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3-[(3S,4S,5S,6R)-4,5-dihydroxy-6-methyl-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[(3R,4R,5R,6S)-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 d252a76a-89e2-4608-99ba-d313f0833b61
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 3-[(3S,4S,5S,6R)-4,5-dihydroxy-6-methyl-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)C)O)O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC=C(C=C6)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H](C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4[C@H]([C@H]([C@@H]([C@H](O4)C)O)O)OC5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C6=CC=C(C=C6)O)O)O)O)O
InChI InChI=1S/C33H40O19/c1-10-19(37)23(41)26(44)31(46-10)48-14-7-15(36)18-16(8-14)49-28(12-3-5-13(35)6-4-12)29(22(18)40)51-33-30(25(43)20(38)11(2)47-33)52-32-27(45)24(42)21(39)17(9-34)50-32/h3-8,10-11,17,19-21,23-27,30-39,41-45H,9H2,1-2H3/t10-,11+,17+,19-,20+,21+,23+,24-,25-,26+,27+,30-,31?,32?,33?/m0/s1
InChI Key JAYRGPGCJWYHLY-NJAWTQSOSA-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) 304.00 Ų
XlogP -1.70
Atomic LogP (AlogP) -2.89
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(3S,4S,5S,6R)-4,5-dihydroxy-6-methyl-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[(3R,4R,5R,6S)-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 - 0.9099 90.99%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.6981 69.81%
OATP2B1 inhibitior - 0.5742 57.42%
OATP1B1 inhibitior + 0.9204 92.04%
OATP1B3 inhibitior + 0.9477 94.77%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9114 91.14%
P-glycoprotein inhibitior - 0.4519 45.19%
P-glycoprotein substrate - 0.5183 51.83%
CYP3A4 substrate + 0.6547 65.47%
CYP2C9 substrate - 0.6986 69.86%
CYP2D6 substrate - 0.8617 86.17%
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 + 0.7599 75.99%
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 - 0.9035 90.35%
Skin irritation - 0.8344 83.44%
Skin corrosion - 0.9632 96.32%
Ames mutagenesis - 0.5037 50.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7307 73.07%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.9362 93.62%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.8773 87.73%
Acute Oral Toxicity (c) III 0.6105 61.05%
Estrogen receptor binding + 0.7624 76.24%
Androgen receptor binding + 0.6394 63.94%
Thyroid receptor binding - 0.4935 49.35%
Glucocorticoid receptor binding - 0.4703 47.03%
Aromatase binding - 0.4834 48.34%
PPAR gamma + 0.7367 73.67%
Honey bee toxicity - 0.7101 71.01%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5250 52.50%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.35% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.83% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.56% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.20% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.34% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.78% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 93.05% 94.73%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 91.00% 95.64%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.52% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.34% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.19% 86.92%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.94% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.82% 85.14%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.57% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.86% 95.56%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 85.75% 95.78%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.76% 97.09%
CHEMBL242 Q92731 Estrogen receptor beta 84.35% 98.35%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 82.96% 93.10%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.01% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.76% 96.21%
CHEMBL4208 P20618 Proteasome component C5 80.35% 90.00%

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.
Chenopodium album

Cross-Links

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PubChem 162950016
LOTUS LTS0023189
wikiData Q105124156