1-[(1R,3R,8S,9S,10R,13S,14S)-3-hydroxy-1-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-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 da2584b9-8ba5-45d7-80ae-f3e08b04940c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 1-[(1R,3R,8S,9S,10R,13S,14S)-3-hydroxy-1-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-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/C38H58O16/c1-15(40)20-7-8-21-19-6-5-17-11-18(41)12-25(38(17,4)22(19)9-10-37(20,21)3)52-36-33(54-35-31(48)29(46)26(43)16(2)50-35)32(28(45)24(13-39)51-36)53-34-30(47)27(44)23(42)14-49-34/h5,7,16,18-19,21-36,39,41-48H,6,8-14H2,1-4H3/t16-,18+,19-,21-,22-,23+,24+,25+,26-,27-,28+,29+,30+,31+,32-,33+,34-,35-,36-,37+,38-/m0/s1
InChI Key WAILSVQYMKGRPF-NDLNSAPPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H58O16
Molecular Weight 770.90 g/mol
Exact Mass 770.37248576 g/mol
Topological Polar Surface Area (TPSA) 255.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -1.45
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(1R,3R,8S,9S,10R,13S,14S)-3-hydroxy-1-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-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 + 0.7838 78.38%
Caco-2 - 0.8755 87.55%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8076 80.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8399 83.99%
OATP1B3 inhibitior - 0.2313 23.13%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.7537 75.37%
P-glycoprotein inhibitior + 0.6709 67.09%
P-glycoprotein substrate + 0.5832 58.32%
CYP3A4 substrate + 0.7452 74.52%
CYP2C9 substrate - 0.7956 79.56%
CYP2D6 substrate - 0.8844 88.44%
CYP3A4 inhibition - 0.9495 94.95%
CYP2C9 inhibition - 0.9335 93.35%
CYP2C19 inhibition - 0.9392 93.92%
CYP2D6 inhibition - 0.9467 94.67%
CYP1A2 inhibition - 0.9243 92.43%
CYP2C8 inhibition + 0.7391 73.91%
CYP inhibitory promiscuity - 0.9590 95.90%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6109 61.09%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9265 92.65%
Skin irritation + 0.5259 52.59%
Skin corrosion - 0.9457 94.57%
Ames mutagenesis - 0.7454 74.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8185 81.85%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.9254 92.54%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8765 87.65%
Acute Oral Toxicity (c) III 0.4565 45.65%
Estrogen receptor binding + 0.7867 78.67%
Androgen receptor binding + 0.7241 72.41%
Thyroid receptor binding - 0.5643 56.43%
Glucocorticoid receptor binding + 0.5681 56.81%
Aromatase binding + 0.6689 66.89%
PPAR gamma + 0.6699 66.99%
Honey bee toxicity - 0.5653 56.53%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5345 53.45%
Fish aquatic toxicity + 0.9296 92.96%

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 98.34% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.43% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 94.10% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.83% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.97% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.07% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.34% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.34% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.96% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.01% 91.24%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.55% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.52% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 86.34% 92.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.58% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.00% 91.19%
CHEMBL2243 O00519 Anandamide amidohydrolase 83.73% 97.53%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.88% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.19% 97.14%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 102446065
LOTUS LTS0274889
wikiData Q105300241