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3-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-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 41cf77ea-a45a-444d-b28d-5b606a507483
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)O)O)OC6C(C(C(C(O6)CO)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)O)C5=CC(=C(C=C5)O)OC)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O
InChI InChI=1S/C34H42O21/c1-10-20(39)23(42)26(45)32(50-10)49-9-18-30(54-33-27(46)24(43)21(40)17(8-35)52-33)25(44)28(47)34(53-18)55-31-22(41)19-14(38)6-12(36)7-16(19)51-29(31)11-3-4-13(37)15(5-11)48-2/h3-7,10,17-18,20-21,23-28,30,32-40,42-47H,8-9H2,1-2H3/t10-,17+,18+,20-,21+,23+,24-,25+,26+,27+,28+,30+,32+,33-,34-/m0/s1
InChI Key YAUMQRQSSYMXKC-HVEZYOFPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H42O21
Molecular Weight 786.70 g/mol
Exact Mass 786.22185834 g/mol
Topological Polar Surface Area (TPSA) 334.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -3.56
H-Bond Acceptor 21
H-Bond Donor 12
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-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 - 0.5623 56.23%
Caco-2 - 0.9125 91.25%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.5984 59.84%
OATP2B1 inhibitior - 0.7208 72.08%
OATP1B1 inhibitior + 0.8880 88.80%
OATP1B3 inhibitior + 0.9748 97.48%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.4651 46.51%
P-glycoprotein inhibitior - 0.4716 47.16%
P-glycoprotein substrate + 0.6307 63.07%
CYP3A4 substrate + 0.6712 67.12%
CYP2C9 substrate - 0.8740 87.40%
CYP2D6 substrate - 0.8547 85.47%
CYP3A4 inhibition - 0.9284 92.84%
CYP2C9 inhibition - 0.9208 92.08%
CYP2C19 inhibition - 0.9124 91.24%
CYP2D6 inhibition - 0.9531 95.31%
CYP1A2 inhibition - 0.9232 92.32%
CYP2C8 inhibition + 0.8444 84.44%
CYP inhibitory promiscuity - 0.7113 71.13%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7032 70.32%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9087 90.87%
Skin irritation - 0.8442 84.42%
Skin corrosion - 0.9614 96.14%
Ames mutagenesis - 0.6728 67.28%
Human Ether-a-go-go-Related Gene inhibition + 0.6416 64.16%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.9340 93.40%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.9036 90.36%
Acute Oral Toxicity (c) III 0.7041 70.41%
Estrogen receptor binding + 0.8321 83.21%
Androgen receptor binding + 0.5593 55.93%
Thyroid receptor binding + 0.5218 52.18%
Glucocorticoid receptor binding + 0.5911 59.11%
Aromatase binding + 0.5933 59.33%
PPAR gamma + 0.7229 72.29%
Honey bee toxicity - 0.6826 68.26%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.7167 71.67%

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 99.39% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.78% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.97% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.73% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.79% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.24% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.07% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.49% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 89.44% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 89.11% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.89% 99.15%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.57% 86.92%
CHEMBL3194 P02766 Transthyretin 87.59% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.50% 96.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.23% 97.36%
CHEMBL4208 P20618 Proteasome component C5 83.88% 90.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.89% 95.78%

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.
Opuntia ficus-indica

Cross-Links

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PubChem 162895542
LOTUS LTS0216755
wikiData Q105345590