5-Hydroxy-4-[2-hydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoyl]benzene-1,3-dicarboxylic acid

Details

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Internal ID 98498eaa-f53d-4e92-947f-9c429e4bcf3a
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 5-hydroxy-4-[2-hydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoyl]benzene-1,3-dicarboxylic acid
SMILES (Canonical) C1=CC(=C(C(=C1)OC2C(C(C(C(O2)CO)O)O)O)C(=O)C3=C(C=C(C=C3O)C(=O)O)C(=O)O)O
SMILES (Isomeric) C1=CC(=C(C(=C1)OC2C(C(C(C(O2)CO)O)O)O)C(=O)C3=C(C=C(C=C3O)C(=O)O)C(=O)O)O
InChI InChI=1S/C21H20O13/c22-6-12-15(25)17(27)18(28)21(34-12)33-11-3-1-2-9(23)14(11)16(26)13-8(20(31)32)4-7(19(29)30)5-10(13)24/h1-5,12,15,17-18,21-25,27-28H,6H2,(H,29,30)(H,31,32)
InChI Key WGJHPDSSDQSAFA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H20O13
Molecular Weight 480.40 g/mol
Exact Mass 480.09039069 g/mol
Topological Polar Surface Area (TPSA) 232.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -1.10
H-Bond Acceptor 11
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-Hydroxy-4-[2-hydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoyl]benzene-1,3-dicarboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8127 81.27%
Caco-2 - 0.9416 94.16%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6060 60.60%
OATP2B1 inhibitior + 0.5891 58.91%
OATP1B1 inhibitior + 0.9212 92.12%
OATP1B3 inhibitior + 0.8878 88.78%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.6355 63.55%
P-glycoprotein inhibitior - 0.6983 69.83%
P-glycoprotein substrate - 0.7911 79.11%
CYP3A4 substrate + 0.5143 51.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8809 88.09%
CYP3A4 inhibition - 0.8728 87.28%
CYP2C9 inhibition - 0.8483 84.83%
CYP2C19 inhibition - 0.9324 93.24%
CYP2D6 inhibition - 0.9507 95.07%
CYP1A2 inhibition - 0.9505 95.05%
CYP2C8 inhibition + 0.4768 47.68%
CYP inhibitory promiscuity - 0.8675 86.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7565 75.65%
Eye corrosion - 0.9938 99.38%
Eye irritation - 0.8065 80.65%
Skin irritation - 0.8546 85.46%
Skin corrosion - 0.9666 96.66%
Ames mutagenesis - 0.6723 67.23%
Human Ether-a-go-go-Related Gene inhibition - 0.4126 41.26%
Micronuclear + 0.5633 56.33%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.8718 87.18%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.5830 58.30%
Acute Oral Toxicity (c) III 0.6641 66.41%
Estrogen receptor binding + 0.6672 66.72%
Androgen receptor binding - 0.5231 52.31%
Thyroid receptor binding - 0.6319 63.19%
Glucocorticoid receptor binding - 0.4659 46.59%
Aromatase binding - 0.6641 66.41%
PPAR gamma + 0.6441 64.41%
Honey bee toxicity - 0.9036 90.36%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.8000 80.00%
Fish aquatic toxicity + 0.8494 84.94%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.79% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.70% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.16% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.60% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.83% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 89.74% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.52% 99.17%
CHEMBL3194 P02766 Transthyretin 88.59% 90.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.31% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 86.96% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.28% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.01% 94.00%
CHEMBL1811 P34995 Prostanoid EP1 receptor 81.58% 95.71%
CHEMBL2535 P11166 Glucose transporter 81.08% 98.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.65% 93.56%

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.
Plectranthus grandidentatus
Senna alexandrina

Cross-Links

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PubChem 162890385
LOTUS LTS0062967
wikiData Q104996669