Paeonidanin

Details

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Internal ID 4a27cbdf-a12b-4107-ae54-edaccc5bb5cc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name [(1R,3R,6S,9S)-8-methoxy-6-methyl-4-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-tricyclo[4.3.0.03,9]nonanyl]methyl benzoate
SMILES (Canonical) CC12CC(C3(C1(CC3C(=O)C2)OC4C(C(C(C(O4)CO)O)O)O)COC(=O)C5=CC=CC=C5)OC
SMILES (Isomeric) C[C@@]12CC([C@@]3([C@]1(C[C@H]3C(=O)C2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)COC(=O)C5=CC=CC=C5)OC
InChI InChI=1S/C25H32O10/c1-23-9-15(27)14-8-25(23,35-22-20(30)19(29)18(28)16(11-26)34-22)24(14,17(10-23)32-2)12-33-21(31)13-6-4-3-5-7-13/h3-7,14,16-20,22,26,28-30H,8-12H2,1-2H3/t14-,16+,17?,18+,19-,20+,22-,23+,24+,25+/m0/s1
InChI Key SDCMIWDDPOQVAS-BWDMLNMCSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C25H32O10
Molecular Weight 492.50 g/mol
Exact Mass 492.19954721 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -0.20
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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CHEMBL1079203

2D Structure

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2D Structure of Paeonidanin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5443 54.43%
Caco-2 - 0.7677 76.77%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6325 63.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8918 89.18%
OATP1B3 inhibitior + 0.9436 94.36%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6206 62.06%
P-glycoprotein inhibitior - 0.5172 51.72%
P-glycoprotein substrate - 0.7382 73.82%
CYP3A4 substrate + 0.6535 65.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8784 87.84%
CYP3A4 inhibition - 0.8215 82.15%
CYP2C9 inhibition - 0.8781 87.81%
CYP2C19 inhibition - 0.7874 78.74%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.8352 83.52%
CYP2C8 inhibition + 0.5332 53.32%
CYP inhibitory promiscuity - 0.9409 94.09%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6916 69.16%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9567 95.67%
Skin irritation - 0.7825 78.25%
Skin corrosion - 0.9474 94.74%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7708 77.08%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.7664 76.64%
skin sensitisation - 0.9073 90.73%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7370 73.70%
Acute Oral Toxicity (c) III 0.3878 38.78%
Estrogen receptor binding + 0.7786 77.86%
Androgen receptor binding + 0.7258 72.58%
Thyroid receptor binding - 0.4899 48.99%
Glucocorticoid receptor binding + 0.6078 60.78%
Aromatase binding + 0.6339 63.39%
PPAR gamma + 0.6524 65.24%
Honey bee toxicity - 0.8216 82.16%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9520 95.20%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.07% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.97% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.91% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.01% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 91.83% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.00% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.21% 96.00%
CHEMBL2581 P07339 Cathepsin D 85.33% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.58% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.27% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.95% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.44% 97.14%
CHEMBL5028 O14672 ADAM10 82.35% 97.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.04% 95.83%

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.
Paeonia suffruticosa

Cross-Links

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PubChem 46882922
LOTUS LTS0204715
wikiData Q105250565