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(2S,8S,9R,10R,13R,14S,17S)-17-[(2R)-2-hydroxy-6-methyl-3-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-4,4,9,13,14-pentamethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,7,8,10,12,15,16,17-octahydro-1H-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 bee91d09-7ecc-454b-8855-405818499416
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2S,8S,9R,10R,13R,14S,17S)-17-[(2R)-2-hydroxy-6-methyl-3-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-4,4,9,13,14-pentamethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H66O16/c1-37(2,58-36-33(52)31(50)29(48)23(18-44)57-36)13-12-26(45)42(8,54)25-11-14-39(5)24-10-9-19-20(41(24,7)27(46)16-40(25,39)6)15-21(34(53)38(19,3)4)55-35-32(51)30(49)28(47)22(17-43)56-35/h9,20-25,28-33,35-36,43-44,47-52,54H,10-18H2,1-8H3/t20-,21+,22-,23-,24+,25+,28-,29-,30+,31+,32-,33-,35-,36+,39+,40-,41+,42-/m1/s1
InChI Key YHDUZFPMBBMJDG-JUMGKZOZSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O16
Molecular Weight 827.00 g/mol
Exact Mass 826.43508601 g/mol
Topological Polar Surface Area (TPSA) 270.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -0.17
H-Bond Acceptor 16
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 (2S,8S,9R,10R,13R,14S,17S)-17-[(2R)-2-hydroxy-6-methyl-3-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-4,4,9,13,14-pentamethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,7,8,10,12,15,16,17-octahydro-1H-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 + 0.7657 76.57%
Caco-2 - 0.8745 87.45%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8869 88.69%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8080 80.80%
OATP1B3 inhibitior - 0.3379 33.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5224 52.24%
BSEP inhibitior + 0.6931 69.31%
P-glycoprotein inhibitior + 0.7622 76.22%
P-glycoprotein substrate - 0.5562 55.62%
CYP3A4 substrate + 0.7228 72.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8687 86.87%
CYP3A4 inhibition - 0.9250 92.50%
CYP2C9 inhibition - 0.8559 85.59%
CYP2C19 inhibition - 0.9252 92.52%
CYP2D6 inhibition - 0.9488 94.88%
CYP1A2 inhibition - 0.8954 89.54%
CYP2C8 inhibition + 0.6888 68.88%
CYP inhibitory promiscuity - 0.9360 93.60%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5945 59.45%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9063 90.63%
Skin irritation - 0.5681 56.81%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.7870 78.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7368 73.68%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5084 50.84%
skin sensitisation - 0.9132 91.32%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.4922 49.22%
Acute Oral Toxicity (c) III 0.7147 71.47%
Estrogen receptor binding + 0.7479 74.79%
Androgen receptor binding + 0.7537 75.37%
Thyroid receptor binding - 0.5363 53.63%
Glucocorticoid receptor binding + 0.7694 76.94%
Aromatase binding + 0.6660 66.60%
PPAR gamma + 0.7523 75.23%
Honey bee toxicity - 0.7235 72.35%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9753 97.53%

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 98.99% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.81% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.23% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.68% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.27% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.05% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 90.65% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.63% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 89.13% 92.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.66% 96.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.26% 94.45%
CHEMBL4208 P20618 Proteasome component C5 87.22% 90.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.74% 96.61%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.22% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.53% 99.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.31% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.10% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.41% 86.33%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.28% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.20% 97.14%

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.
Bryonia cretica

Cross-Links

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PubChem 101625614
LOTUS LTS0107767
wikiData Q104393321