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Syringopicroside

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 65b10a30-48d7-4322-adeb-b50319a2e32a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name 2-(4-hydroxyphenyl)ethyl (1S,4aS,7R,7aS)-7-methyl-6-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
SMILES (Canonical) CC1C2C(CC1=O)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OCCC4=CC=C(C=C4)O
SMILES (Isomeric) C[C@@H]1[C@@H]2[C@H](CC1=O)C(=CO[C@H]2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)OCCC4=CC=C(C=C4)O
InChI InChI=1S/C24H30O11/c1-11-16(27)8-14-15(22(31)32-7-6-12-2-4-13(26)5-3-12)10-33-23(18(11)14)35-24-21(30)20(29)19(28)17(9-25)34-24/h2-5,10-11,14,17-21,23-26,28-30H,6-9H2,1H3/t11-,14+,17+,18+,19+,20-,21+,23-,24-/m0/s1
InChI Key VBXLWOOOZVFVNF-MUNFHUKUSA-N
Popularity 11 references in papers

Physical and Chemical Properties

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Molecular Formula C24H30O11
Molecular Weight 494.50 g/mol
Exact Mass 494.17881177 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -0.62
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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29118-80-7
2-(4-hydroxyphenyl)ethyl (1S,4aS,7R,7aS)-7-methyl-6-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
DTXSID80951708
AKOS040763714
2-(4-Hydroxyphenyl)ethyl 1-(hexopyranosyloxy)-7-methyl-6-oxo-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
Cyclopenta(c)pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-7-methyl-6-oxo-, 2-(4-hydroxyphenyl)ethyl ester, (1S-(1alpha,4aalpha,7alpha,7aalpha))-

2D Structure

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2D Structure of Syringopicroside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6367 63.67%
Caco-2 - 0.8945 89.45%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.7706 77.06%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.7109 71.09%
OATP1B3 inhibitior + 0.9411 94.11%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6293 62.93%
P-glycoprotein inhibitior - 0.6116 61.16%
P-glycoprotein substrate - 0.6154 61.54%
CYP3A4 substrate + 0.6586 65.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8726 87.26%
CYP3A4 inhibition - 0.9420 94.20%
CYP2C9 inhibition - 0.7986 79.86%
CYP2C19 inhibition - 0.7707 77.07%
CYP2D6 inhibition - 0.8831 88.31%
CYP1A2 inhibition - 0.7070 70.70%
CYP2C8 inhibition + 0.6362 63.62%
CYP inhibitory promiscuity - 0.7063 70.63%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6300 63.00%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9478 94.78%
Skin irritation - 0.7445 74.45%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4150 41.50%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.8592 85.92%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.6795 67.95%
Acute Oral Toxicity (c) III 0.5054 50.54%
Estrogen receptor binding + 0.7888 78.88%
Androgen receptor binding + 0.7204 72.04%
Thyroid receptor binding - 0.5388 53.88%
Glucocorticoid receptor binding + 0.6079 60.79%
Aromatase binding - 0.5163 51.63%
PPAR gamma + 0.6034 60.34%
Honey bee toxicity - 0.7643 76.43%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6950 69.50%
Fish aquatic toxicity + 0.8966 89.66%

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 98.08% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.60% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.79% 91.11%
CHEMBL3437 Q16853 Amine oxidase, copper containing 93.81% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.76% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.20% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.06% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.06% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.44% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.49% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 88.46% 94.73%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.12% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.75% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.29% 94.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.55% 85.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.40% 94.45%
CHEMBL4208 P20618 Proteasome component C5 81.26% 90.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.06% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.15% 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.
Ipomoea nil
Ipomoea purpurea
Syringa reticulata

Cross-Links

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PubChem 161619
NPASS NPC205217
LOTUS LTS0081660
wikiData Q82930114