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(3S,8S,9R,10R,13R,14S,17S)-17-[(E,2S)-2-hydroxy-6-methyl-6-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyhept-4-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 2b1d5d04-6b4b-4c1e-9ab3-af8f9da94fe6
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-[(E,2S)-2-hydroxy-6-methyl-6-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyhept-4-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) CC1C(C(C(C(O1)OC(C)(C)C=CCC(C)(C2CCC3(C2(CC(=O)C4(C3CC=C5C4CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)C)C)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC(C)(C)/C=C/C[C@@](C)([C@H]2CC[C@@]3([C@@]2(CC(=O)[C@@]4([C@H]3CC=C5[C@H]4CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)C)O)O)O)O
InChI InChI=1S/C42H68O13/c1-21-29(45)31(47)34(50)36(52-21)55-37(2,3)16-10-17-41(8,51)25-15-18-39(6)26-13-11-22-23(42(26,9)27(44)19-40(25,39)7)12-14-28(38(22,4)5)54-35-33(49)32(48)30(46)24(20-43)53-35/h10-11,16,21,23-26,28-36,43,45-51H,12-15,17-20H2,1-9H3/b16-10+/t21-,23+,24+,25-,26-,28-,29-,30+,31+,32-,33+,34+,35-,36-,39-,40+,41-,42-/m0/s1
InChI Key HASGCQFWZRNVTG-WUCDEJKUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C42H68O13
Molecular Weight 781.00 g/mol
Exact Mass 780.46599222 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.28
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 9

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-[(E,2S)-2-hydroxy-6-methyl-6-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyhept-4-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 + 0.8800 88.00%
Caco-2 - 0.8723 87.23%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8515 85.15%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8178 81.78%
OATP1B3 inhibitior - 0.3152 31.52%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.8228 82.28%
P-glycoprotein inhibitior + 0.7584 75.84%
P-glycoprotein substrate - 0.5296 52.96%
CYP3A4 substrate + 0.7229 72.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8703 87.03%
CYP3A4 inhibition - 0.9072 90.72%
CYP2C9 inhibition - 0.8493 84.93%
CYP2C19 inhibition - 0.9348 93.48%
CYP2D6 inhibition - 0.9399 93.99%
CYP1A2 inhibition - 0.9005 90.05%
CYP2C8 inhibition + 0.6902 69.02%
CYP inhibitory promiscuity - 0.9315 93.15%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6163 61.63%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9112 91.12%
Skin irritation + 0.5341 53.41%
Skin corrosion - 0.9434 94.34%
Ames mutagenesis - 0.7454 74.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7678 76.78%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.6483 64.83%
skin sensitisation - 0.9069 90.69%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8066 80.66%
Acute Oral Toxicity (c) III 0.6401 64.01%
Estrogen receptor binding + 0.7637 76.37%
Androgen receptor binding + 0.7343 73.43%
Thyroid receptor binding - 0.5143 51.43%
Glucocorticoid receptor binding + 0.7559 75.59%
Aromatase binding + 0.6514 65.14%
PPAR gamma + 0.7524 75.24%
Honey bee toxicity - 0.7001 70.01%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9583 95.83%

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 98.76% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.66% 86.33%
CHEMBL2581 P07339 Cathepsin D 94.15% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.13% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 92.56% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.20% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.16% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.85% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.97% 91.07%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 86.48% 98.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.68% 96.61%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.10% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.01% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.71% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.13% 92.94%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.66% 93.00%
CHEMBL4208 P20618 Proteasome component C5 81.77% 90.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.21% 97.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.04% 97.36%
CHEMBL259 P32245 Melanocortin receptor 4 80.80% 95.38%

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 46211014
LOTUS LTS0248648
wikiData Q105025029