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(8S,9S,10S,13R,14R,16S,17S)-2-[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-17-[(2S)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-16-hydroxy-4,4,9,13,14-pentamethyl-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthrene-3,11-dione

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 4ef2f033-566f-498e-a3f2-c50fa9ee95e4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (8S,9S,10S,13R,14R,16S,17S)-2-[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-17-[(2S)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-16-hydroxy-4,4,9,13,14-pentamethyl-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthrene-3,11-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H64O17/c1-37(2,54)12-11-25(46)42(8,55)33-20(45)14-39(5)24-10-9-18-19(41(24,7)26(47)15-40(33,39)6)13-21(34(53)38(18,3)4)56-35-31(52)29(50)32(23(17-44)58-35)59-36-30(51)28(49)27(48)22(16-43)57-36/h9,13,19-20,22-24,27-33,35-36,43-45,48-52,54-55H,10-12,14-17H2,1-8H3/t19-,20-,22-,23-,24-,27-,28+,29-,30-,31-,32-,33+,35-,36+,39+,40+,41+,42+/m0/s1
InChI Key WYARQSIYTLAQAA-LRNJTPBVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H64O17
Molecular Weight 840.90 g/mol
Exact Mass 840.41435057 g/mol
Topological Polar Surface Area (TPSA) 290.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -1.07
H-Bond Acceptor 17
H-Bond Donor 10
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (8S,9S,10S,13R,14R,16S,17S)-2-[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-17-[(2S)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-16-hydroxy-4,4,9,13,14-pentamethyl-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthrene-3,11-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8033 80.33%
Caco-2 - 0.8748 87.48%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8646 86.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8327 83.27%
OATP1B3 inhibitior - 0.2602 26.02%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5526 55.26%
BSEP inhibitior + 0.9234 92.34%
P-glycoprotein inhibitior + 0.7515 75.15%
P-glycoprotein substrate - 0.5079 50.79%
CYP3A4 substrate + 0.7155 71.55%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8875 88.75%
CYP3A4 inhibition - 0.8747 87.47%
CYP2C9 inhibition - 0.8578 85.78%
CYP2C19 inhibition - 0.9333 93.33%
CYP2D6 inhibition - 0.9482 94.82%
CYP1A2 inhibition - 0.9200 92.00%
CYP2C8 inhibition + 0.6527 65.27%
CYP inhibitory promiscuity - 0.9612 96.12%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5789 57.89%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9071 90.71%
Skin irritation - 0.5158 51.58%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7008 70.08%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6531 65.31%
skin sensitisation - 0.9124 91.24%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.7374 73.74%
Acute Oral Toxicity (c) III 0.7092 70.92%
Estrogen receptor binding + 0.7940 79.40%
Androgen receptor binding + 0.7481 74.81%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7679 76.79%
Aromatase binding + 0.6536 65.36%
PPAR gamma + 0.7888 78.88%
Honey bee toxicity - 0.6300 63.00%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9631 96.31%

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 99.27% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.43% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.59% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.58% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.12% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.99% 85.14%
CHEMBL2581 P07339 Cathepsin D 93.71% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.65% 94.45%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 92.42% 87.67%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.01% 96.77%
CHEMBL3401 O75469 Pregnane X receptor 88.62% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.32% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.55% 89.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 85.60% 82.38%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 85.40% 94.01%
CHEMBL4208 P20618 Proteasome component C5 84.32% 90.00%
CHEMBL5255 O00206 Toll-like receptor 4 84.16% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.89% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.88% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.31% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.11% 94.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.68% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.65% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.29% 99.23%

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.
Trichosanthes tricuspidata

Cross-Links

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PubChem 162921734
LOTUS LTS0046043
wikiData Q105322024