5,6-Dimethoxy-9,10-dihydrophenanthrene-2,3,7-triol

Details

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Internal ID 3fb3d9c7-1e0a-484d-9f29-4ac607517a79
Taxonomy Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
IUPAC Name 5,6-dimethoxy-9,10-dihydrophenanthrene-2,3,7-triol
SMILES (Canonical) COC1=C(C=C2CCC3=CC(=C(C=C3C2=C1OC)O)O)O
SMILES (Isomeric) COC1=C(C=C2CCC3=CC(=C(C=C3C2=C1OC)O)O)O
InChI InChI=1S/C16H16O5/c1-20-15-13(19)6-9-4-3-8-5-11(17)12(18)7-10(8)14(9)16(15)21-2/h5-7,17-19H,3-4H2,1-2H3
InChI Key XIIIDATWDBODRK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H16O5
Molecular Weight 288.29 g/mol
Exact Mass 288.09977361 g/mol
Topological Polar Surface Area (TPSA) 79.20 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.59
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5,6-Dimethoxy-9,10-dihydrophenanthrene-2,3,7-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9430 94.30%
Caco-2 + 0.7062 70.62%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.7923 79.23%
OATP2B1 inhibitior - 0.5694 56.94%
OATP1B1 inhibitior + 0.8996 89.96%
OATP1B3 inhibitior + 0.9809 98.09%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.6927 69.27%
P-glycoprotein inhibitior - 0.9355 93.55%
P-glycoprotein substrate - 0.9539 95.39%
CYP3A4 substrate - 0.5340 53.40%
CYP2C9 substrate - 0.6147 61.47%
CYP2D6 substrate + 0.5206 52.06%
CYP3A4 inhibition - 0.8605 86.05%
CYP2C9 inhibition - 0.6271 62.71%
CYP2C19 inhibition + 0.5085 50.85%
CYP2D6 inhibition - 0.8424 84.24%
CYP1A2 inhibition + 0.9468 94.68%
CYP2C8 inhibition - 0.7640 76.40%
CYP inhibitory promiscuity - 0.5875 58.75%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.7920 79.20%
Carcinogenicity (trinary) Non-required 0.5007 50.07%
Eye corrosion - 0.9785 97.85%
Eye irritation + 0.7266 72.66%
Skin irritation - 0.5932 59.32%
Skin corrosion - 0.8581 85.81%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4674 46.74%
Micronuclear - 0.5000 50.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.7904 79.04%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7241 72.41%
Acute Oral Toxicity (c) III 0.5852 58.52%
Estrogen receptor binding + 0.7368 73.68%
Androgen receptor binding - 0.5536 55.36%
Thyroid receptor binding + 0.6122 61.22%
Glucocorticoid receptor binding + 0.7946 79.46%
Aromatase binding + 0.5690 56.90%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.9389 93.89%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9342 93.42%

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 98.38% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.10% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.20% 96.09%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 92.49% 91.79%
CHEMBL2581 P07339 Cathepsin D 87.52% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.09% 86.33%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 85.95% 92.68%
CHEMBL4208 P20618 Proteasome component C5 85.66% 90.00%
CHEMBL2535 P11166 Glucose transporter 85.47% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.74% 99.17%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.46% 93.99%
CHEMBL2056 P21728 Dopamine D1 receptor 81.22% 91.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.17% 95.56%

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.
Combretum psidioides

Cross-Links

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PubChem 154013145
LOTUS LTS0200332
wikiData Q105328497