Irisone A

Details

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Internal ID 6fb64a91-34cd-4a4c-92da-22c356670831
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
IUPAC Name 9-hydroxy-7-(2-methoxyphenyl)-[1,3]dioxolo[4,5-g]chromen-8-one
SMILES (Canonical) COC1=CC=CC=C1C2=COC3=CC4=C(C(=C3C2=O)O)OCO4
SMILES (Isomeric) COC1=CC=CC=C1C2=COC3=CC4=C(C(=C3C2=O)O)OCO4
InChI InChI=1S/C17H12O6/c1-20-11-5-3-2-4-9(11)10-7-21-12-6-13-17(23-8-22-13)16(19)14(12)15(10)18/h2-7,19H,8H2,1H3
InChI Key DWGZUNVIWVMPBQ-UHFFFAOYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C17H12O6
Molecular Weight 312.27 g/mol
Exact Mass 312.06338810 g/mol
Topological Polar Surface Area (TPSA) 74.20 Ų
XlogP 3.20
Atomic LogP (AlogP) 2.90
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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2652-16-6
5-Hydroxy-2'-methoxy-6,7-methylenedioxyisoflavone
9-hydroxy-7-(2-methoxyphenyl)-[1,3]dioxolo[4,5-g]chromen-8-one
SCHEMBL571686
CHEMBL509631
DTXSID40181100
CHEBI:187583
LMPK12050367
5-hydroxy-2'-methoxy-6,7-methylenedioxy-isoflavone
8H-1,3-Dioxolo(4,5-g)(1)benzopyran-8-one, 9-hydroxy-7-(2-methoxyphenyl)-

2D Structure

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2D Structure of Irisone A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9678 96.78%
Caco-2 + 0.6810 68.10%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.8117 81.17%
OATP2B1 inhibitior - 0.8625 86.25%
OATP1B1 inhibitior + 0.9447 94.47%
OATP1B3 inhibitior + 0.9745 97.45%
MATE1 inhibitior + 0.5200 52.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.6625 66.25%
P-glycoprotein inhibitior + 0.7187 71.87%
P-glycoprotein substrate - 0.8575 85.75%
CYP3A4 substrate + 0.5743 57.43%
CYP2C9 substrate - 0.8007 80.07%
CYP2D6 substrate - 0.8454 84.54%
CYP3A4 inhibition + 0.8482 84.82%
CYP2C9 inhibition + 0.9160 91.60%
CYP2C19 inhibition + 0.8702 87.02%
CYP2D6 inhibition + 0.6199 61.99%
CYP1A2 inhibition - 0.5406 54.06%
CYP2C8 inhibition + 0.4588 45.88%
CYP inhibitory promiscuity + 0.8506 85.06%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4102 41.02%
Eye corrosion - 0.9839 98.39%
Eye irritation + 0.8058 80.58%
Skin irritation - 0.7121 71.21%
Skin corrosion - 0.9604 96.04%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5458 54.58%
Micronuclear + 0.8474 84.74%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8598 85.98%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.6489 64.89%
Acute Oral Toxicity (c) III 0.4152 41.52%
Estrogen receptor binding + 0.9462 94.62%
Androgen receptor binding + 0.7594 75.94%
Thyroid receptor binding + 0.6651 66.51%
Glucocorticoid receptor binding + 0.9234 92.34%
Aromatase binding + 0.8599 85.99%
PPAR gamma + 0.8314 83.14%
Honey bee toxicity - 0.7835 78.35%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9112 91.12%

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 99.24% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.95% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.78% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.70% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.71% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.58% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.27% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.98% 89.00%
CHEMBL2535 P11166 Glucose transporter 90.65% 98.75%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 84.96% 98.21%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.20% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.10% 92.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.76% 96.09%
CHEMBL4208 P20618 Proteasome component C5 83.74% 90.00%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 81.10% 82.67%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.47% 89.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.02% 96.00%

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.
Iris missouriensis
Iris tenuifolia

Cross-Links

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PubChem 5491929
LOTUS LTS0138946
wikiData Q83051727