5,7-Dihydroxy-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one

Details

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Internal ID ea08fe45-5061-4cf5-b864-e1e97c7bcad2
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
IUPAC Name 5,7-dihydroxy-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
SMILES (Canonical) C1=CC(=CC=C1C2=COC3=C(C2=O)C(=CC(=C3C4C(C(C(C(O4)CO)O)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1C2=COC3=C(C2=O)C(=CC(=C3C4C(C(C(C(O4)CO)O)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
InChI InChI=1S/C27H30O15/c28-6-14-19(33)21(35)23(37)26(41-14)17-13(31)5-12(30)16-18(32)11(8-39-25(16)17)9-1-3-10(4-2-9)40-27-24(38)22(36)20(34)15(7-29)42-27/h1-5,8,14-15,19-24,26-31,33-38H,6-7H2
InChI Key JFZPDGIBHZMFEB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H30O15
Molecular Weight 594.50 g/mol
Exact Mass 594.15847025 g/mol
Topological Polar Surface Area (TPSA) 256.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -2.44
H-Bond Acceptor 15
H-Bond Donor 10
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5,7-Dihydroxy-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5736 57.36%
Caco-2 - 0.9270 92.70%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5848 58.48%
OATP2B1 inhibitior - 0.5563 55.63%
OATP1B1 inhibitior + 0.9313 93.13%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5540 55.40%
P-glycoprotein inhibitior - 0.5071 50.71%
P-glycoprotein substrate - 0.8918 89.18%
CYP3A4 substrate + 0.6200 62.00%
CYP2C9 substrate - 0.6643 66.43%
CYP2D6 substrate - 0.8569 85.69%
CYP3A4 inhibition - 0.9390 93.90%
CYP2C9 inhibition - 0.9315 93.15%
CYP2C19 inhibition - 0.9047 90.47%
CYP2D6 inhibition - 0.9458 94.58%
CYP1A2 inhibition - 0.9180 91.80%
CYP2C8 inhibition + 0.6412 64.12%
CYP inhibitory promiscuity - 0.7526 75.26%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6848 68.48%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.8736 87.36%
Skin irritation - 0.8255 82.55%
Skin corrosion - 0.9691 96.91%
Ames mutagenesis - 0.5029 50.29%
Human Ether-a-go-go-Related Gene inhibition + 0.7717 77.17%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.9132 91.32%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6164 61.64%
Acute Oral Toxicity (c) IV 0.4763 47.63%
Estrogen receptor binding + 0.7999 79.99%
Androgen receptor binding + 0.6451 64.51%
Thyroid receptor binding + 0.5297 52.97%
Glucocorticoid receptor binding - 0.5859 58.59%
Aromatase binding + 0.5422 54.22%
PPAR gamma + 0.7922 79.22%
Honey bee toxicity - 0.7652 76.52%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.7958 79.58%

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 99.44% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.72% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.45% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.54% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.24% 89.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.78% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.27% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.87% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.27% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.85% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.05% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 84.13% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.77% 95.89%
CHEMBL4208 P20618 Proteasome component C5 82.53% 90.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.49% 96.09%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.78% 95.83%

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.
Lupinus luteus

Cross-Links

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PubChem 162998692
LOTUS LTS0069409
wikiData Q105127138