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

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 ea7d97fe-2f12-4a47-a538-75abf1c1d9c2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name [(6R)-6-[(2S,3R,8R,9R,10S,13R,14S,16R,17R)-3,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxoheptan-2-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H62O12/c1-19(40)50-33(2,3)13-12-26(42)38(9,47)30-22(41)17-37(8)25-11-10-20-21(35(25,6)14-15-36(30,37)7)16-23(31(46)34(20,4)5)48-32-29(45)28(44)27(43)24(18-39)49-32/h10,21-25,27-32,39,41,43-47H,11-18H2,1-9H3/t21-,22-,23+,24-,25-,27-,28+,29-,30+,31+,32-,35+,36-,37+,38+/m1/s1
InChI Key CKGFIOAECMHPPH-BEEBIFCQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H62O12
Molecular Weight 710.90 g/mol
Exact Mass 710.42412741 g/mol
Topological Polar Surface Area (TPSA) 203.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.16
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8868 88.68%
Caco-2 - 0.8649 86.49%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.8704 87.04%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8223 82.23%
OATP1B3 inhibitior + 0.8029 80.29%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5600 56.00%
BSEP inhibitior + 0.6733 67.33%
P-glycoprotein inhibitior + 0.7590 75.90%
P-glycoprotein substrate - 0.5200 52.00%
CYP3A4 substrate + 0.7226 72.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8893 88.93%
CYP3A4 inhibition - 0.7708 77.08%
CYP2C9 inhibition - 0.7891 78.91%
CYP2C19 inhibition - 0.9175 91.75%
CYP2D6 inhibition - 0.9430 94.30%
CYP1A2 inhibition - 0.8441 84.41%
CYP2C8 inhibition + 0.6761 67.61%
CYP inhibitory promiscuity - 0.9293 92.93%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6868 68.68%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9134 91.34%
Skin irritation + 0.5434 54.34%
Skin corrosion - 0.9407 94.07%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7026 70.26%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6537 65.37%
skin sensitisation - 0.9183 91.83%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6926 69.26%
Acute Oral Toxicity (c) III 0.6943 69.43%
Estrogen receptor binding + 0.6524 65.24%
Androgen receptor binding + 0.7509 75.09%
Thyroid receptor binding - 0.5522 55.22%
Glucocorticoid receptor binding + 0.7427 74.27%
Aromatase binding + 0.7061 70.61%
PPAR gamma + 0.7158 71.58%
Honey bee toxicity - 0.6015 60.15%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9750 97.50%

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 99.16% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.20% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.66% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.82% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.06% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.93% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.00% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.21% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 84.42% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.83% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.80% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.61% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.76% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.77% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.33% 93.56%

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 101594609
LOTUS LTS0007924
wikiData Q104962297