(2R,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one

Details

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Internal ID 70bdaa36-efc5-4d5a-9071-22cca82b08ed
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name (2R,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(C(C3=O)O)C4=CC=C(C=C4)O)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@H]([C@H]([C@H](O1)OC2=CC(=C3C(=C2)O[C@@H]([C@H](C3=O)O)C4=CC=C(C=C4)O)O)O)O)O
InChI InChI=1S/C21H22O10/c1-8-15(24)17(26)19(28)21(29-8)30-11-6-12(23)14-13(7-11)31-20(18(27)16(14)25)9-2-4-10(22)5-3-9/h2-8,15,17-24,26-28H,1H3/t8-,15+,17-,18+,19-,20-,21-/m1/s1
InChI Key YNPUJIONBZSHJT-HEJXRFNBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H22O10
Molecular Weight 434.40 g/mol
Exact Mass 434.12129689 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 0.50
Atomic LogP (AlogP) -0.02
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-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 + 0.8357 83.57%
Caco-2 - 0.8741 87.41%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7163 71.63%
OATP2B1 inhibitior - 0.5563 55.63%
OATP1B1 inhibitior + 0.9050 90.50%
OATP1B3 inhibitior + 0.9188 91.88%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.6686 66.86%
P-glycoprotein inhibitior - 0.7186 71.86%
P-glycoprotein substrate - 0.8533 85.33%
CYP3A4 substrate + 0.5926 59.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8557 85.57%
CYP3A4 inhibition - 0.7109 71.09%
CYP2C9 inhibition - 0.8538 85.38%
CYP2C19 inhibition - 0.8339 83.39%
CYP2D6 inhibition - 0.9547 95.47%
CYP1A2 inhibition - 0.5306 53.06%
CYP2C8 inhibition + 0.4906 49.06%
CYP inhibitory promiscuity - 0.5648 56.48%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6170 61.70%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.7784 77.84%
Skin irritation - 0.6220 62.20%
Skin corrosion - 0.9360 93.60%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4567 45.67%
Micronuclear + 0.9100 91.00%
Hepatotoxicity - 0.7217 72.17%
skin sensitisation - 0.8874 88.74%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.6108 61.08%
Acute Oral Toxicity (c) III 0.5184 51.84%
Estrogen receptor binding + 0.5641 56.41%
Androgen receptor binding + 0.5209 52.09%
Thyroid receptor binding + 0.5902 59.02%
Glucocorticoid receptor binding + 0.6703 67.03%
Aromatase binding + 0.5665 56.65%
PPAR gamma + 0.6921 69.21%
Honey bee toxicity - 0.8189 81.89%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5550 55.50%
Fish aquatic toxicity + 0.9457 94.57%

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 98.59% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.68% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.60% 89.00%
CHEMBL2581 P07339 Cathepsin D 94.01% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 93.69% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.79% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.26% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.10% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.66% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.86% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.79% 99.15%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.52% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.40% 97.36%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.50% 94.80%
CHEMBL4208 P20618 Proteasome component C5 81.02% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.35% 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.
Hypericum japonicum

Cross-Links

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PubChem 162984111
LOTUS LTS0244420
wikiData Q105351070