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5-hydroxy-2-(3,4,5-trihydroxyphenyl)-3,7-bis[[(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]oxy]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 80f1279d-f738-4991-8838-4dfbde528105
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 5-hydroxy-2-(3,4,5-trihydroxyphenyl)-3,7-bis[[(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]oxy]chromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)OC5C(C(C(C(O5)COC6C(C(C(C(O6)C)O)O)O)O)O)O)C7=CC(=C(C(=C7)O)O)O)O)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=CC(=C4C(=C3)OC(=C(C4=O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)O)O)O)O)O)O)C7=CC(=C(C(=C7)O)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C39H50O26/c1-9-20(43)26(49)30(53)36(59-9)57-7-17-23(46)28(51)32(55)38(63-17)61-12-5-13(40)19-16(6-12)62-34(11-3-14(41)22(45)15(42)4-11)35(25(19)48)65-39-33(56)29(52)24(47)18(64-39)8-58-37-31(54)27(50)21(44)10(2)60-37/h3-6,9-10,17-18,20-21,23-24,26-33,36-47,49-56H,7-8H2,1-2H3/t9-,10-,17+,18+,20-,21-,23+,24+,26+,27+,28-,29-,30+,31+,32+,33+,36+,37+,38+,39-/m0/s1
InChI Key SLFUCYSXSNDGIW-OSHKTPJNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H50O26
Molecular Weight 934.80 g/mol
Exact Mass 934.25903170 g/mol
Topological Polar Surface Area (TPSA) 424.00 Ų
XlogP -5.10
Atomic LogP (AlogP) -5.66
H-Bond Acceptor 26
H-Bond Donor 16
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-hydroxy-2-(3,4,5-trihydroxyphenyl)-3,7-bis[[(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]oxy]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 - 0.5200 52.00%
Caco-2 - 0.8836 88.36%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7368 73.68%
OATP2B1 inhibitior - 0.5769 57.69%
OATP1B1 inhibitior + 0.8852 88.52%
OATP1B3 inhibitior + 0.9376 93.76%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8864 88.64%
P-glycoprotein inhibitior + 0.6586 65.86%
P-glycoprotein substrate + 0.5409 54.09%
CYP3A4 substrate + 0.6143 61.43%
CYP2C9 substrate - 0.7038 70.38%
CYP2D6 substrate - 0.8611 86.11%
CYP3A4 inhibition - 0.9286 92.86%
CYP2C9 inhibition - 0.9005 90.05%
CYP2C19 inhibition - 0.8911 89.11%
CYP2D6 inhibition - 0.9562 95.62%
CYP1A2 inhibition - 0.8910 89.10%
CYP2C8 inhibition + 0.7321 73.21%
CYP inhibitory promiscuity - 0.6534 65.34%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6772 67.72%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9001 90.01%
Skin irritation - 0.8454 84.54%
Skin corrosion - 0.9618 96.18%
Ames mutagenesis + 0.5536 55.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7850 78.50%
Micronuclear + 0.7133 71.33%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.9304 93.04%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.9219 92.19%
Acute Oral Toxicity (c) III 0.6397 63.97%
Estrogen receptor binding + 0.7861 78.61%
Androgen receptor binding + 0.6196 61.96%
Thyroid receptor binding + 0.5711 57.11%
Glucocorticoid receptor binding + 0.5811 58.11%
Aromatase binding + 0.5610 56.10%
PPAR gamma + 0.7605 76.05%
Honey bee toxicity - 0.7985 79.85%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5550 55.50%
Fish aquatic toxicity + 0.9034 90.34%

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 99.75% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.16% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.15% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.55% 94.00%
CHEMBL2581 P07339 Cathepsin D 96.02% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 95.01% 94.73%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 94.37% 95.64%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.54% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.54% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.52% 85.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.94% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.06% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.89% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.88% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.97% 95.56%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 83.48% 80.33%
CHEMBL3194 P02766 Transthyretin 82.90% 90.71%
CHEMBL4208 P20618 Proteasome component C5 80.86% 90.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.46% 94.42%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.30% 95.89%

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 163015313
LOTUS LTS0017741
wikiData Q105255291