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7-[[6-O-(3-Carboxy-1-oxopropyl)-beta-D-glucopyranosyl]oxy]-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-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 1933705c-a68e-41c0-9357-82b9145c02d5
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
IUPAC Name 4-oxo-4-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]butanoic acid
SMILES (Canonical) COC1=C(C=C2C(=C1)C(=O)C(=CO2)C3=CC=C(C=C3)O)OC4C(C(C(C(O4)COC(=O)CCC(=O)O)O)O)O
SMILES (Isomeric) COC1=C(C=C2C(=C1)C(=O)C(=CO2)C3=CC=C(C=C3)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)CCC(=O)O)O)O)O
InChI InChI=1S/C26H26O13/c1-35-17-8-14-16(36-10-15(22(14)31)12-2-4-13(27)5-3-12)9-18(17)38-26-25(34)24(33)23(32)19(39-26)11-37-21(30)7-6-20(28)29/h2-5,8-10,19,23-27,32-34H,6-7,11H2,1H3,(H,28,29)/t19-,23-,24+,25-,26-/m1/s1
InChI Key GVXJPLOLMFXZFW-OMJUENHASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H26O13
Molecular Weight 546.50 g/mol
Exact Mass 546.13734088 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 0.77
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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163310-44-9
7-[[6-O-(3-Carboxy-1-oxopropyl)-beta-D-glucopyranosyl]oxy]-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one

2D Structure

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2D Structure of 7-[[6-O-(3-Carboxy-1-oxopropyl)-beta-D-glucopyranosyl]oxy]-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-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 - 0.4944 49.44%
Caco-2 - 0.8877 88.77%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7768 77.68%
OATP2B1 inhibitior - 0.7091 70.91%
OATP1B1 inhibitior + 0.8675 86.75%
OATP1B3 inhibitior + 0.9513 95.13%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7831 78.31%
P-glycoprotein inhibitior + 0.6503 65.03%
P-glycoprotein substrate - 0.5938 59.38%
CYP3A4 substrate + 0.6635 66.35%
CYP2C9 substrate - 0.6285 62.85%
CYP2D6 substrate - 0.8563 85.63%
CYP3A4 inhibition - 0.8929 89.29%
CYP2C9 inhibition - 0.9100 91.00%
CYP2C19 inhibition - 0.8208 82.08%
CYP2D6 inhibition - 0.9058 90.58%
CYP1A2 inhibition - 0.7200 72.00%
CYP2C8 inhibition + 0.7597 75.97%
CYP inhibitory promiscuity - 0.9426 94.26%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7033 70.33%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9348 93.48%
Skin irritation - 0.8375 83.75%
Skin corrosion - 0.9573 95.73%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4237 42.37%
Micronuclear - 0.6241 62.41%
Hepatotoxicity - 0.6173 61.73%
skin sensitisation - 0.9200 92.00%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.9207 92.07%
Acute Oral Toxicity (c) III 0.6048 60.48%
Estrogen receptor binding + 0.8876 88.76%
Androgen receptor binding + 0.7113 71.13%
Thyroid receptor binding + 0.5426 54.26%
Glucocorticoid receptor binding + 0.7364 73.64%
Aromatase binding + 0.6294 62.94%
PPAR gamma + 0.7085 70.85%
Honey bee toxicity - 0.8140 81.40%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6949 69.49%
Fish aquatic toxicity + 0.9210 92.10%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.73% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.36% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.00% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.41% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.30% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.31% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.60% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.58% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.78% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 89.12% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.66% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 86.50% 91.19%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.74% 86.92%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.38% 99.15%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.35% 95.78%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.09% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.96% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.35% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 82.86% 94.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.63% 90.71%
CHEMBL2535 P11166 Glucose transporter 81.55% 98.75%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.07% 89.62%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 100992110
LOTUS LTS0211278
wikiData Q105021974