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(7S,8S,9S,10R,13R,14S,16R,17R)-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-7,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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 eca1ea36-3282-412a-9fe8-f70e230bf9c2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (7S,8S,9S,10R,13R,14S,16R,17R)-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-7,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthrene-3,11-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H54O13/c1-31(2,46)10-9-22(40)36(8,47)28-19(39)13-33(5)27-18(38)11-16-17(35(27,7)23(41)14-34(28,33)6)12-20(29(45)32(16,3)4)48-30-26(44)25(43)24(42)21(15-37)49-30/h11-12,17-19,21,24-28,30,37-39,42-44,46-47H,9-10,13-15H2,1-8H3/t17-,18+,19-,21-,24-,25+,26-,27+,28+,30-,33+,34-,35-,36+/m1/s1
InChI Key BRNKFALYMBEFOA-YZFDEPCMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H54O13
Molecular Weight 694.80 g/mol
Exact Mass 694.35644177 g/mol
Topological Polar Surface Area (TPSA) 232.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 0.07
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (7S,8S,9S,10R,13R,14S,16R,17R)-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-7,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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 + 0.8868 88.68%
Caco-2 - 0.8596 85.96%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8704 87.04%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8148 81.48%
OATP1B3 inhibitior + 0.8029 80.29%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5600 56.00%
BSEP inhibitior - 0.4913 49.13%
P-glycoprotein inhibitior + 0.7361 73.61%
P-glycoprotein substrate - 0.5764 57.64%
CYP3A4 substrate + 0.7017 70.17%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8875 88.75%
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 + 0.6163 61.63%
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 - 0.9102 91.02%
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 - 0.3721 37.21%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6513 65.13%
skin sensitisation - 0.9183 91.83%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7090 70.90%
Acute Oral Toxicity (c) III 0.6943 69.43%
Estrogen receptor binding + 0.7048 70.48%
Androgen receptor binding + 0.7382 73.82%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7472 74.72%
Aromatase binding + 0.7079 70.79%
PPAR gamma + 0.6855 68.55%
Honey bee toxicity - 0.6918 69.18%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6000 60.00%
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 99.26% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.38% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.38% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.23% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.69% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.56% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.54% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.98% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.04% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.76% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 86.37% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.71% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.25% 100.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.53% 86.92%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.17% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.71% 92.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.27% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.33% 95.89%

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 6325477
LOTUS LTS0081138
wikiData Q104944926