2-(3,4-Dimethoxyphenyl)-7-methoxy-3,4-chromanediol

Details

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Internal ID 2446b4b1-0a87-4a19-9d54-2cab2bdc9dde
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > Leucoanthocyanidins
IUPAC Name 2-(3,4-dimethoxyphenyl)-7-methoxy-3,4-dihydro-2H-chromene-3,4-diol
SMILES (Canonical) COC1=CC2=C(C=C1)C(C(C(O2)C3=CC(=C(C=C3)OC)OC)O)O
SMILES (Isomeric) COC1=CC2=C(C=C1)C(C(C(O2)C3=CC(=C(C=C3)OC)OC)O)O
InChI InChI=1S/C18H20O6/c1-21-11-5-6-12-14(9-11)24-18(17(20)16(12)19)10-4-7-13(22-2)15(8-10)23-3/h4-9,16-20H,1-3H3
InChI Key QCFSYZYQJLPYCO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C18H20O6
Molecular Weight 332.30 g/mol
Exact Mass 332.12598835 g/mol
Topological Polar Surface Area (TPSA) 77.40 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.24
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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2-(3,4-Dimethoxyphenyl)-7-methoxy-3,4-chromanediol #
2H-1-Benzopyran-3,4-diol, 2-(3,4-dimethoxyphenyl)-3,4-dihydro-7-methoxy-, [2R-(2.alpha.,3.beta.,4.alpha.)]-

2D Structure

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2D Structure of 2-(3,4-Dimethoxyphenyl)-7-methoxy-3,4-chromanediol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9258 92.58%
Caco-2 + 0.7972 79.72%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6995 69.95%
OATP2B1 inhibitior - 0.8602 86.02%
OATP1B1 inhibitior + 0.9315 93.15%
OATP1B3 inhibitior + 0.9874 98.74%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.4396 43.96%
P-glycoprotein substrate - 0.8449 84.49%
CYP3A4 substrate + 0.5435 54.35%
CYP2C9 substrate - 0.7970 79.70%
CYP2D6 substrate + 0.4706 47.06%
CYP3A4 inhibition - 0.8602 86.02%
CYP2C9 inhibition - 0.8699 86.99%
CYP2C19 inhibition - 0.6326 63.26%
CYP2D6 inhibition - 0.8642 86.42%
CYP1A2 inhibition + 0.7686 76.86%
CYP2C8 inhibition + 0.5223 52.23%
CYP inhibitory promiscuity + 0.6037 60.37%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5657 56.57%
Eye corrosion - 0.9849 98.49%
Eye irritation + 0.5355 53.55%
Skin irritation - 0.7480 74.80%
Skin corrosion - 0.9518 95.18%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4736 47.36%
Micronuclear + 0.7600 76.00%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.9252 92.52%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.7884 78.84%
Acute Oral Toxicity (c) III 0.4720 47.20%
Estrogen receptor binding + 0.6483 64.83%
Androgen receptor binding - 0.6005 60.05%
Thyroid receptor binding + 0.7639 76.39%
Glucocorticoid receptor binding - 0.4841 48.41%
Aromatase binding - 0.5973 59.73%
PPAR gamma + 0.5700 57.00%
Honey bee toxicity - 0.8819 88.19%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.8793 87.93%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.62% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.24% 85.14%
CHEMBL2535 P11166 Glucose transporter 91.16% 98.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.77% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.54% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.65% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.52% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.80% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.32% 99.17%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 84.57% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.85% 94.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.60% 86.92%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.54% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.22% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.15% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.74% 97.14%
CHEMBL2581 P07339 Cathepsin D 80.56% 98.95%

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.
Acacia fasciculifera
Umtiza listeriana

Cross-Links

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PubChem 602147
LOTUS LTS0211552
wikiData Q105218210