2-[18-[6-[[3,4-Dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-1,2,6,6,9-pentamethyl-15-prop-1-en-2-yl-7-oxapentacyclo[11.7.0.02,10.05,9.014,18]icosan-8-yl]acetic acid

Details

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Internal ID e5736d5a-f547-45ba-9397-8789004f8c4a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name 2-[18-[6-[[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-1,2,6,6,9-pentamethyl-15-prop-1-en-2-yl-7-oxapentacyclo[11.7.0.02,10.05,9.014,18]icosan-8-yl]acetic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CCC7C(C6(CC5)C)(CCC8C7(C(OC8(C)C)CC(=O)O)C)C)C(=C)C)O)O)O)CO)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CCC7C(C6(CC5)C)(CCC8C7(C(OC8(C)C)CC(=O)O)C)C)C(=C)C)O)O)O)CO)O)O)O
InChI InChI=1S/C48H76O19/c1-20(2)22-11-14-48(16-15-45(6)23(30(22)48)9-10-27-46(45,7)13-12-26-44(4,5)67-28(17-29(50)51)47(26,27)8)43(60)66-42-37(58)34(55)32(53)25(64-42)19-61-40-38(59)35(56)39(24(18-49)63-40)65-41-36(57)33(54)31(52)21(3)62-41/h21-28,30-42,49,52-59H,1,9-19H2,2-8H3,(H,50,51)
InChI Key CNNOYZDJRLCNJD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H76O19
Molecular Weight 957.10 g/mol
Exact Mass 956.49808019 g/mol
Topological Polar Surface Area (TPSA) 301.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.50
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[18-[6-[[3,4-Dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-1,2,6,6,9-pentamethyl-15-prop-1-en-2-yl-7-oxapentacyclo[11.7.0.02,10.05,9.014,18]icosan-8-yl]acetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7725 77.25%
Caco-2 - 0.8828 88.28%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8234 82.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8451 84.51%
OATP1B3 inhibitior + 0.8709 87.09%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.7680 76.80%
P-glycoprotein inhibitior + 0.7438 74.38%
P-glycoprotein substrate + 0.6279 62.79%
CYP3A4 substrate + 0.7251 72.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8785 87.85%
CYP3A4 inhibition - 0.7760 77.60%
CYP2C9 inhibition - 0.8148 81.48%
CYP2C19 inhibition - 0.8933 89.33%
CYP2D6 inhibition - 0.9384 93.84%
CYP1A2 inhibition - 0.9028 90.28%
CYP2C8 inhibition + 0.7594 75.94%
CYP inhibitory promiscuity - 0.9484 94.84%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5711 57.11%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9045 90.45%
Skin irritation + 0.5086 50.86%
Skin corrosion - 0.9351 93.51%
Ames mutagenesis - 0.6534 65.34%
Human Ether-a-go-go-Related Gene inhibition + 0.7347 73.47%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.8940 89.40%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.9083 90.83%
Acute Oral Toxicity (c) III 0.4931 49.31%
Estrogen receptor binding + 0.8408 84.08%
Androgen receptor binding + 0.7607 76.07%
Thyroid receptor binding - 0.5109 51.09%
Glucocorticoid receptor binding + 0.7310 73.10%
Aromatase binding + 0.6478 64.78%
PPAR gamma + 0.8197 81.97%
Honey bee toxicity - 0.5920 59.20%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9823 98.23%

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
CHEMBL218 P21554 Cannabinoid CB1 receptor 97.69% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.43% 96.09%
CHEMBL233 P35372 Mu opioid receptor 97.34% 97.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.79% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.45% 86.33%
CHEMBL2581 P07339 Cathepsin D 93.14% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 92.06% 95.93%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 91.10% 97.86%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.07% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.64% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 88.59% 92.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.71% 97.36%
CHEMBL340 P08684 Cytochrome P450 3A4 86.89% 91.19%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 86.44% 92.32%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.39% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.28% 93.04%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.09% 92.86%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.85% 97.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.08% 91.24%
CHEMBL2243 O00519 Anandamide amidohydrolase 83.36% 97.53%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.17% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.65% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.42% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.31% 96.77%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.10% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.07% 96.90%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.95% 95.83%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.87% 95.56%
CHEMBL2094128 P24941 Cyclin-dependent kinase 2/cyclin A 81.45% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.18% 94.00%
CHEMBL5028 O14672 ADAM10 81.07% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.00% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.35% 93.56%
CHEMBL1881 P43116 Prostanoid EP2 receptor 80.07% 93.00%

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.
Eleutherococcus senticosus

Cross-Links

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PubChem 73049651
LOTUS LTS0224083
wikiData Q104966025