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(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(2S)-2-[4-methoxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-8-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-7-yl]oxy]oxane-3,4,5-triol

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 38f31ef9-7caa-446b-bc28-45c5799ded41
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(2S)-2-[4-methoxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-8-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-7-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical) CC(=CCC1=C(C=CC2=C1OC(CC2)C3=C(C=C(C=C3)OC)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)C
SMILES (Isomeric) CC(=CCC1=C(C=CC2=C1O[C@@H](CC2)C3=C(C=C(C=C3)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C
InChI InChI=1S/C33H44O14/c1-15(2)4-8-19-21(44-32-29(40)27(38)25(36)23(13-34)46-32)11-6-16-5-10-20(43-31(16)19)18-9-7-17(42-3)12-22(18)45-33-30(41)28(39)26(37)24(14-35)47-33/h4,6-7,9,11-12,20,23-30,32-41H,5,8,10,13-14H2,1-3H3/t20-,23+,24+,25+,26+,27-,28-,29+,30+,32+,33+/m0/s1
InChI Key OZZNZDSQQZCOEV-YQRMPHATSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H44O14
Molecular Weight 664.70 g/mol
Exact Mass 664.27310607 g/mol
Topological Polar Surface Area (TPSA) 217.00 Ų
XlogP 1.40
Atomic LogP (AlogP) -0.37
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(2S)-2-[4-methoxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-8-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-7-yl]oxy]oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7343 73.43%
Caco-2 - 0.8720 87.20%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7436 74.36%
OATP2B1 inhibitior - 0.8622 86.22%
OATP1B1 inhibitior + 0.8809 88.09%
OATP1B3 inhibitior + 0.9363 93.63%
MATE1 inhibitior - 0.9212 92.12%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9091 90.91%
P-glycoprotein inhibitior + 0.6480 64.80%
P-glycoprotein substrate - 0.6182 61.82%
CYP3A4 substrate + 0.6595 65.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7672 76.72%
CYP3A4 inhibition - 0.9604 96.04%
CYP2C9 inhibition - 0.7650 76.50%
CYP2C19 inhibition - 0.6992 69.92%
CYP2D6 inhibition - 0.8400 84.00%
CYP1A2 inhibition - 0.6964 69.64%
CYP2C8 inhibition + 0.5967 59.67%
CYP inhibitory promiscuity - 0.6797 67.97%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7275 72.75%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9248 92.48%
Skin irritation - 0.8133 81.33%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis - 0.6440 64.40%
Human Ether-a-go-go-Related Gene inhibition + 0.8711 87.11%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.7519 75.19%
skin sensitisation - 0.8682 86.82%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.8296 82.96%
Acute Oral Toxicity (c) III 0.5699 56.99%
Estrogen receptor binding + 0.8092 80.92%
Androgen receptor binding + 0.6006 60.06%
Thyroid receptor binding + 0.5341 53.41%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding - 0.4870 48.70%
PPAR gamma + 0.6936 69.36%
Honey bee toxicity - 0.7926 79.26%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9469 94.69%

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 98.76% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.84% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.89% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.07% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.67% 99.17%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 92.11% 89.05%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.11% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.28% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.28% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.48% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.32% 92.94%
CHEMBL4581 P52732 Kinesin-like protein 1 85.65% 93.18%
CHEMBL226 P30542 Adenosine A1 receptor 85.45% 95.93%
CHEMBL3401 O75469 Pregnane X receptor 85.38% 94.73%
CHEMBL4208 P20618 Proteasome component C5 85.15% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.72% 94.45%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.72% 95.78%
CHEMBL1951 P21397 Monoamine oxidase A 84.15% 91.49%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.65% 97.36%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.86% 91.03%
CHEMBL2581 P07339 Cathepsin D 81.64% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.54% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.18% 100.00%

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.
Morus alba

Cross-Links

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PubChem 163014128
LOTUS LTS0192216
wikiData Q105204285