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(3S,8S,9R,10R,13R,14S,17S)-17-[(Z,2S)-2-hydroxy-6-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-4,4,9,13,14-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[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 24eb6655-3e3a-4c90-8f1b-4d084764894a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (3S,8S,9R,10R,13R,14S,17S)-17-[(Z,2S)-2-hydroxy-6-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-4,4,9,13,14-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H68O14/c1-21(20-53-36-34(50)32(48)30(46)24(18-43)54-36)9-8-15-41(6,52)26-14-16-39(4)27-12-10-22-23(42(27,7)28(45)17-40(26,39)5)11-13-29(38(22,2)3)56-37-35(51)33(49)31(47)25(19-44)55-37/h9-10,23-27,29-37,43-44,46-52H,8,11-20H2,1-7H3/b21-9-/t23-,24-,25-,26+,27+,29+,30-,31-,32+,33+,34-,35-,36-,37+,39+,40-,41+,42+/m1/s1
InChI Key XGSLIYPWPABLIU-LZCWLSMSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H68O14
Molecular Weight 797.00 g/mol
Exact Mass 796.46090684 g/mol
Topological Polar Surface Area (TPSA) 236.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.25
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,8S,9R,10R,13R,14S,17S)-17-[(Z,2S)-2-hydroxy-6-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-4,4,9,13,14-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[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 + 0.8258 82.58%
Caco-2 - 0.8758 87.58%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8432 84.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8324 83.24%
OATP1B3 inhibitior - 0.3515 35.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.8018 80.18%
P-glycoprotein inhibitior + 0.7657 76.57%
P-glycoprotein substrate - 0.6161 61.61%
CYP3A4 substrate + 0.7177 71.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8687 86.87%
CYP3A4 inhibition - 0.9446 94.46%
CYP2C9 inhibition - 0.8769 87.69%
CYP2C19 inhibition - 0.9253 92.53%
CYP2D6 inhibition - 0.9396 93.96%
CYP1A2 inhibition - 0.9147 91.47%
CYP2C8 inhibition + 0.6856 68.56%
CYP inhibitory promiscuity - 0.9524 95.24%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6051 60.51%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9109 91.09%
Skin irritation - 0.5396 53.96%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7820 78.20%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6290 62.90%
skin sensitisation - 0.9029 90.29%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.5825 58.25%
Acute Oral Toxicity (c) III 0.6642 66.42%
Estrogen receptor binding + 0.7719 77.19%
Androgen receptor binding + 0.7314 73.14%
Thyroid receptor binding - 0.5387 53.87%
Glucocorticoid receptor binding + 0.7327 73.27%
Aromatase binding + 0.6561 65.61%
PPAR gamma + 0.7494 74.94%
Honey bee toxicity - 0.6788 67.88%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9477 94.77%

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 98.98% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.68% 97.09%
CHEMBL2581 P07339 Cathepsin D 94.32% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.89% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.27% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.21% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.13% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 87.26% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.26% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.68% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 83.30% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.93% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.04% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.00% 91.07%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.12% 97.33%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.99% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.86% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.74% 92.50%
CHEMBL2996 Q05655 Protein kinase C delta 80.63% 97.79%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.61% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.57% 94.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.01% 93.00%

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.
Hemsleya panacis-scandens

Cross-Links

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PubChem 163041950
LOTUS LTS0146413
wikiData Q105327790