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3-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-[4-hydroxy-3-methoxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]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 988abbcf-6676-4d0d-9677-c5d40331c159
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-[4-hydroxy-3-methoxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]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)CO)O)O)OC5C(C(C(C(O5)CO)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)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O
InChI InChI=1S/C34H42O23/c1-50-13-2-9(3-14(19(13)40)52-32-27(48)24(45)20(41)15(6-35)53-32)29-30(23(44)18-11(39)4-10(38)5-12(18)51-29)56-34-31(26(47)22(43)17(8-37)55-34)57-33-28(49)25(46)21(42)16(7-36)54-33/h2-5,15-17,20-22,24-28,31-43,45-49H,6-8H2,1H3
InChI Key DDPPZUCMXSGJLF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H42O23
Molecular Weight 818.70 g/mol
Exact Mass 818.21168758 g/mol
Topological Polar Surface Area (TPSA) 374.00 Ų
XlogP -3.10
Atomic LogP (AlogP) -5.23
H-Bond Acceptor 23
H-Bond Donor 14
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-[4-hydroxy-3-methoxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]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 - 0.9072 90.72%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.5961 59.61%
OATP2B1 inhibitior - 0.7194 71.94%
OATP1B1 inhibitior + 0.8708 87.08%
OATP1B3 inhibitior + 0.9786 97.86%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6366 63.66%
P-glycoprotein inhibitior + 0.5868 58.68%
P-glycoprotein substrate - 0.5061 50.61%
CYP3A4 substrate + 0.6608 66.08%
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 + 0.7865 78.65%
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 - 0.9068 90.68%
Skin irritation - 0.8320 83.20%
Skin corrosion - 0.9606 96.06%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6990 69.90%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.9324 93.24%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.7786 77.86%
Acute Oral Toxicity (c) III 0.6678 66.78%
Estrogen receptor binding + 0.8495 84.95%
Androgen receptor binding + 0.6065 60.65%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.5269 52.69%
Aromatase binding + 0.5526 55.26%
PPAR gamma + 0.7327 73.27%
Honey bee toxicity - 0.7049 70.49%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5800 58.00%
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 99.25% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.06% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.15% 94.00%
CHEMBL2581 P07339 Cathepsin D 95.55% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.80% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.49% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.38% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.83% 86.33%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 90.37% 95.64%
CHEMBL3401 O75469 Pregnane X receptor 89.29% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.17% 95.56%
CHEMBL3194 P02766 Transthyretin 85.31% 90.71%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.19% 96.21%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.32% 97.36%
CHEMBL4208 P20618 Proteasome component C5 81.42% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.21% 96.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.17% 86.92%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.76% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.42% 92.94%

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.
Ajuga integrifolia

Cross-Links

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PubChem 163060827
LOTUS LTS0059387
wikiData Q104976687