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(3S,8S,9R,10R,13R,14S,17R)-17-[(2R,5R)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-methylheptan-2-yl]-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,4,9,13,14-pentamethyl-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 bbecef15-f0ae-4943-965b-362d72d2c168
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (3S,8S,9R,10R,13R,14S,17R)-17-[(2R,5R)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-methylheptan-2-yl]-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4C(=CCC5C4(C(=O)CC6(C5(CCC6C(C)CCC(C(C)(C)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)C)C3(C)C)CO)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3CC[C@@H]4C(=CC[C@@H]5[C@]4(C(=O)C[C@]6([C@]5(CC[C@@H]6[C@H](C)CC[C@H](C(C)(C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)C)C)C3(C)C)CO)O)O)O)O)O
InChI InChI=1S/C54H90O23/c1-22(10-14-31(58)51(5,6)77-49-45(41(67)37(63)29(21-57)73-49)76-47-43(69)39(65)35(61)27(19-55)71-47)24-16-17-52(7)30-13-11-25-26(54(30,9)32(59)18-53(24,52)8)12-15-33(50(25,3)4)74-48-44(40(66)36(62)28(20-56)72-48)75-46-42(68)38(64)34(60)23(2)70-46/h11,22-24,26-31,33-49,55-58,60-69H,10,12-21H2,1-9H3/t22-,23+,24-,26-,27-,28-,29-,30+,31-,33+,34+,35-,36-,37-,38-,39+,40+,41+,42-,43-,44-,45-,46+,47+,48+,49+,52+,53-,54+/m1/s1
InChI Key NYEPTLBRUYNTIS-HGDOMGBWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H90O23
Molecular Weight 1107.30 g/mol
Exact Mass 1106.58728911 g/mol
Topological Polar Surface Area (TPSA) 374.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -2.00
H-Bond Acceptor 23
H-Bond Donor 14
Rotatable Bonds 16

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,17R)-17-[(2R,5R)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-methylheptan-2-yl]-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,4,9,13,14-pentamethyl-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 + 0.8258 82.58%
Caco-2 - 0.8822 88.22%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8432 84.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8323 83.23%
OATP1B3 inhibitior - 0.3515 35.15%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.7494 74.94%
P-glycoprotein inhibitior + 0.7486 74.86%
P-glycoprotein substrate + 0.5658 56.58%
CYP3A4 substrate + 0.7343 73.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8581 85.81%
CYP3A4 inhibition - 0.9446 94.46%
CYP2C9 inhibition - 0.8769 87.69%
CYP2C19 inhibition - 0.9253 92.53%
CYP2D6 inhibition - 0.9396 93.96%
CYP1A2 inhibition - 0.9147 91.47%
CYP2C8 inhibition + 0.6397 63.97%
CYP inhibitory promiscuity - 0.9524 95.24%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6051 60.51%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9010 90.10%
Skin irritation - 0.5396 53.96%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7807 78.07%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6808 68.08%
skin sensitisation - 0.9029 90.29%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8287 82.87%
Acute Oral Toxicity (c) III 0.6642 66.42%
Estrogen receptor binding + 0.7894 78.94%
Androgen receptor binding + 0.7655 76.55%
Thyroid receptor binding + 0.5568 55.68%
Glucocorticoid receptor binding + 0.7714 77.14%
Aromatase binding + 0.6639 66.39%
PPAR gamma + 0.8138 81.38%
Honey bee toxicity - 0.6613 66.13%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9477 94.77%

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 98.28% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.27% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.27% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.32% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.31% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.39% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 90.97% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.75% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.69% 93.04%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.13% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.26% 93.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.54% 94.00%
CHEMBL220 P22303 Acetylcholinesterase 87.16% 94.45%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.56% 96.21%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.91% 91.07%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.57% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.85% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.55% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.30% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.83% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.67% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.51% 94.45%
CHEMBL4208 P20618 Proteasome component C5 82.12% 90.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.00% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 81.91% 100.00%
CHEMBL4105838 Q96GG9 DCN1-like protein 1 81.90% 95.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.83% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 81.27% 94.73%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.26% 95.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.98% 90.08%
CHEMBL4581 P52732 Kinesin-like protein 1 80.51% 93.18%

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 101625613
LOTUS LTS0227467
wikiData Q104393325