5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

Top
Internal ID 0a31981e-f3b4-4d31-8394-56ee0cab1ff8
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical) COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC)O)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
InChI InChI=1S/C23H24O11/c1-30-11-5-3-10(4-6-11)21-22(34-23-20(29)19(28)17(26)15(9-24)33-23)18(27)16-13(25)7-12(31-2)8-14(16)32-21/h3-8,15,17,19-20,23-26,28-29H,9H2,1-2H3/t15-,17-,19+,20-,23+/m1/s1
InChI Key LDAMBCHZYBPAPF-LNNZMUSMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C23H24O11
Molecular Weight 476.40 g/mol
Exact Mass 476.13186158 g/mol
Topological Polar Surface Area (TPSA) 164.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 0.36
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5074 50.74%
Caco-2 - 0.8529 85.29%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6238 62.38%
OATP2B1 inhibitior - 0.5580 55.80%
OATP1B1 inhibitior + 0.9087 90.87%
OATP1B3 inhibitior + 0.9678 96.78%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.5842 58.42%
P-glycoprotein inhibitior + 0.6095 60.95%
P-glycoprotein substrate - 0.7739 77.39%
CYP3A4 substrate + 0.6132 61.32%
CYP2C9 substrate - 0.8485 84.85%
CYP2D6 substrate - 0.8501 85.01%
CYP3A4 inhibition - 0.8862 88.62%
CYP2C9 inhibition - 0.9258 92.58%
CYP2C19 inhibition - 0.9329 93.29%
CYP2D6 inhibition - 0.9457 94.57%
CYP1A2 inhibition - 0.9089 90.89%
CYP2C8 inhibition + 0.7216 72.16%
CYP inhibitory promiscuity - 0.7195 71.95%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7238 72.38%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.8539 85.39%
Skin irritation - 0.8305 83.05%
Skin corrosion - 0.9609 96.09%
Ames mutagenesis + 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4933 49.33%
Micronuclear + 0.6733 67.33%
Hepatotoxicity - 0.6323 63.23%
skin sensitisation - 0.9389 93.89%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.7825 78.25%
Acute Oral Toxicity (c) III 0.6799 67.99%
Estrogen receptor binding + 0.8015 80.15%
Androgen receptor binding + 0.7688 76.88%
Thyroid receptor binding + 0.5478 54.78%
Glucocorticoid receptor binding + 0.6838 68.38%
Aromatase binding + 0.5613 56.13%
PPAR gamma + 0.6761 67.61%
Honey bee toxicity - 0.8427 84.27%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.7522 75.22%

Targets

Top

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 99.39% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.01% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.67% 94.00%
CHEMBL2581 P07339 Cathepsin D 95.90% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.76% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.79% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.17% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.61% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.47% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.01% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 89.87% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.78% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.25% 86.33%
CHEMBL220 P22303 Acetylcholinesterase 88.39% 94.45%
CHEMBL4208 P20618 Proteasome component C5 86.46% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.60% 94.45%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 82.72% 95.64%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.92% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.67% 95.89%
CHEMBL1907 P15144 Aminopeptidase N 80.17% 93.31%

Plants that contains it

Top
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.
Bauhinia variegata
Phlomoides minutigalea

Cross-Links

Top
PubChem 124708166
LOTUS LTS0005129
wikiData Q105150118