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2-[3,4-dihydroxy-5-(2,3,4-trihydroxy-5-methylcyclohexyl)oxyphenyl]-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-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 59a97fb9-a5a2-43f3-83f9-55bba5413d6c
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 2-[3,4-dihydroxy-5-(2,3,4-trihydroxy-5-methylcyclohexyl)oxyphenyl]-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H42O20/c1-9-3-16(23(41)26(44)20(9)38)51-17-5-11(4-14(37)22(17)40)31-32(25(43)19-13(36)6-12(35)7-15(19)52-31)54-34-30(48)28(46)24(42)18(53-34)8-49-33-29(47)27(45)21(39)10(2)50-33/h4-7,9-10,16,18,20-21,23-24,26-30,33-42,44-48H,3,8H2,1-2H3/t9?,10-,16?,18+,20?,21-,23?,24+,26?,27+,28-,29+,30+,33+,34-/m0/s1
InChI Key LXZYKGIRCGKXGD-LLKARAMASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H42O20
Molecular Weight 770.70 g/mol
Exact Mass 770.22694372 g/mol
Topological Polar Surface Area (TPSA) 335.00 Ų
XlogP -2.20
Atomic LogP (AlogP) -2.82
H-Bond Acceptor 20
H-Bond Donor 13
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[3,4-dihydroxy-5-(2,3,4-trihydroxy-5-methylcyclohexyl)oxyphenyl]-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-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 + 0.5622 56.22%
Caco-2 - 0.9015 90.15%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7364 73.64%
OATP2B1 inhibitior - 0.8522 85.22%
OATP1B1 inhibitior + 0.8608 86.08%
OATP1B3 inhibitior + 0.9043 90.43%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7569 75.69%
P-glycoprotein inhibitior - 0.4417 44.17%
P-glycoprotein substrate + 0.6818 68.18%
CYP3A4 substrate + 0.6759 67.59%
CYP2C9 substrate - 0.6709 67.09%
CYP2D6 substrate - 0.8435 84.35%
CYP3A4 inhibition - 0.8854 88.54%
CYP2C9 inhibition - 0.8984 89.84%
CYP2C19 inhibition - 0.8964 89.64%
CYP2D6 inhibition - 0.9367 93.67%
CYP1A2 inhibition - 0.8077 80.77%
CYP2C8 inhibition + 0.8168 81.68%
CYP inhibitory promiscuity - 0.7188 71.88%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6858 68.58%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9055 90.55%
Skin irritation - 0.8321 83.21%
Skin corrosion - 0.9594 95.94%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7348 73.48%
Micronuclear + 0.6474 64.74%
Hepatotoxicity + 0.5054 50.54%
skin sensitisation - 0.9266 92.66%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.9134 91.34%
Acute Oral Toxicity (c) III 0.5979 59.79%
Estrogen receptor binding + 0.8247 82.47%
Androgen receptor binding + 0.5614 56.14%
Thyroid receptor binding + 0.5157 51.57%
Glucocorticoid receptor binding + 0.5452 54.52%
Aromatase binding + 0.5673 56.73%
PPAR gamma + 0.7155 71.55%
Honey bee toxicity - 0.7535 75.35%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5051 50.51%
Fish aquatic toxicity + 0.9580 95.80%

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 99.63% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.87% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.74% 94.00%
CHEMBL2581 P07339 Cathepsin D 96.38% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.18% 86.33%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 94.04% 95.64%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.92% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 91.80% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.13% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 90.68% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.41% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.29% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.19% 99.17%
CHEMBL3194 P02766 Transthyretin 84.84% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.03% 95.89%
CHEMBL4208 P20618 Proteasome component C5 83.97% 90.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.93% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.84% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.65% 85.14%
CHEMBL2424 Q04760 Glyoxalase I 80.57% 91.67%

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 163060843
LOTUS LTS0264957
wikiData Q105159190