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3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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 435ef9fe-75f6-431b-88a8-d6389e1e1166
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
SMILES (Canonical) COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O
InChI InChI=1S/C34H42O22/c1-49-14-4-10(2-3-12(14)38)29-30(23(43)19-13(39)5-11(37)6-15(19)51-29)55-34-31(56-33-28(48)25(45)21(41)17(8-36)53-33)26(46)22(42)18(54-34)9-50-32-27(47)24(44)20(40)16(7-35)52-32/h2-6,16-18,20-22,24-28,31-42,44-48H,7-9H2,1H3/t16-,17-,18-,20-,21-,22-,24+,25+,26+,27-,28-,31-,32-,33+,34+/m1/s1
InChI Key SXWUUSRAGFHKDJ-HPNWUOEDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H42O22
Molecular Weight 802.70 g/mol
Exact Mass 802.21677296 g/mol
Topological Polar Surface Area (TPSA) 354.00 Ų
XlogP -3.10
Atomic LogP (AlogP) -4.59
H-Bond Acceptor 22
H-Bond Donor 13
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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 - 0.5457 54.57%
Caco-2 - 0.9109 91.09%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.5961 59.61%
OATP2B1 inhibitior - 0.8508 85.08%
OATP1B1 inhibitior + 0.8956 89.56%
OATP1B3 inhibitior + 0.9786 97.86%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6075 60.75%
P-glycoprotein inhibitior - 0.4550 45.50%
P-glycoprotein substrate + 0.5172 51.72%
CYP3A4 substrate + 0.6700 67.00%
CYP2C9 substrate - 0.8485 84.85%
CYP2D6 substrate - 0.8501 85.01%
CYP3A4 inhibition - 0.9437 94.37%
CYP2C9 inhibition - 0.9060 90.60%
CYP2C19 inhibition - 0.8926 89.26%
CYP2D6 inhibition - 0.9515 95.15%
CYP1A2 inhibition - 0.9150 91.50%
CYP2C8 inhibition + 0.8512 85.12%
CYP inhibitory promiscuity - 0.7142 71.42%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6642 66.42%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9098 90.98%
Skin irritation - 0.8320 83.20%
Skin corrosion - 0.9606 96.06%
Ames mutagenesis - 0.5928 59.28%
Human Ether-a-go-go-Related Gene inhibition + 0.6705 67.05%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.9324 93.24%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8114 81.14%
Acute Oral Toxicity (c) III 0.6678 66.78%
Estrogen receptor binding + 0.8396 83.96%
Androgen receptor binding + 0.6200 62.00%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.4786 47.86%
Aromatase binding + 0.5713 57.13%
PPAR gamma + 0.7407 74.07%
Honey bee toxicity - 0.7215 72.15%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.6698 66.98%

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 99.32% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.79% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.49% 94.00%
CHEMBL2581 P07339 Cathepsin D 94.61% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.55% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.31% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.54% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.77% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 89.24% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.84% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.25% 94.45%
CHEMBL3194 P02766 Transthyretin 87.03% 90.71%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.93% 86.92%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.26% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.92% 96.00%
CHEMBL220 P22303 Acetylcholinesterase 83.58% 94.45%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.89% 95.78%
CHEMBL4208 P20618 Proteasome component C5 80.90% 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.
Primula auricula

Cross-Links

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PubChem 102321608
LOTUS LTS0225126
wikiData Q105263381