(2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-6-[[(2R,3S,4S,5R,6R)-6-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

Top
Internal ID 6b33c703-f3dc-4054-9881-26550e7c3c9c
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-6-[[(2R,3S,4S,5R,6R)-6-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC4CC5=C(C=C(C=C5OC4C6=CC(=C(C=C6)O)O)O)O)O)O)O)CO)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC4CC5=C(C=C(C=C5OC4C6=CC(=C(C=C6)O)O)O)O)O)O)O)CO)O)O)O
InChI InChI=1S/C33H44O20/c1-10-21(39)23(41)26(44)32(48-10)53-30-19(8-34)51-31(28(46)25(30)43)47-9-20-22(40)24(42)27(45)33(52-20)50-18-7-13-15(37)5-12(35)6-17(13)49-29(18)11-2-3-14(36)16(38)4-11/h2-6,10,18-46H,7-9H2,1H3/t10-,18?,19+,20+,21-,22+,23+,24-,25+,26+,27+,28+,29?,30+,31+,32-,33+/m0/s1
InChI Key APXGDZYQLQRTPZ-QWNJFFDHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C33H44O20
Molecular Weight 760.70 g/mol
Exact Mass 760.24259379 g/mol
Topological Polar Surface Area (TPSA) 328.00 Ų
XlogP -4.00
Atomic LogP (AlogP) -3.95
H-Bond Acceptor 20
H-Bond Donor 13
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-6-[[(2R,3S,4S,5R,6R)-6-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6361 63.61%
Caco-2 - 0.8930 89.30%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.6174 61.74%
OATP2B1 inhibitior - 0.8601 86.01%
OATP1B1 inhibitior + 0.8716 87.16%
OATP1B3 inhibitior + 0.9706 97.06%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5652 56.52%
P-glycoprotein inhibitior - 0.4668 46.68%
P-glycoprotein substrate - 0.6418 64.18%
CYP3A4 substrate + 0.6529 65.29%
CYP2C9 substrate - 0.8020 80.20%
CYP2D6 substrate - 0.7756 77.56%
CYP3A4 inhibition - 0.9624 96.24%
CYP2C9 inhibition - 0.9008 90.08%
CYP2C19 inhibition - 0.8561 85.61%
CYP2D6 inhibition - 0.9449 94.49%
CYP1A2 inhibition - 0.8873 88.73%
CYP2C8 inhibition + 0.6514 65.14%
CYP inhibitory promiscuity - 0.6525 65.25%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6240 62.40%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9057 90.57%
Skin irritation - 0.8387 83.87%
Skin corrosion - 0.9619 96.19%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7097 70.97%
Micronuclear + 0.6159 61.59%
Hepatotoxicity - 0.8177 81.77%
skin sensitisation - 0.9277 92.77%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.8572 85.72%
Acute Oral Toxicity (c) III 0.5520 55.20%
Estrogen receptor binding + 0.7805 78.05%
Androgen receptor binding + 0.5194 51.94%
Thyroid receptor binding + 0.5133 51.33%
Glucocorticoid receptor binding + 0.5551 55.51%
Aromatase binding + 0.5586 55.86%
PPAR gamma + 0.7026 70.26%
Honey bee toxicity - 0.6657 66.57%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5550 55.50%
Fish aquatic toxicity + 0.7403 74.03%

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 99.81% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.67% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.32% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.14% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.28% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.96% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.17% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 89.48% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.29% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.83% 95.56%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 84.80% 96.37%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.10% 95.89%
CHEMBL4208 P20618 Proteasome component C5 83.25% 90.00%
CHEMBL3194 P02766 Transthyretin 80.38% 90.71%
CHEMBL226 P30542 Adenosine A1 receptor 80.08% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.06% 94.00%

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.
Camellia sinensis

Cross-Links

Top
PubChem 11968449
NPASS NPC69947