5-(4,7-Dihydroxy-2,8-dimethoxyphenanthren-1-yl)-7-hydroxy-2-methoxyphenanthrene-1,4-dione

Details

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Internal ID 4c551514-fc76-403c-8179-c9eb9a0e6d5c
Taxonomy Benzenoids > Phenanthrenes and derivatives > Phenanthrols
IUPAC Name 5-(4,7-dihydroxy-2,8-dimethoxyphenanthren-1-yl)-7-hydroxy-2-methoxyphenanthrene-1,4-dione
SMILES (Canonical) COC1=CC(=O)C2=C(C1=O)C=CC3=CC(=CC(=C32)C4=C(C=C(C5=C4C=CC6=C5C=CC(=C6OC)O)O)OC)O
SMILES (Isomeric) COC1=CC(=O)C2=C(C1=O)C=CC3=CC(=CC(=C32)C4=C(C=C(C5=C4C=CC6=C5C=CC(=C6OC)O)O)OC)O
InChI InChI=1S/C31H22O8/c1-37-24-12-22(34)27-16-8-9-21(33)31(39-3)17(16)6-7-18(27)28(24)20-11-15(32)10-14-4-5-19-29(26(14)20)23(35)13-25(38-2)30(19)36/h4-13,32-34H,1-3H3
InChI Key YJAVEJWPLMWCCZ-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H22O8
Molecular Weight 522.50 g/mol
Exact Mass 522.13146766 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 5.90
Atomic LogP (AlogP) 5.86
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-(4,7-Dihydroxy-2,8-dimethoxyphenanthren-1-yl)-7-hydroxy-2-methoxyphenanthrene-1,4-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9945 99.45%
Caco-2 - 0.7371 73.71%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.8104 81.04%
OATP2B1 inhibitior - 0.8626 86.26%
OATP1B1 inhibitior + 0.8927 89.27%
OATP1B3 inhibitior + 0.8417 84.17%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9559 95.59%
P-glycoprotein inhibitior + 0.7947 79.47%
P-glycoprotein substrate - 0.5443 54.43%
CYP3A4 substrate + 0.6298 62.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7787 77.87%
CYP3A4 inhibition - 0.6599 65.99%
CYP2C9 inhibition + 0.5520 55.20%
CYP2C19 inhibition - 0.5338 53.38%
CYP2D6 inhibition - 0.8471 84.71%
CYP1A2 inhibition + 0.8132 81.32%
CYP2C8 inhibition + 0.7761 77.61%
CYP inhibitory promiscuity + 0.6921 69.21%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9038 90.38%
Carcinogenicity (trinary) Non-required 0.4768 47.68%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.7970 79.70%
Skin irritation - 0.7157 71.57%
Skin corrosion - 0.9635 96.35%
Ames mutagenesis + 0.7456 74.56%
Human Ether-a-go-go-Related Gene inhibition - 0.4409 44.09%
Micronuclear + 0.8200 82.00%
Hepatotoxicity + 0.5916 59.16%
skin sensitisation - 0.8632 86.32%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity + 0.7300 73.00%
Acute Oral Toxicity (c) II 0.4792 47.92%
Estrogen receptor binding + 0.9098 90.98%
Androgen receptor binding + 0.8229 82.29%
Thyroid receptor binding + 0.5752 57.52%
Glucocorticoid receptor binding + 0.8057 80.57%
Aromatase binding - 0.5186 51.86%
PPAR gamma + 0.6398 63.98%
Honey bee toxicity - 0.7861 78.61%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9948 99.48%

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 98.01% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.74% 91.49%
CHEMBL2581 P07339 Cathepsin D 95.86% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.83% 95.56%
CHEMBL242 Q92731 Estrogen receptor beta 94.92% 98.35%
CHEMBL2535 P11166 Glucose transporter 94.15% 98.75%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 93.70% 92.68%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.70% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.44% 89.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 92.95% 96.67%
CHEMBL1255126 O15151 Protein Mdm4 91.77% 90.20%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.70% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.29% 99.17%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 89.83% 80.78%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.06% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.87% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.49% 99.23%
CHEMBL4208 P20618 Proteasome component C5 86.89% 90.00%
CHEMBL3194 P02766 Transthyretin 84.21% 90.71%
CHEMBL1907 P15144 Aminopeptidase N 82.80% 93.31%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.10% 96.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 81.79% 94.42%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 81.36% 92.38%

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.
Cynanchum viminale
Dendrobium thyrsiflorum
Lanaria lanata
Selaginella labordei

Cross-Links

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PubChem 11352948
NPASS NPC227759
LOTUS LTS0071920
wikiData Q105349159