1,4,6,8-Tetrahydroxy-3-methoxy-2-(3-methylbut-2-enyl)xanthen-9-one

Details

Top
Internal ID 207dfaa5-66bb-416a-a2a1-582a964a5485
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 2-prenylated xanthones
IUPAC Name 1,4,6,8-tetrahydroxy-3-methoxy-2-(3-methylbut-2-enyl)xanthen-9-one
SMILES (Canonical) CC(=CCC1=C(C2=C(C(=C1OC)O)OC3=CC(=CC(=C3C2=O)O)O)O)C
SMILES (Isomeric) CC(=CCC1=C(C2=C(C(=C1OC)O)OC3=CC(=CC(=C3C2=O)O)O)O)C
InChI InChI=1S/C19H18O7/c1-8(2)4-5-10-15(22)14-16(23)13-11(21)6-9(20)7-12(13)26-19(14)17(24)18(10)25-3/h4,6-7,20-22,24H,5H2,1-3H3
InChI Key KXADJEMGJTZNCH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C19H18O7
Molecular Weight 358.30 g/mol
Exact Mass 358.10525291 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.29
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 1,4,6,8-Tetrahydroxy-3-methoxy-2-(3-methylbut-2-enyl)xanthen-9-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9597 95.97%
Caco-2 + 0.5931 59.31%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Nucleus 0.4785 47.85%
OATP2B1 inhibitior - 0.5502 55.02%
OATP1B1 inhibitior + 0.8560 85.60%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.5826 58.26%
P-glycoprotein inhibitior - 0.6139 61.39%
P-glycoprotein substrate - 0.7934 79.34%
CYP3A4 substrate + 0.5479 54.79%
CYP2C9 substrate - 0.5929 59.29%
CYP2D6 substrate - 0.8145 81.45%
CYP3A4 inhibition - 0.7527 75.27%
CYP2C9 inhibition + 0.8949 89.49%
CYP2C19 inhibition + 0.8994 89.94%
CYP2D6 inhibition + 0.8761 87.61%
CYP1A2 inhibition + 0.9107 91.07%
CYP2C8 inhibition + 0.5499 54.99%
CYP inhibitory promiscuity + 0.8961 89.61%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6993 69.93%
Eye corrosion - 0.9886 98.86%
Eye irritation + 0.6615 66.15%
Skin irritation - 0.7475 74.75%
Skin corrosion - 0.9429 94.29%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5303 53.03%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8011 80.11%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7946 79.46%
Acute Oral Toxicity (c) III 0.6336 63.36%
Estrogen receptor binding + 0.8796 87.96%
Androgen receptor binding + 0.6887 68.87%
Thyroid receptor binding - 0.5453 54.53%
Glucocorticoid receptor binding + 0.8648 86.48%
Aromatase binding + 0.7016 70.16%
PPAR gamma + 0.9168 91.68%
Honey bee toxicity - 0.8291 82.91%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9850 98.50%

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 99.53% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.61% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.41% 94.45%
CHEMBL1929 P47989 Xanthine dehydrogenase 92.40% 96.12%
CHEMBL3401 O75469 Pregnane X receptor 92.26% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.25% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.66% 89.00%
CHEMBL3194 P02766 Transthyretin 90.42% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.38% 99.17%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 89.12% 89.34%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.84% 94.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.43% 96.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.76% 95.56%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 86.82% 98.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.42% 93.99%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 83.21% 95.64%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.41% 99.23%

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.
Hypericum sampsonii

Cross-Links

Top
PubChem 11772726
LOTUS LTS0150806
wikiData Q105147246