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Cimigenol xyloside

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 c50e8e76-41b2-47ff-b7a8-71b802507654
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2S,3R,4S,5R)-2-[[(1S,2R,3S,4R,7R,9S,12R,14S,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]tetracosan-9-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical) CC1CC2C(OC3(C1C4(CCC56CC57CCC(C(C7CCC6C4(C3O)C)(C)C)OC8C(C(C(CO8)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[C@H]6[C@@]4([C@H]3O)C)(C)C)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)C)O2)C(C)(C)O
InChI InChI=1S/C35H56O9/c1-17-14-19-26(30(4,5)40)44-35(43-19)25(17)31(6)12-13-34-16-33(34)11-10-22(42-27-24(38)23(37)18(36)15-41-27)29(2,3)20(33)8-9-21(34)32(31,7)28(35)39/h17-28,36-40H,8-16H2,1-7H3/t17-,18-,19-,20+,21+,22+,23+,24-,25-,26+,27+,28-,31-,32-,33-,34+,35+/m1/s1
InChI Key BTPYUWOBZFGKAI-XYGBCAHESA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C35H56O9
Molecular Weight 620.80 g/mol
Exact Mass 620.39243336 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.12
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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Cimigenol xyloside
27994-11-2
Cimigoside
Cimigenoside xyloside
UNII-1CW26VCP4H
1CW26VCP4H
CIMICIFUGOL XYLOSIDE
DTXSID0033334
CHEBI:70246
(2S,3R,4S,5R)-2-[[(1S,2R,3S,4R,7R,9S,12R,14S,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]tetracosan-9-yl]oxy]oxane-3,4,5-triol
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Cimigenol xyloside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7457 74.57%
Caco-2 - 0.8291 82.91%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6558 65.58%
OATP2B1 inhibitior - 0.7213 72.13%
OATP1B1 inhibitior + 0.8666 86.66%
OATP1B3 inhibitior + 0.9299 92.99%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.8613 86.13%
P-glycoprotein inhibitior + 0.6699 66.99%
P-glycoprotein substrate + 0.5352 53.52%
CYP3A4 substrate + 0.7142 71.42%
CYP2C9 substrate - 0.8018 80.18%
CYP2D6 substrate - 0.8266 82.66%
CYP3A4 inhibition - 0.9101 91.01%
CYP2C9 inhibition - 0.8006 80.06%
CYP2C19 inhibition - 0.8528 85.28%
CYP2D6 inhibition - 0.9403 94.03%
CYP1A2 inhibition - 0.8578 85.78%
CYP2C8 inhibition + 0.7581 75.81%
CYP inhibitory promiscuity - 0.9581 95.81%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6248 62.48%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9186 91.86%
Skin irritation - 0.6874 68.74%
Skin corrosion - 0.9358 93.58%
Ames mutagenesis - 0.5454 54.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6855 68.55%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6841 68.41%
skin sensitisation - 0.8903 89.03%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7404 74.04%
Acute Oral Toxicity (c) I 0.4592 45.92%
Estrogen receptor binding - 0.5147 51.47%
Androgen receptor binding + 0.7474 74.74%
Thyroid receptor binding - 0.5319 53.19%
Glucocorticoid receptor binding + 0.5511 55.11%
Aromatase binding + 0.6626 66.26%
PPAR gamma + 0.6105 61.05%
Honey bee toxicity - 0.6790 67.90%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9120 91.20%

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 99.08% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.57% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.07% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.86% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.44% 92.94%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 91.37% 92.88%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 90.68% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.67% 97.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.07% 96.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.96% 96.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 88.39% 89.34%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.79% 82.69%
CHEMBL325 Q13547 Histone deacetylase 1 85.07% 95.92%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.71% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.09% 100.00%
CHEMBL259 P32245 Melanocortin receptor 4 84.01% 95.38%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.82% 95.71%
CHEMBL1902 P62942 FK506-binding protein 1A 83.72% 97.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.52% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.93% 91.07%
CHEMBL206 P03372 Estrogen receptor alpha 82.70% 97.64%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.59% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.45% 89.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.42% 97.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.13% 95.56%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.51% 97.53%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 81.37% 98.99%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.28% 92.86%
CHEMBL1937 Q92769 Histone deacetylase 2 81.24% 94.75%
CHEMBL2996 Q05655 Protein kinase C delta 81.21% 97.79%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.86% 91.03%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 80.00% 94.78%

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 cimicifuga
Actaea dahurica
Actaea pachypoda
Actaea racemosa
Actaea simplex
Actaea yunnanensis

Cross-Links

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PubChem 16088242
NPASS NPC70270
LOTUS LTS0097149
wikiData Q27138585