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(2R,3R,5S,6R)-2-[[(3S,17S)-17-[2,5-dihydroxy-6-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-11-hydroxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 7de87cce-550e-4cb3-8279-d9f2e97b6aab
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2R,3R,5S,6R)-2-[[(3S,17S)-17-[2,5-dihydroxy-6-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-11-hydroxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H72O15/c1-37(2)20-9-11-25-39(5)15-13-24(41(7,53)16-14-26(45)38(3,4)57-36-34(52)32(50)30(48)23(19-44)55-36)40(39,6)17-27(46)42(25,8)21(20)10-12-28(37)56-35-33(51)31(49)29(47)22(18-43)54-35/h9,21-36,43-53H,10-19H2,1-8H3/t21?,22-,23-,24+,25?,26?,27?,28+,29-,30-,31?,32+,33-,34-,35+,36+,39?,40?,41?,42?/m1/s1
InChI Key QVRXGUWUMKSYFR-VODDWEHXSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C42H72O15
Molecular Weight 817.00 g/mol
Exact Mass 816.48712159 g/mol
Topological Polar Surface Area (TPSA) 259.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.23
H-Bond Acceptor 15
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 (2R,3R,5S,6R)-2-[[(3S,17S)-17-[2,5-dihydroxy-6-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-11-hydroxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7547 75.47%
Caco-2 - 0.8769 87.69%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7664 76.64%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8550 85.50%
OATP1B3 inhibitior - 0.2571 25.71%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.7713 77.13%
P-glycoprotein inhibitior + 0.7496 74.96%
P-glycoprotein substrate - 0.5432 54.32%
CYP3A4 substrate + 0.7155 71.55%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.9485 94.85%
CYP2C9 inhibition - 0.8767 87.67%
CYP2C19 inhibition - 0.9161 91.61%
CYP2D6 inhibition - 0.9371 93.71%
CYP1A2 inhibition - 0.9112 91.12%
CYP2C8 inhibition + 0.6907 69.07%
CYP inhibitory promiscuity - 0.9421 94.21%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6022 60.22%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9071 90.71%
Skin irritation - 0.5835 58.35%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis - 0.7637 76.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8172 81.72%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6477 64.77%
skin sensitisation - 0.8992 89.92%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8076 80.76%
Acute Oral Toxicity (c) III 0.5598 55.98%
Estrogen receptor binding + 0.7705 77.05%
Androgen receptor binding + 0.7387 73.87%
Thyroid receptor binding - 0.5495 54.95%
Glucocorticoid receptor binding + 0.6842 68.42%
Aromatase binding + 0.6721 67.21%
PPAR gamma + 0.7486 74.86%
Honey bee toxicity - 0.7013 70.13%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9262 92.62%

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 97.98% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.34% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.02% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.20% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.77% 96.61%
CHEMBL2581 P07339 Cathepsin D 93.53% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.31% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.72% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.38% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.09% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.00% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.95% 85.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.37% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.16% 94.45%
CHEMBL2094135 Q96BI3 Gamma-secretase 83.95% 98.05%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.58% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.90% 93.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.99% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.41% 92.94%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.40% 91.03%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.00% 95.71%

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 101921691
LOTUS LTS0095986
wikiData Q104403632