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Patrinioside

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 87c2a374-2287-4d04-9e90-e57fd91d5944
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name [(1S,2S,3R,4S)-2-hydroxy-4-(3-hydroxyprop-1-en-2-yl)-2-methyl-3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]cyclopentyl] 3-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C21H36O10/c1-10(2)5-16(24)31-15-6-12(11(3)7-22)13(21(15,4)28)9-29-20-19(27)18(26)17(25)14(8-23)30-20/h10,12-15,17-20,22-23,25-28H,3,5-9H2,1-2,4H3/t12-,13+,14-,15+,17-,18+,19-,20-,21+/m1/s1
InChI Key HRAKXIGVAPGHEW-XHHYMNQSSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C21H36O10
Molecular Weight 448.50 g/mol
Exact Mass 448.23084734 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -1.30
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

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((1S,2S,3R,4S)-2-hydroxy-4-(3-hydroxyprop-1-en-2-yl)-2-methyl-3-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxymethyl)cyclopentyl) 3-methylbutanoate
[(1S,2S,3R,4S)-2-hydroxy-4-(3-hydroxyprop-1-en-2-yl)-2-methyl-3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]cyclopentyl] 3-methylbutanoate
RefChem:170179
CHEMBL2152449
SCHEMBL29426165

2D Structure

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2D Structure of Patrinioside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4698 46.98%
Caco-2 - 0.7917 79.17%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8379 83.79%
OATP2B1 inhibitior - 0.8601 86.01%
OATP1B1 inhibitior + 0.8871 88.71%
OATP1B3 inhibitior + 0.8942 89.42%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.6667 66.67%
P-glycoprotein inhibitior - 0.7383 73.83%
P-glycoprotein substrate - 0.7465 74.65%
CYP3A4 substrate + 0.6760 67.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8981 89.81%
CYP3A4 inhibition - 0.9056 90.56%
CYP2C9 inhibition - 0.7874 78.74%
CYP2C19 inhibition - 0.7940 79.40%
CYP2D6 inhibition - 0.9327 93.27%
CYP1A2 inhibition - 0.8286 82.86%
CYP2C8 inhibition - 0.7591 75.91%
CYP inhibitory promiscuity - 0.9037 90.37%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6878 68.78%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9485 94.85%
Skin irritation - 0.7323 73.23%
Skin corrosion - 0.9526 95.26%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5122 51.22%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6819 68.19%
skin sensitisation - 0.8145 81.45%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.5927 59.27%
Acute Oral Toxicity (c) III 0.5848 58.48%
Estrogen receptor binding - 0.4805 48.05%
Androgen receptor binding + 0.6123 61.23%
Thyroid receptor binding - 0.4891 48.91%
Glucocorticoid receptor binding + 0.6054 60.54%
Aromatase binding + 0.7039 70.39%
PPAR gamma - 0.5194 51.94%
Honey bee toxicity - 0.7376 73.76%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6655 66.55%
Fish aquatic toxicity + 0.9749 97.49%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.42% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.31% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.21% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.63% 97.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.38% 96.47%
CHEMBL220 P22303 Acetylcholinesterase 89.75% 94.45%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 88.88% 82.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.30% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 87.48% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.08% 94.45%
CHEMBL2581 P07339 Cathepsin D 86.98% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 86.88% 97.79%
CHEMBL5255 O00206 Toll-like receptor 4 86.12% 92.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.71% 96.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.23% 96.21%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.15% 92.62%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.87% 96.61%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.84% 96.38%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 81.74% 92.32%
CHEMBL226 P30542 Adenosine A1 receptor 81.62% 95.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.01% 96.77%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.99% 96.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.71% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.62% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.46% 89.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.32% 89.50%

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.
Patrinia scabra

Cross-Links

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PubChem 71461980
NPASS NPC235051
ChEMBL CHEMBL2152449
LOTUS LTS0003691
wikiData Q105032537