Araneosol

Details

Top
Internal ID 5e7fd4e6-d842-44a9-b07a-bc8cd6b2cf1b
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
IUPAC Name 5,7-dihydroxy-3,6,8-trimethoxy-2-(4-methoxyphenyl)chromen-4-one
SMILES (Canonical) COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C(=C(C(=C3O2)OC)O)OC)O)OC
SMILES (Isomeric) COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C(=C(C(=C3O2)OC)O)OC)O)OC
InChI InChI=1S/C19H18O8/c1-23-10-7-5-9(6-8-10)15-18(25-3)13(21)11-12(20)17(24-2)14(22)19(26-4)16(11)27-15/h5-8,20,22H,1-4H3
InChI Key UZIFGCHUAVTVIL-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C19H18O8
Molecular Weight 374.30 g/mol
Exact Mass 374.10016753 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.91
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

Top
50461-86-4
5,7-dihydroxy-3,6,8-trimethoxy-2-(4-methoxyphenyl)chromen-4-one
5,7-Dihydroxy-3,4',6,8-tetramethoxyflavone
5,7-DIHYDROXY-3,6,8-TRIMETHOXY-2-(4-METHOXYPHENYL)-4H-1-BENZOPYRAN-4-ONE
5,7-Dihydroxy-3,6,8-trimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one; 5,7-Dihydroxy-3,4',6,8-tetramethoxyflavone
SCHEMBL22361649
DTXSID60964694
5,7-dihydroxy-3,6,8-trimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
LMPK12113312
AKOS032962129
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of Araneosol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9417 94.17%
Caco-2 + 0.7860 78.60%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.6343 63.43%
OATP2B1 inhibitior - 0.7215 72.15%
OATP1B1 inhibitior + 0.9013 90.13%
OATP1B3 inhibitior + 0.8767 87.67%
MATE1 inhibitior + 0.5400 54.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.4763 47.63%
P-glycoprotein inhibitior + 0.8434 84.34%
P-glycoprotein substrate - 0.9026 90.26%
CYP3A4 substrate + 0.5085 50.85%
CYP2C9 substrate - 0.6401 64.01%
CYP2D6 substrate - 0.8296 82.96%
CYP3A4 inhibition + 0.6154 61.54%
CYP2C9 inhibition - 0.7484 74.84%
CYP2C19 inhibition + 0.5640 56.40%
CYP2D6 inhibition - 0.7310 73.10%
CYP1A2 inhibition + 0.8610 86.10%
CYP2C8 inhibition + 0.5452 54.52%
CYP inhibitory promiscuity + 0.8068 80.68%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6142 61.42%
Eye corrosion - 0.9818 98.18%
Eye irritation - 0.4838 48.38%
Skin irritation - 0.7187 71.87%
Skin corrosion - 0.9573 95.73%
Ames mutagenesis + 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4795 47.95%
Micronuclear + 0.8700 87.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.9352 93.52%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.5993 59.93%
Acute Oral Toxicity (c) III 0.5210 52.10%
Estrogen receptor binding + 0.9021 90.21%
Androgen receptor binding + 0.7901 79.01%
Thyroid receptor binding + 0.7545 75.45%
Glucocorticoid receptor binding + 0.8541 85.41%
Aromatase binding + 0.7136 71.36%
PPAR gamma + 0.7769 77.69%
Honey bee toxicity - 0.9390 93.90%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.8724 87.24%

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 98.71% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.28% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.29% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.64% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.43% 99.15%
CHEMBL2581 P07339 Cathepsin D 87.33% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.12% 89.00%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 85.85% 87.67%
CHEMBL1907 P15144 Aminopeptidase N 85.48% 93.31%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.19% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.06% 99.23%
CHEMBL4208 P20618 Proteasome component C5 82.00% 90.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 81.43% 81.11%

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.
Ambrosia grayi
Drummondita calida
Herissantia tiubae

Cross-Links

Top
PubChem 5491522
LOTUS LTS0165597
wikiData Q72443630