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

Details

Top
Internal ID 71f2ea13-37b9-4630-9a0e-5ec87bb09fef
Taxonomy Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
IUPAC Name 6,7-dimethoxy-9,10-dihydrophenanthrene-2,3,5-triol
SMILES (Canonical) COC1=C(C(=C2C(=C1)CCC3=CC(=C(C=C32)O)O)O)OC
SMILES (Isomeric) COC1=C(C(=C2C(=C1)CCC3=CC(=C(C=C32)O)O)O)OC
InChI InChI=1S/C16H16O5/c1-20-13-6-9-4-3-8-5-11(17)12(18)7-10(8)14(9)15(19)16(13)21-2/h5-7,17-19H,3-4H2,1-2H3
InChI Key AVGZHCUCFZQAMN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
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

Top
DTXSID00701484
6,7-dimethoxy-9,10-dihydrophenanthrene-2,3,5-triol

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9430 94.30%
Caco-2 + 0.7089 70.89%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.7923 79.23%
OATP2B1 inhibitior - 0.5700 57.00%
OATP1B1 inhibitior + 0.9063 90.63%
OATP1B3 inhibitior + 0.9809 98.09%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5080 50.80%
P-glycoprotein inhibitior - 0.9050 90.50%
P-glycoprotein substrate - 0.9180 91.80%
CYP3A4 substrate + 0.5173 51.73%
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 + 0.5715 57.15%
CYP inhibitory promiscuity - 0.5875 58.75%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.7920 79.20%
Carcinogenicity (trinary) Non-required 0.5007 50.07%
Eye corrosion - 0.9785 97.85%
Eye irritation + 0.7255 72.55%
Skin irritation - 0.5932 59.32%
Skin corrosion - 0.8581 85.81%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4623 46.23%
Micronuclear - 0.5000 50.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.7904 79.04%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7302 73.02%
Acute Oral Toxicity (c) III 0.5852 58.52%
Estrogen receptor binding + 0.7671 76.71%
Androgen receptor binding - 0.5401 54.01%
Thyroid receptor binding + 0.6719 67.19%
Glucocorticoid receptor binding + 0.8543 85.43%
Aromatase binding + 0.5846 58.46%
PPAR gamma + 0.5490 54.90%
Honey bee toxicity - 0.9171 91.71%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6051 60.51%
Fish aquatic toxicity + 0.9342 93.42%

Targets

Top

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 98.46% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.94% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 94.66% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.30% 86.33%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 89.30% 91.79%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.53% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.35% 95.56%
CHEMBL4208 P20618 Proteasome component C5 87.23% 90.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.47% 93.99%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.55% 94.00%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 85.23% 92.68%
CHEMBL2535 P11166 Glucose transporter 84.42% 98.75%
CHEMBL2056 P21728 Dopamine D1 receptor 83.53% 91.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.43% 92.94%
CHEMBL5747 Q92793 CREB-binding protein 83.00% 95.12%
CHEMBL2581 P07339 Cathepsin D 81.90% 98.95%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 81.43% 98.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.09% 99.15%

Plants that contains it

Top
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 apiculatum
Combretum molle
Combretum psidioides

Cross-Links

Top
PubChem 53438747
LOTUS LTS0034218
wikiData Q82633156