[4,5-Diacetyloxy-6-[2-[3'-(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy-4',16-dihydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-2-methyloxan-3-yl] acetate

Details

Top
Internal ID f552ec7d-865b-4518-a431-fd98dea3c9ff
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name [4,5-diacetyloxy-6-[2-[3'-(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy-4',16-dihydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-2-methyloxan-3-yl] acetate
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(CO6)O)O)OC7C(C(C(C(O7)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C)OC18C(C(C(=C)CO8)O)OC9C(C(C(=O)C(O9)C)O)O
SMILES (Isomeric) CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(CO6)O)O)OC7C(C(C(C(O7)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C)OC18C(C(C(=C)CO8)O)OC9C(C(C(=O)C(O9)C)O)O
InChI InChI=1S/C50H72O21/c1-19-17-62-50(44(35(19)56)70-45-39(60)38(59)36(57)21(3)63-45)20(2)34-32(71-50)16-30-28-11-10-26-14-27(54)15-33(49(26,9)29(28)12-13-48(30,34)8)68-46-41(37(58)31(55)18-61-46)69-47-43(67-25(7)53)42(66-24(6)52)40(22(4)64-47)65-23(5)51/h10,20-22,27-35,37-47,54-56,58-60H,1,11-18H2,2-9H3
InChI Key JSWNYMYOFCTRDA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C50H72O21
Molecular Weight 1009.10 g/mol
Exact Mass 1008.45660930 g/mol
Topological Polar Surface Area (TPSA) 291.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 0.63
H-Bond Acceptor 21
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [4,5-Diacetyloxy-6-[2-[3'-(3,4-dihydroxy-6-methyl-5-oxooxan-2-yl)oxy-4',16-dihydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-2-methyloxan-3-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9496 94.96%
Caco-2 - 0.8675 86.75%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8557 85.57%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8303 83.03%
OATP1B3 inhibitior + 0.9153 91.53%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7021 70.21%
BSEP inhibitior + 0.9755 97.55%
P-glycoprotein inhibitior + 0.7541 75.41%
P-glycoprotein substrate + 0.7547 75.47%
CYP3A4 substrate + 0.7666 76.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8775 87.75%
CYP3A4 inhibition - 0.7921 79.21%
CYP2C9 inhibition - 0.8779 87.79%
CYP2C19 inhibition - 0.9317 93.17%
CYP2D6 inhibition - 0.9496 94.96%
CYP1A2 inhibition - 0.8830 88.30%
CYP2C8 inhibition + 0.7941 79.41%
CYP inhibitory promiscuity - 0.9814 98.14%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4763 47.63%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9012 90.12%
Skin irritation + 0.5441 54.41%
Skin corrosion - 0.9235 92.35%
Ames mutagenesis - 0.6237 62.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7655 76.55%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.5153 51.53%
skin sensitisation - 0.8823 88.23%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.5854 58.54%
Acute Oral Toxicity (c) I 0.4291 42.91%
Estrogen receptor binding + 0.8011 80.11%
Androgen receptor binding + 0.7550 75.50%
Thyroid receptor binding + 0.5958 59.58%
Glucocorticoid receptor binding + 0.7886 78.86%
Aromatase binding + 0.6264 62.64%
PPAR gamma + 0.8123 81.23%
Honey bee toxicity - 0.5704 57.04%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9888 98.88%

Targets

Top

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 97.61% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.52% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.57% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.24% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.00% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.75% 94.45%
CHEMBL204 P00734 Thrombin 92.28% 96.01%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.92% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.87% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.99% 85.14%
CHEMBL332 P03956 Matrix metalloproteinase-1 90.88% 94.50%
CHEMBL2581 P07339 Cathepsin D 90.19% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 89.00% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 88.72% 92.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.55% 94.00%
CHEMBL226 P30542 Adenosine A1 receptor 88.07% 95.93%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.85% 97.28%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.05% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.90% 97.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.84% 92.88%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.78% 91.07%
CHEMBL3401 O75469 Pregnane X receptor 82.94% 94.73%
CHEMBL1871 P10275 Androgen Receptor 82.49% 96.43%
CHEMBL5028 O14672 ADAM10 81.43% 97.50%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 81.19% 95.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.90% 95.71%

Plants that contains it

Top
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.
Ruscus aculeatus

Cross-Links

Top
PubChem 162847191
LOTUS LTS0190333
wikiData Q105134624