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3-[(2S,3S,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxychromen-4-one

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 7fb7c1e6-6209-430f-a7b9-b97c3352ae12
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[(2S,3S,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxychromen-4-one
SMILES (Canonical) COC1=CC2=C(C=C1)C(=O)C(=C(O2)C3=CC(=C(C(=C3)OC)O)OC)OC4C(C(C(CO4)OC5C(C(C(C(O5)CO)O)O)O)O)O
SMILES (Isomeric) COC1=CC2=C(C=C1)C(=O)C(=C(O2)C3=CC(=C(C(=C3)OC)O)OC)O[C@H]4[C@H]([C@H]([C@H](CO4)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO)O)O)O)O)O
InChI InChI=1S/C29H34O16/c1-38-12-4-5-13-14(8-12)42-26(11-6-15(39-2)20(32)16(7-11)40-3)27(19(13)31)45-28-24(36)22(34)18(10-41-28)44-29-25(37)23(35)21(33)17(9-30)43-29/h4-8,17-18,21-25,28-30,32-37H,9-10H2,1-3H3/t17-,18+,21+,22+,23+,24+,25-,28+,29+/m1/s1
InChI Key RVPRFBGAJPXOAQ-YCBYZPSQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H34O16
Molecular Weight 638.60 g/mol
Exact Mass 638.18468499 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -1.17
H-Bond Acceptor 16
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2S,3S,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxychromen-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 - 0.5613 56.13%
Caco-2 - 0.8856 88.56%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5797 57.97%
OATP2B1 inhibitior - 0.8534 85.34%
OATP1B1 inhibitior + 0.8898 88.98%
OATP1B3 inhibitior + 0.9642 96.42%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7164 71.64%
P-glycoprotein inhibitior + 0.5769 57.69%
P-glycoprotein substrate + 0.5834 58.34%
CYP3A4 substrate + 0.6831 68.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8324 83.24%
CYP3A4 inhibition - 0.9607 96.07%
CYP2C9 inhibition - 0.9318 93.18%
CYP2C19 inhibition - 0.9294 92.94%
CYP2D6 inhibition - 0.9608 96.08%
CYP1A2 inhibition - 0.9319 93.19%
CYP2C8 inhibition + 0.6872 68.72%
CYP inhibitory promiscuity - 0.7425 74.25%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6863 68.63%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9107 91.07%
Skin irritation - 0.8525 85.25%
Skin corrosion - 0.9638 96.38%
Ames mutagenesis + 0.5136 51.36%
Human Ether-a-go-go-Related Gene inhibition - 0.4411 44.11%
Micronuclear + 0.6333 63.33%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.9360 93.60%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.9536 95.36%
Acute Oral Toxicity (c) III 0.7015 70.15%
Estrogen receptor binding + 0.8511 85.11%
Androgen receptor binding + 0.6237 62.37%
Thyroid receptor binding + 0.5408 54.08%
Glucocorticoid receptor binding + 0.6656 66.56%
Aromatase binding + 0.5714 57.14%
PPAR gamma + 0.7005 70.05%
Honey bee toxicity - 0.6995 69.95%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6049 60.49%
Fish aquatic toxicity + 0.7238 72.38%

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 99.87% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.50% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.85% 89.00%
CHEMBL220 P22303 Acetylcholinesterase 96.82% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.79% 95.56%
CHEMBL2581 P07339 Cathepsin D 94.47% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 93.66% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.94% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.13% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.61% 92.62%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.67% 96.21%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.64% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.58% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.85% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.37% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.51% 86.33%
CHEMBL4208 P20618 Proteasome component C5 86.28% 90.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.68% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.95% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.38% 97.36%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.43% 99.15%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.18% 97.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.48% 92.94%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.46% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.04% 99.23%

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.
Abrus precatorius

Cross-Links

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PubChem 162821304
LOTUS LTS0087854
wikiData Q105246184