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Cynapanoside A

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 27af39ba-9dd9-4be0-b0b9-7487d74f8652
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name (4S,5R,8S,12S,13S,16S,19R,22R)-12-hydroxy-8-[(2R,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5,19-dimethyl-15,18,20-trioxapentacyclo[14.5.1.04,13.05,10.019,22]docosa-1(21),10-dien-14-one
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C4CCC5=COC6(C5C(CO6)OC(=O)C4C(C=C3C2)O)C)C)OC)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CCC5=CO[C@@]6([C@H]5[C@@H](CO6)OC(=O)[C@@H]4[C@H](C=C3C2)O)C)C)OC)O
InChI InChI=1S/C28H40O9/c1-14-25(30)20(32-4)11-22(35-14)36-17-7-8-27(2)16(9-17)10-19(29)23-18(27)6-5-15-12-33-28(3)24(15)21(13-34-28)37-26(23)31/h10,12,14,17-25,29-30H,5-9,11,13H2,1-4H3/t14-,17+,18+,19+,20-,21-,22+,23+,24-,25-,27+,28+/m1/s1
InChI Key RZJAWQPCJQGGPS-HZXVBAKSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O9
Molecular Weight 520.60 g/mol
Exact Mass 520.26723285 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.59
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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109972-32-9
(4S,5R,8S,12S,13S,16S,19R,22R)-12-hydroxy-8-[(2R,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5,19-dimethyl-15,18,20-trioxapentacyclo[14.5.1.04,13.05,10.019,22]docosa-1(21),10-dien-14-one
6H-2,3,5-Trioxapentaleno(1',6':5,6,7)cyclonona(1,2-a)naphthalen-6-one, 10-((2,6-dideoxy-3-O-methyl-beta-D-arabino-hexopyranosyl)oxy)-2a,4,4a,6a,7,9,10,11,12,12a,12b,13,14,14b-tetradecahydro-7-hydroxy-2a,12a-dimethyl-, (2aR-(2aR*,4aS*,6aR*,7S*,10S*,12aR*,12bS*,14bR*))-

2D Structure

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2D Structure of Cynapanoside A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9750 97.50%
Caco-2 - 0.7334 73.34%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8572 85.72%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8581 85.81%
OATP1B3 inhibitior + 0.9541 95.41%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8024 80.24%
P-glycoprotein inhibitior + 0.6769 67.69%
P-glycoprotein substrate + 0.6604 66.04%
CYP3A4 substrate + 0.7140 71.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8858 88.58%
CYP3A4 inhibition - 0.9012 90.12%
CYP2C9 inhibition - 0.9170 91.70%
CYP2C19 inhibition - 0.9371 93.71%
CYP2D6 inhibition - 0.9373 93.73%
CYP1A2 inhibition - 0.7954 79.54%
CYP2C8 inhibition + 0.5388 53.88%
CYP inhibitory promiscuity - 0.8907 89.07%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4629 46.29%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9482 94.82%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.7191 71.91%
Human Ether-a-go-go-Related Gene inhibition + 0.6478 64.78%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5677 56.77%
skin sensitisation - 0.9068 90.68%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.5523 55.23%
Acute Oral Toxicity (c) I 0.4355 43.55%
Estrogen receptor binding + 0.7597 75.97%
Androgen receptor binding + 0.6828 68.28%
Thyroid receptor binding - 0.5226 52.26%
Glucocorticoid receptor binding + 0.7245 72.45%
Aromatase binding + 0.6449 64.49%
PPAR gamma + 0.5405 54.05%
Honey bee toxicity - 0.6466 64.66%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9674 96.74%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.91% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.47% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.46% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.27% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 92.83% 93.40%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.80% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.96% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.38% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.80% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 87.56% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.26% 97.25%
CHEMBL2581 P07339 Cathepsin D 87.15% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.71% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.63% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.04% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.39% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.29% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.33% 94.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.44% 97.33%
CHEMBL1902 P62942 FK506-binding protein 1A 80.85% 97.05%

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.
Vincetoxicum paniculatum

Cross-Links

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PubChem 21636150
LOTUS LTS0087608
wikiData Q105248414