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3-[(2S,3S,4R,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-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 cb52e348-075c-4f26-9025-060afb0a6a6e
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 3-[(2S,3S,4R,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H40O20/c1-9-19(38)23(42)26(45)31(47-9)49-12-6-15(37)18-16(7-12)50-28(11-3-4-13(35)14(36)5-11)29(22(18)41)52-33-30(25(44)20(39)10(2)48-33)53-32-27(46)24(43)21(40)17(8-34)51-32/h3-7,9-10,17,19-21,23-27,30-40,42-46H,8H2,1-2H3/t9-,10-,17-,19+,20+,21-,23+,24-,25-,26-,27-,30+,31+,32+,33+/m1/s1
InChI Key PRAMLMJWCYDPOF-IGFSMJPYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O20
Molecular Weight 756.70 g/mol
Exact Mass 756.21129366 g/mol
Topological Polar Surface Area (TPSA) 324.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -3.19
H-Bond Acceptor 20
H-Bond Donor 12
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2S,3S,4R,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-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 - 0.5000 50.00%
Caco-2 - 0.9078 90.78%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6981 69.81%
OATP2B1 inhibitior - 0.5733 57.33%
OATP1B1 inhibitior + 0.9369 93.69%
OATP1B3 inhibitior + 0.9477 94.77%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8372 83.72%
P-glycoprotein inhibitior - 0.4520 45.20%
P-glycoprotein substrate - 0.5376 53.76%
CYP3A4 substrate + 0.6602 66.02%
CYP2C9 substrate - 0.6847 68.47%
CYP2D6 substrate - 0.8618 86.18%
CYP3A4 inhibition - 0.9100 91.00%
CYP2C9 inhibition - 0.9357 93.57%
CYP2C19 inhibition - 0.9406 94.06%
CYP2D6 inhibition - 0.9617 96.17%
CYP1A2 inhibition - 0.8781 87.81%
CYP2C8 inhibition + 0.7909 79.09%
CYP inhibitory promiscuity - 0.7096 70.96%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7308 73.08%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9034 90.34%
Skin irritation - 0.8344 83.44%
Skin corrosion - 0.9632 96.32%
Ames mutagenesis + 0.5199 51.99%
Human Ether-a-go-go-Related Gene inhibition + 0.7060 70.60%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.9362 93.62%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.9120 91.20%
Acute Oral Toxicity (c) III 0.6105 61.05%
Estrogen receptor binding + 0.7707 77.07%
Androgen receptor binding + 0.6178 61.78%
Thyroid receptor binding - 0.4884 48.84%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding - 0.4868 48.68%
PPAR gamma + 0.7429 74.29%
Honey bee toxicity - 0.6884 68.84%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5350 53.50%
Fish aquatic toxicity + 0.8583 85.83%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.65% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.62% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.38% 89.00%
CHEMBL2581 P07339 Cathepsin D 97.13% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.92% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.51% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.70% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 93.05% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.68% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.11% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.53% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.34% 97.36%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.92% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.21% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.83% 97.09%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.06% 95.78%
CHEMBL4208 P20618 Proteasome component C5 82.20% 90.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 80.24% 95.64%

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.
Ochradenus baccatus

Cross-Links

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PubChem 162965900
LOTUS LTS0112664
wikiData Q105213572