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(16R,17R)-2-[(2S,3R,4S,5S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,16-dihydroxy-4,9,13,14-tetramethyl-17-[(E)-2,3,6-trihydroxy-6-methylhept-4-en-2-yl]-12,15,16,17-tetrahydro-8H-cyclopenta[a]phenanthren-11-one

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 16773969-e953-446d-9fb6-7c83e5feef91
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (16R,17R)-2-[(2S,3R,4S,5S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,16-dihydroxy-4,9,13,14-tetramethyl-17-[(E)-2,3,6-trihydroxy-6-methylhept-4-en-2-yl]-12,15,16,17-tetrahydro-8H-cyclopenta[a]phenanthren-11-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C41H60O17/c1-17-18-8-9-24-38(4)13-20(44)34(41(7,54)25(45)10-11-37(2,3)53)39(38,5)14-26(46)40(24,6)19(18)12-21(27(17)47)55-36-33(31(51)29(49)23(16-43)57-36)58-35-32(52)30(50)28(48)22(15-42)56-35/h8-12,20,22-25,28-36,42-45,47-54H,13-16H2,1-7H3/b11-10+/t20-,22-,23?,24?,25?,28-,29-,30+,31+,32-,33-,34+,35+,36-,38?,39?,40?,41?/m1/s1
InChI Key WGFFOIRRDSWERE-DLAWFHLDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C41H60O17
Molecular Weight 824.90 g/mol
Exact Mass 824.38305044 g/mol
Topological Polar Surface Area (TPSA) 297.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -1.59
H-Bond Acceptor 17
H-Bond Donor 12
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (16R,17R)-2-[(2S,3R,4S,5S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,16-dihydroxy-4,9,13,14-tetramethyl-17-[(E)-2,3,6-trihydroxy-6-methylhept-4-en-2-yl]-12,15,16,17-tetrahydro-8H-cyclopenta[a]phenanthren-11-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8584 85.84%
Caco-2 - 0.8725 87.25%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7161 71.61%
OATP2B1 inhibitior - 0.8633 86.33%
OATP1B1 inhibitior + 0.8130 81.30%
OATP1B3 inhibitior + 0.8830 88.30%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9517 95.17%
P-glycoprotein inhibitior + 0.7388 73.88%
P-glycoprotein substrate + 0.6328 63.28%
CYP3A4 substrate + 0.7259 72.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8600 86.00%
CYP3A4 inhibition - 0.8648 86.48%
CYP2C9 inhibition - 0.8930 89.30%
CYP2C19 inhibition - 0.8538 85.38%
CYP2D6 inhibition - 0.9222 92.22%
CYP1A2 inhibition - 0.7358 73.58%
CYP2C8 inhibition + 0.7062 70.62%
CYP inhibitory promiscuity - 0.9162 91.62%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6482 64.82%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9066 90.66%
Skin irritation - 0.7462 74.62%
Skin corrosion - 0.9507 95.07%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7297 72.97%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.6325 63.25%
skin sensitisation - 0.8818 88.18%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8041 80.41%
Acute Oral Toxicity (c) I 0.3976 39.76%
Estrogen receptor binding + 0.8152 81.52%
Androgen receptor binding + 0.7259 72.59%
Thyroid receptor binding + 0.5482 54.82%
Glucocorticoid receptor binding + 0.7641 76.41%
Aromatase binding + 0.6634 66.34%
PPAR gamma + 0.7786 77.86%
Honey bee toxicity - 0.6055 60.55%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9876 98.76%

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 99.82% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.67% 85.14%
CHEMBL220 P22303 Acetylcholinesterase 95.87% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.21% 98.95%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 93.41% 95.58%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.38% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.91% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.85% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.66% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.43% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.00% 94.45%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 91.71% 83.57%
CHEMBL3401 O75469 Pregnane X receptor 91.35% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.23% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.76% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.91% 91.07%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.39% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.62% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.63% 96.61%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.81% 94.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 85.64% 82.38%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.54% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.02% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.76% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 81.66% 93.18%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.79% 97.36%
CHEMBL1873 P00750 Tissue-type plasminogen activator 80.00% 93.33%

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 101676654
LOTUS LTS0180193
wikiData Q105304456