Cynarotrioside

Details

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Internal ID a7c8966e-9a92-48e8-9ddf-2541affab55e
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 5-hydroxy-2-[3-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)OC6C(C(C(C(O6)CO)O)O)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)OC6C(C(C(C(O6)CO)O)O)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C33H40O20/c1-10-22(38)25(41)28(44)31(48-10)47-9-20-24(40)27(43)29(45)32(53-20)49-12-5-14(36)21-15(37)7-17(50-18(21)6-12)11-2-3-16(13(35)4-11)51-33-30(46)26(42)23(39)19(8-34)52-33/h2-7,10,19-20,22-36,38-46H,8-9H2,1H3
InChI Key GTKBXDKMEHYUSU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O20
Molecular Weight 756.70 g/mol
Exact Mass 756.21129366 g/mol
Topological Polar Surface Area (TPSA) 324.00 Ų
XlogP -2.90
Atomic LogP (AlogP) -3.92
H-Bond Acceptor 20
H-Bond Donor 12
Rotatable Bonds 9

Synonyms

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Luteolin 4'-glucoside 7-rutinoside

2D Structure

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2D Structure of Cynarotrioside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5372 53.72%
Caco-2 - 0.8951 89.51%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6684 66.84%
OATP2B1 inhibitior - 0.7074 70.74%
OATP1B1 inhibitior + 0.9317 93.17%
OATP1B3 inhibitior + 0.9642 96.42%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8720 87.20%
P-glycoprotein inhibitior - 0.4907 49.07%
P-glycoprotein substrate + 0.7408 74.08%
CYP3A4 substrate + 0.5581 55.81%
CYP2C9 substrate - 0.6986 69.86%
CYP2D6 substrate - 0.8617 86.17%
CYP3A4 inhibition - 0.9550 95.50%
CYP2C9 inhibition - 0.9252 92.52%
CYP2C19 inhibition - 0.9129 91.29%
CYP2D6 inhibition - 0.9613 96.13%
CYP1A2 inhibition - 0.8948 89.48%
CYP2C8 inhibition + 0.7325 73.25%
CYP inhibitory promiscuity - 0.6991 69.91%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6759 67.59%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9076 90.76%
Skin irritation - 0.8374 83.74%
Skin corrosion - 0.9635 96.35%
Ames mutagenesis - 0.5664 56.64%
Human Ether-a-go-go-Related Gene inhibition + 0.8336 83.36%
Micronuclear + 0.6333 63.33%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.9289 92.89%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8490 84.90%
Acute Oral Toxicity (c) III 0.5567 55.67%
Estrogen receptor binding + 0.7925 79.25%
Androgen receptor binding - 0.5074 50.74%
Thyroid receptor binding + 0.5266 52.66%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding + 0.5771 57.71%
PPAR gamma + 0.7507 75.07%
Honey bee toxicity - 0.7065 70.65%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6499 64.99%
Fish aquatic toxicity + 0.8024 80.24%

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 98.66% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.99% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.37% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.27% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.94% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.13% 86.33%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 93.66% 83.57%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 93.06% 86.92%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 92.12% 95.78%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.48% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 91.44% 94.73%
CHEMBL3194 P02766 Transthyretin 91.12% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.00% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.38% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.94% 97.36%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.68% 96.21%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.33% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.38% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.58% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.05% 95.89%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 81.19% 93.65%

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.
Campanula persicifolia
Cynara cardunculus

Cross-Links

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PubChem 73829963
LOTUS LTS0020110
wikiData Q105018947