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Isosilychristin

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 90b1e2fd-ad79-45d8-b131-1e93a7ac9562
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (2R,3R)-3,5,7-trihydroxy-2-[(2R,3S)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-4-yl]-2,3-dihydrochromen-4-one
SMILES (Canonical) COC1=C(C=CC(=C1)C2C(C3=C(C=CC(=C3O2)O)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O
SMILES (Isomeric) COC1=C(C=CC(=C1)[C@H]2[C@@H](C3=C(C=CC(=C3O2)O)[C@@H]4[C@H](C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O
InChI InChI=1S/C25H22O10/c1-33-17-6-10(2-4-14(17)28)23-13(9-26)19-12(3-5-15(29)25(19)35-23)24-22(32)21(31)20-16(30)7-11(27)8-18(20)34-24/h2-8,13,22-24,26-30,32H,9H2,1H3/t13-,22+,23+,24-/m1/s1
InChI Key QYCJAWYDGRZSTO-IRLTUAEKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H22O10
Molecular Weight 482.40 g/mol
Exact Mass 482.12129689 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.40
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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77182-66-2
4H-1-Benzopyran-4-one, 2-[(2R,3S)-2,3-dihydro-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-4-benzofuranyl]-2,3-dihydro-3,5,7-trihydroxy-, (2R,3R)-
CHEMBL2397731
DTXSID401316943
AKOS040734374
FS-8444

2D Structure

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2D Structure of Isosilychristin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9414 94.14%
Caco-2 - 0.8180 81.80%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7427 74.27%
OATP2B1 inhibitior - 0.5620 56.20%
OATP1B1 inhibitior + 0.8947 89.47%
OATP1B3 inhibitior + 0.8999 89.99%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8839 88.39%
P-glycoprotein inhibitior + 0.7691 76.91%
P-glycoprotein substrate - 0.6544 65.44%
CYP3A4 substrate + 0.6484 64.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8055 80.55%
CYP3A4 inhibition + 0.6919 69.19%
CYP2C9 inhibition + 0.8175 81.75%
CYP2C19 inhibition + 0.6838 68.38%
CYP2D6 inhibition - 0.7995 79.95%
CYP1A2 inhibition - 0.5711 57.11%
CYP2C8 inhibition + 0.7485 74.85%
CYP inhibitory promiscuity + 0.9131 91.31%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5899 58.99%
Eye corrosion - 0.9846 98.46%
Eye irritation - 0.8009 80.09%
Skin irritation - 0.7633 76.33%
Skin corrosion - 0.9505 95.05%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7514 75.14%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8410 84.10%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.4494 44.94%
Acute Oral Toxicity (c) III 0.7241 72.41%
Estrogen receptor binding + 0.8263 82.63%
Androgen receptor binding + 0.7403 74.03%
Thyroid receptor binding - 0.5084 50.84%
Glucocorticoid receptor binding + 0.6982 69.82%
Aromatase binding - 0.6051 60.51%
PPAR gamma + 0.6403 64.03%
Honey bee toxicity - 0.8118 81.18%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.7243 72.43%

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 98.83% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.85% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.98% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.97% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.32% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.87% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.89% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.71% 85.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.46% 86.92%
CHEMBL2581 P07339 Cathepsin D 90.28% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.76% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.10% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.78% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.97% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 87.72% 94.73%
CHEMBL2535 P11166 Glucose transporter 85.72% 98.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.65% 92.62%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 84.34% 94.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.12% 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.
Silybum marianum

Cross-Links

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PubChem 21589839
LOTUS LTS0037679
wikiData Q105230019