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Tinosinen

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 86a1a5aa-65ba-48d1-bbac-61e479a0a23a
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name (2R,3R,4S,5R,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(hydroxymethyl)-6-[4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenoxy]oxane-3,5-diol
SMILES (Canonical) COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)OC3C(C(CO3)(CO)O)O)O)OC)C=CCO
SMILES (Isomeric) COC1=CC(=CC(=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O[C@H]3[C@@H]([C@](CO3)(CO)O)O)O)OC)/C=C/CO
InChI InChI=1S/C22H32O13/c1-30-12-6-11(4-3-5-23)7-13(31-2)17(12)34-20-16(27)18(15(26)14(8-24)33-20)35-21-19(28)22(29,9-25)10-32-21/h3-4,6-7,14-16,18-21,23-29H,5,8-10H2,1-2H3/b4-3+/t14-,15-,16-,18+,19+,20+,21+,22-/m1/s1
InChI Key LPFQFJKAHSGCFJ-LJIKAXRCSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C22H32O13
Molecular Weight 504.50 g/mol
Exact Mass 504.18429107 g/mol
Topological Polar Surface Area (TPSA) 197.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -2.65
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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155179-20-7
Cordifolioside A
(2R,3R,4S,5R,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(hydroxymethyl)-6-[4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenoxy]oxane-3,5-diol
AKOS040763523
FS-8171
(2R,3R,4S,5R,6S)-4-(((2S,3R,4R)-3,4-Dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-2-(hydroxymethyl)-6-(4-((E)-3-hydroxyprop-1-en-1-yl)-2,6-dimethoxyphenoxy)tetrahydro-2H-pyran-3,5-diol

2D Structure

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2D Structure of Tinosinen

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6700 67.00%
Caco-2 - 0.8459 84.59%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6233 62.33%
OATP2B1 inhibitior - 0.8615 86.15%
OATP1B1 inhibitior + 0.8932 89.32%
OATP1B3 inhibitior + 0.9640 96.40%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7920 79.20%
P-glycoprotein inhibitior - 0.5991 59.91%
P-glycoprotein substrate - 0.7335 73.35%
CYP3A4 substrate + 0.6373 63.73%
CYP2C9 substrate + 0.5829 58.29%
CYP2D6 substrate - 0.8159 81.59%
CYP3A4 inhibition - 0.8637 86.37%
CYP2C9 inhibition - 0.8768 87.68%
CYP2C19 inhibition - 0.8327 83.27%
CYP2D6 inhibition - 0.8844 88.44%
CYP1A2 inhibition - 0.8628 86.28%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.6447 64.47%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5569 55.69%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9406 94.06%
Skin irritation - 0.8175 81.75%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5527 55.27%
Micronuclear - 0.5541 55.41%
Hepatotoxicity - 0.6677 66.77%
skin sensitisation - 0.7890 78.90%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.6269 62.69%
Acute Oral Toxicity (c) III 0.7116 71.16%
Estrogen receptor binding + 0.6900 69.00%
Androgen receptor binding - 0.5077 50.77%
Thyroid receptor binding + 0.6869 68.69%
Glucocorticoid receptor binding + 0.5929 59.29%
Aromatase binding + 0.6588 65.88%
PPAR gamma + 0.7184 71.84%
Honey bee toxicity - 0.7508 75.08%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity - 0.4510 45.10%

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 99.11% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.85% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.69% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.91% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.39% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.49% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.50% 89.00%
CHEMBL4302 P08183 P-glycoprotein 1 88.81% 92.98%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.69% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.04% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.62% 92.94%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.55% 86.92%
CHEMBL4208 P20618 Proteasome component C5 85.06% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.54% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.01% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.97% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.85% 91.03%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.49% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.39% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.54% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.43% 97.14%

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.
Cadaba farinosa
Tinospora sinensis

Cross-Links

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PubChem 45359937
LOTUS LTS0258806
wikiData Q105122576