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9-methoxy-7-[2-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]-[1,3]dioxolo[4,5-g]chromen-8-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 5e13f273-f832-41bc-8e8c-3130d248e591
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
IUPAC Name 9-methoxy-7-[2-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]-[1,3]dioxolo[4,5-g]chromen-8-one
SMILES (Canonical) COC1=C2C(=CC3=C1OCO3)OC=C(C2=O)C4=CC=CC=C4OC5C(C(C(CO5)O)O)O
SMILES (Isomeric) COC1=C2C(=CC3=C1OCO3)OC=C(C2=O)C4=CC=CC=C4O[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O
InChI InChI=1S/C22H20O10/c1-27-21-16-14(6-15-20(21)31-9-30-15)28-7-11(17(16)24)10-4-2-3-5-13(10)32-22-19(26)18(25)12(23)8-29-22/h2-7,12,18-19,22-23,25-26H,8-9H2,1H3/t12-,18+,19-,22+/m1/s1
InChI Key BKTIRNZJQRNCKX-IMOPPNOFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H20O10
Molecular Weight 444.40 g/mol
Exact Mass 444.10564683 g/mol
Topological Polar Surface Area (TPSA) 133.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.02
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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160485-40-5
9-Methoxy-7-[2-(beta-D-xylopyranosyloxy)phenyl]-8H-1,3-dioxolo[4,5-g][1]benzopyran-8-one

2D Structure

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2D Structure of 9-methoxy-7-[2-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]-[1,3]dioxolo[4,5-g]chromen-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7846 78.46%
Caco-2 - 0.7608 76.08%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6158 61.58%
OATP2B1 inhibitior - 0.8522 85.22%
OATP1B1 inhibitior + 0.9410 94.10%
OATP1B3 inhibitior + 0.9543 95.43%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6898 68.98%
P-glycoprotein inhibitior + 0.6084 60.84%
P-glycoprotein substrate - 0.6534 65.34%
CYP3A4 substrate + 0.6459 64.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8241 82.41%
CYP3A4 inhibition - 0.5234 52.34%
CYP2C9 inhibition - 0.8110 81.10%
CYP2C19 inhibition - 0.7020 70.20%
CYP2D6 inhibition - 0.7929 79.29%
CYP1A2 inhibition - 0.8866 88.66%
CYP2C8 inhibition - 0.5732 57.32%
CYP inhibitory promiscuity - 0.6595 65.95%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4974 49.74%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9208 92.08%
Skin irritation - 0.7965 79.65%
Skin corrosion - 0.9390 93.90%
Ames mutagenesis + 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3797 37.97%
Micronuclear + 0.8033 80.33%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8710 87.10%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7883 78.83%
Acute Oral Toxicity (c) III 0.7521 75.21%
Estrogen receptor binding + 0.8325 83.25%
Androgen receptor binding + 0.6562 65.62%
Thyroid receptor binding - 0.5182 51.82%
Glucocorticoid receptor binding + 0.8063 80.63%
Aromatase binding + 0.5572 55.72%
PPAR gamma + 0.7165 71.65%
Honey bee toxicity - 0.6859 68.59%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.7649 76.49%

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 99.32% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 97.97% 83.82%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.28% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.54% 95.56%
CHEMBL2581 P07339 Cathepsin D 95.53% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.52% 89.00%
CHEMBL2535 P11166 Glucose transporter 92.13% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.73% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.28% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.00% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.86% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.12% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.11% 92.62%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.49% 89.62%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.41% 95.83%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.28% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.19% 99.23%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 83.58% 82.67%
CHEMBL4208 P20618 Proteasome component C5 81.77% 90.00%
CHEMBL4302 P08183 P-glycoprotein 1 81.52% 92.98%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.90% 94.80%

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.
Beta vulgaris

Cross-Links

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PubChem 10072136
LOTUS LTS0262412
wikiData Q104937783