3,4,7-Trimethoxy-9,10-dihydrophenanthrene-2,6-diol

Details

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Internal ID b441a2db-2ffe-4cfa-b817-85b4e30c0414
Taxonomy Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
IUPAC Name 3,4,7-trimethoxy-9,10-dihydrophenanthrene-2,6-diol
SMILES (Canonical) COC1=C(C=C2C(=C1)CCC3=CC(=C(C(=C32)OC)OC)O)O
SMILES (Isomeric) COC1=C(C=C2C(=C1)CCC3=CC(=C(C(=C32)OC)OC)O)O
InChI InChI=1S/C17H18O5/c1-20-14-7-9-4-5-10-6-13(19)16(21-2)17(22-3)15(10)11(9)8-12(14)18/h6-8,18-19H,4-5H2,1-3H3
InChI Key NHSFHLQEGHKRNB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H18O5
Molecular Weight 302.32 g/mol
Exact Mass 302.11542367 g/mol
Topological Polar Surface Area (TPSA) 68.20 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.89
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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DTXSID70701471
3,4,7-trimethoxy-9,10-dihydrophenanthrene-2,6-diol

2D Structure

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2D Structure of 3,4,7-Trimethoxy-9,10-dihydrophenanthrene-2,6-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9639 96.39%
Caco-2 + 0.8605 86.05%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.7841 78.41%
OATP2B1 inhibitior - 0.8547 85.47%
OATP1B1 inhibitior + 0.8974 89.74%
OATP1B3 inhibitior + 0.9467 94.67%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5696 56.96%
P-glycoprotein inhibitior - 0.9017 90.17%
P-glycoprotein substrate - 0.9142 91.42%
CYP3A4 substrate + 0.5228 52.28%
CYP2C9 substrate - 0.6180 61.80%
CYP2D6 substrate + 0.5879 58.79%
CYP3A4 inhibition - 0.8317 83.17%
CYP2C9 inhibition - 0.6767 67.67%
CYP2C19 inhibition + 0.5652 56.52%
CYP2D6 inhibition - 0.8292 82.92%
CYP1A2 inhibition + 0.9310 93.10%
CYP2C8 inhibition + 0.4777 47.77%
CYP inhibitory promiscuity + 0.5524 55.24%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8020 80.20%
Carcinogenicity (trinary) Non-required 0.5379 53.79%
Eye corrosion - 0.9825 98.25%
Eye irritation + 0.6464 64.64%
Skin irritation - 0.6648 66.48%
Skin corrosion - 0.9232 92.32%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4561 45.61%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8685 86.85%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.6946 69.46%
Acute Oral Toxicity (c) III 0.5562 55.62%
Estrogen receptor binding + 0.7660 76.60%
Androgen receptor binding - 0.6020 60.20%
Thyroid receptor binding + 0.6890 68.90%
Glucocorticoid receptor binding + 0.7796 77.96%
Aromatase binding + 0.6228 62.28%
PPAR gamma + 0.5851 58.51%
Honey bee toxicity - 0.9401 94.01%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5951 59.51%
Fish aquatic toxicity + 0.9266 92.66%

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 97.24% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.44% 96.09%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 94.22% 91.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.35% 86.33%
CHEMBL2535 P11166 Glucose transporter 89.02% 98.75%
CHEMBL1951 P21397 Monoamine oxidase A 88.51% 91.49%
CHEMBL4208 P20618 Proteasome component C5 85.93% 90.00%
CHEMBL2581 P07339 Cathepsin D 85.63% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.61% 99.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.45% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.33% 95.56%
CHEMBL2056 P21728 Dopamine D1 receptor 84.29% 91.00%
CHEMBL217 P14416 Dopamine D2 receptor 83.14% 95.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.58% 94.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.55% 93.99%

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 apiculatum
Combretum molle

Cross-Links

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PubChem 53438732
LOTUS LTS0205687
wikiData Q82633135