Paeoniflorin B

Details

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Internal ID b513b46c-2860-4493-8b06-ba322001ecd2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name [(2R,3S,4R,5R,6S)-6-[[(1R,2S,3R,5R,6R,8S)-2-(benzoyloxymethyl)-6-hydroxy-8-methyl-9,10-dioxatetracyclo[4.3.1.02,5.03,8]decan-3-yl]oxy]-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl benzoate
SMILES (Canonical) CC12CC3(C4CC1(C4(C(O2)O3)COC(=O)C5=CC=CC=C5)OC6C(C(C(C(O6)COC(=O)C7=CC=CC=C7)OC8C(C(C(C(O8)CO)O)O)O)O)O)O
SMILES (Isomeric) C[C@]12C[C@@]3([C@@H]4C[C@]1([C@@]4([C@H](O2)O3)COC(=O)C5=CC=CC=C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)C7=CC=CC=C7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O
InChI InChI=1S/C36H42O17/c1-33-15-35(45)21-12-36(33,34(21,32(52-33)53-35)16-47-29(44)18-10-6-3-7-11-18)51-31-26(42)24(40)27(50-30-25(41)23(39)22(38)19(13-37)48-30)20(49-31)14-46-28(43)17-8-4-2-5-9-17/h2-11,19-27,30-32,37-42,45H,12-16H2,1H3/t19-,20-,21-,22-,23+,24-,25-,26-,27-,30+,31+,32-,33+,34+,35-,36+/m1/s1
InChI Key QREQQDSOBGSTFM-XXBRTPTLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H42O17
Molecular Weight 746.70 g/mol
Exact Mass 746.24219987 g/mol
Topological Polar Surface Area (TPSA) 250.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -1.67
H-Bond Acceptor 17
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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UNII-0WR0ZSG99C
0WR0ZSG99C
1415091-25-6
CHEMBL2205294
Q27231201

2D Structure

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2D Structure of Paeoniflorin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5983 59.83%
Caco-2 - 0.8802 88.02%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.6194 61.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9111 91.11%
OATP1B3 inhibitior + 0.9567 95.67%
MATE1 inhibitior - 0.9212 92.12%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8343 83.43%
P-glycoprotein inhibitior + 0.6864 68.64%
P-glycoprotein substrate - 0.6460 64.60%
CYP3A4 substrate + 0.6943 69.43%
CYP2C9 substrate - 0.8039 80.39%
CYP2D6 substrate - 0.8544 85.44%
CYP3A4 inhibition - 0.8046 80.46%
CYP2C9 inhibition - 0.8984 89.84%
CYP2C19 inhibition - 0.8197 81.97%
CYP2D6 inhibition - 0.9399 93.99%
CYP1A2 inhibition - 0.8927 89.27%
CYP2C8 inhibition + 0.6454 64.54%
CYP inhibitory promiscuity - 0.9599 95.99%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5846 58.46%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9161 91.61%
Skin irritation - 0.7564 75.64%
Skin corrosion - 0.9403 94.03%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7817 78.17%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.8340 83.40%
skin sensitisation - 0.8999 89.99%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.9156 91.56%
Acute Oral Toxicity (c) III 0.3766 37.66%
Estrogen receptor binding + 0.8173 81.73%
Androgen receptor binding + 0.7272 72.72%
Thyroid receptor binding + 0.5591 55.91%
Glucocorticoid receptor binding + 0.6425 64.25%
Aromatase binding + 0.5923 59.23%
PPAR gamma + 0.7364 73.64%
Honey bee toxicity - 0.7368 73.68%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9778 97.78%

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 94.98% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.55% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.33% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 92.08% 90.17%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.27% 94.62%
CHEMBL226 P30542 Adenosine A1 receptor 90.77% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.64% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.96% 97.09%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.76% 83.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.52% 95.56%
CHEMBL5028 O14672 ADAM10 85.03% 97.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.84% 95.83%
CHEMBL3401 O75469 Pregnane X receptor 84.63% 94.73%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.90% 94.23%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.72% 94.08%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.74% 96.00%
CHEMBL2581 P07339 Cathepsin D 81.88% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.34% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.05% 95.89%

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 71452334
LOTUS LTS0012241
wikiData Q27231201