(R)-2-Chloro-1,7-dihydroxy-3,9-dimethoxy-1-methyl-1H-benzo[c]chromene-4,6-dione

Details

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Internal ID a91493d8-bfd4-4afd-8c33-045f64093b1c
Taxonomy Phenylpropanoids and polyketides > Isocoumarins and derivatives
IUPAC Name (1R)-2-chloro-1,7-dihydroxy-3,9-dimethoxy-1-methylbenzo[c]chromene-4,6-dione
SMILES (Canonical) CC1(C2=C(C(=O)C(=C1Cl)OC)OC(=O)C3=C2C=C(C=C3O)OC)O
SMILES (Isomeric) C[C@]1(C2=C(C(=O)C(=C1Cl)OC)OC(=O)C3=C2C=C(C=C3O)OC)O
InChI InChI=1S/C16H13ClO7/c1-16(21)10-7-4-6(22-2)5-8(18)9(7)15(20)24-12(10)11(19)13(23-3)14(16)17/h4-5,18,21H,1-3H3/t16-/m1/s1
InChI Key UMKWAHOXPWRVRW-MRXNPFEDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C16H13ClO7
Molecular Weight 352.72 g/mol
Exact Mass 352.0349804 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.01
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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(R)-2-Chloro-1,7-dihydroxy-3,9-dimethoxy-1-methyl-1H-benzo[c]chromene-4,6-dione
503616-23-7
NCGC00380847-01!(1R)-2-chloro-1,7-dihydroxy-3,9-dimethoxy-1-methylbenzo[c]chromene-4,6-dione

2D Structure

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2D Structure of (R)-2-Chloro-1,7-dihydroxy-3,9-dimethoxy-1-methyl-1H-benzo[c]chromene-4,6-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9736 97.36%
Caco-2 + 0.7979 79.79%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6014 60.14%
OATP2B1 inhibitior - 0.7131 71.31%
OATP1B1 inhibitior + 0.9045 90.45%
OATP1B3 inhibitior + 0.8725 87.25%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.6458 64.58%
P-glycoprotein inhibitior - 0.7137 71.37%
P-glycoprotein substrate - 0.8244 82.44%
CYP3A4 substrate + 0.6235 62.35%
CYP2C9 substrate + 0.6180 61.80%
CYP2D6 substrate - 0.8675 86.75%
CYP3A4 inhibition - 0.8314 83.14%
CYP2C9 inhibition - 0.8288 82.88%
CYP2C19 inhibition - 0.7284 72.84%
CYP2D6 inhibition - 0.8864 88.64%
CYP1A2 inhibition - 0.8140 81.40%
CYP2C8 inhibition + 0.5415 54.15%
CYP inhibitory promiscuity - 0.5421 54.21%
UGT catelyzed - 0.5638 56.38%
Carcinogenicity (binary) - 0.8468 84.68%
Carcinogenicity (trinary) Danger 0.7392 73.92%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.6671 66.71%
Skin irritation - 0.7052 70.52%
Skin corrosion - 0.9436 94.36%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7855 78.55%
Micronuclear + 0.6500 65.00%
Hepatotoxicity + 0.5698 56.98%
skin sensitisation - 0.8383 83.83%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.4628 46.28%
Acute Oral Toxicity (c) III 0.5117 51.17%
Estrogen receptor binding + 0.7858 78.58%
Androgen receptor binding + 0.7397 73.97%
Thyroid receptor binding + 0.6777 67.77%
Glucocorticoid receptor binding + 0.7791 77.91%
Aromatase binding + 0.7582 75.82%
PPAR gamma + 0.8334 83.34%
Honey bee toxicity - 0.8304 83.04%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9946 99.46%

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 99.65% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.24% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.10% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 96.15% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.88% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.45% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 92.27% 94.73%
CHEMBL2581 P07339 Cathepsin D 88.44% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 87.26% 91.49%
CHEMBL3085 P43003 Excitatory amino acid transporter 1 86.95% 94.67%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.91% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.91% 97.14%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 83.41% 96.67%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 82.83% 100.00%
CHEMBL2535 P11166 Glucose transporter 81.64% 98.75%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 81.58% 92.29%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.57% 91.07%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.21% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.17% 89.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.09% 100.00%

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 24905551
LOTUS LTS0047298
wikiData Q105275599