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(2R,3R,4S,5R,6R)-2-[[(1S,2R,3R,7S,9S,12R,14R,17R,18R,19R,21R,22S)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracos-4-en-9-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 c56bdaf8-29d3-4f5d-a133-47b1f054f873
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3R,4S,5R,6R)-2-[[(1S,2R,3R,7S,9S,12R,14R,17R,18R,19R,21R,22S)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracos-4-en-9-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1CC2C(OC3(C1C4(CCC56CC57CCC(C(C7CC=C6C4(C3O)C)(C)C)OC8C(C(C(C(O8)CO)O)O)O)C)O2)C(C)(C)O
SMILES (Isomeric) C[C@@H]1C[C@@H]2[C@H](O[C@]3([C@H]1[C@]4(CC[C@@]56C[C@@]57CC[C@@H](C([C@H]7CC=C6[C@@]4([C@H]3O)C)(C)C)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)C)O2)C(C)(C)O
InChI InChI=1S/C36H56O10/c1-17-14-18-27(31(4,5)42)46-36(45-18)26(17)32(6)12-13-35-16-34(35)11-10-22(44-28-25(40)24(39)23(38)19(15-37)43-28)30(2,3)20(34)8-9-21(35)33(32,7)29(36)41/h9,17-20,22-29,37-42H,8,10-16H2,1-7H3/t17-,18-,19-,20-,22+,23+,24+,25-,26-,27+,28+,29-,32-,33-,34-,35+,36+/m1/s1
InChI Key JQSWONSGJKJQOF-XLWMKBOPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H56O10
Molecular Weight 648.80 g/mol
Exact Mass 648.38734798 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.40
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5R,6R)-2-[[(1S,2R,3R,7S,9S,12R,14R,17R,18R,19R,21R,22S)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracos-4-en-9-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8417 84.17%
Caco-2 - 0.8320 83.20%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7870 78.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8258 82.58%
OATP1B3 inhibitior + 0.8508 85.08%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.6798 67.98%
P-glycoprotein inhibitior + 0.7092 70.92%
P-glycoprotein substrate + 0.5107 51.07%
CYP3A4 substrate + 0.7145 71.45%
CYP2C9 substrate - 0.7922 79.22%
CYP2D6 substrate - 0.8371 83.71%
CYP3A4 inhibition - 0.9111 91.11%
CYP2C9 inhibition - 0.7044 70.44%
CYP2C19 inhibition - 0.8584 85.84%
CYP2D6 inhibition - 0.9229 92.29%
CYP1A2 inhibition - 0.8149 81.49%
CYP2C8 inhibition + 0.7673 76.73%
CYP inhibitory promiscuity - 0.8084 80.84%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5747 57.47%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9196 91.96%
Skin irritation - 0.6072 60.72%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.7224 72.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7573 75.73%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6333 63.33%
skin sensitisation - 0.8835 88.35%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.7161 71.61%
Acute Oral Toxicity (c) III 0.5815 58.15%
Estrogen receptor binding - 0.5000 50.00%
Androgen receptor binding + 0.7768 77.68%
Thyroid receptor binding - 0.5121 51.21%
Glucocorticoid receptor binding + 0.5891 58.91%
Aromatase binding + 0.6575 65.75%
PPAR gamma + 0.6449 64.49%
Honey bee toxicity - 0.7026 70.26%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9703 97.03%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.16% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.89% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.18% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.08% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 95.07% 96.95%
CHEMBL2996 Q05655 Protein kinase C delta 90.67% 97.79%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.71% 97.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.53% 93.04%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.77% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.70% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.63% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.58% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.31% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.26% 95.89%
CHEMBL2581 P07339 Cathepsin D 83.57% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.96% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.94% 94.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.80% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.35% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.22% 97.21%
CHEMBL1871 P10275 Androgen Receptor 80.11% 96.43%

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.
Actaea simplex

Cross-Links

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PubChem 162848809
LOTUS LTS0102202
wikiData Q105133656