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3-[(2S,3S,4S,5S,6R)-4,5-dihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]-3-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-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 7bcae4ed-9327-432c-9257-3c29d9c97060
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[(2S,3S,4S,5S,6R)-4,5-dihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]-3-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC)C5=CC=C(C=C5)O)OC6C(C(C(CO6)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC)C5=CC=C(C=C5)O)O[C@@H]6[C@@H]([C@@H]([C@H](CO6)O)O)O)O)O)O)O)O
InChI InChI=1S/C33H40O19/c1-11-20(37)24(41)27(44)31(48-11)47-10-18-22(39)25(42)30(52-32-26(43)21(38)16(36)9-46-32)33(50-18)51-29-23(40)19-15(35)7-14(45-2)8-17(19)49-28(29)12-3-5-13(34)6-4-12/h3-8,11,16,18,20-22,24-27,30-39,41-44H,9-10H2,1-2H3/t11-,16-,18+,20-,21+,22+,24+,25-,26+,27-,30-,31+,32+,33-/m0/s1
InChI Key OIFYUPKGGZALHH-KGFJGWAASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O19
Molecular Weight 740.70 g/mol
Exact Mass 740.21637904 g/mol
Topological Polar Surface Area (TPSA) 293.00 Ų
XlogP -2.10
Atomic LogP (AlogP) -2.63
H-Bond Acceptor 19
H-Bond Donor 10
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,4S,5S,6R)-4,5-dihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]-3-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-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 - 0.4594 45.94%
Caco-2 - 0.9166 91.66%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.5851 58.51%
OATP2B1 inhibitior - 0.8549 85.49%
OATP1B1 inhibitior + 0.8763 87.63%
OATP1B3 inhibitior + 0.9495 94.95%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6731 67.31%
P-glycoprotein inhibitior - 0.5161 51.61%
P-glycoprotein substrate + 0.6871 68.71%
CYP3A4 substrate + 0.6817 68.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8527 85.27%
CYP3A4 inhibition - 0.9206 92.06%
CYP2C9 inhibition - 0.9461 94.61%
CYP2C19 inhibition - 0.9332 93.32%
CYP2D6 inhibition - 0.9275 92.75%
CYP1A2 inhibition - 0.9269 92.69%
CYP2C8 inhibition + 0.7688 76.88%
CYP inhibitory promiscuity - 0.8326 83.26%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6686 66.86%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9149 91.49%
Skin irritation - 0.8326 83.26%
Skin corrosion - 0.9576 95.76%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7260 72.60%
Micronuclear + 0.7233 72.33%
Hepatotoxicity - 0.6601 66.01%
skin sensitisation - 0.9301 93.01%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.9744 97.44%
Acute Oral Toxicity (c) III 0.7494 74.94%
Estrogen receptor binding + 0.8207 82.07%
Androgen receptor binding + 0.6282 62.82%
Thyroid receptor binding + 0.5345 53.45%
Glucocorticoid receptor binding + 0.5777 57.77%
Aromatase binding + 0.5635 56.35%
PPAR gamma + 0.7276 72.76%
Honey bee toxicity - 0.7311 73.11%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.7604 76.04%

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 99.77% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.55% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 98.31% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.24% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.14% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.79% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.13% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.06% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.94% 99.15%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.34% 97.36%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 91.24% 95.64%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.17% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.59% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 90.38% 94.73%
CHEMBL4208 P20618 Proteasome component C5 88.13% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.32% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.91% 99.17%
CHEMBL226 P30542 Adenosine A1 receptor 85.62% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.38% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.95% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.60% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.39% 86.92%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 80.37% 93.10%

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.
Cestrum nocturnum

Cross-Links

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PubChem 162999796
LOTUS LTS0264366
wikiData Q105192492