Dalspinosin

Details

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Internal ID 90669887-f6cb-4225-b5d3-7936541f0135
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids > 4-O-methylisoflavones
IUPAC Name 3-(3,4-dimethoxyphenyl)-5,7-dihydroxy-6-methoxychromen-4-one
SMILES (Canonical) COC1=C(C=C(C=C1)C2=COC3=C(C2=O)C(=C(C(=C3)O)OC)O)OC
SMILES (Isomeric) COC1=C(C=C(C=C1)C2=COC3=C(C2=O)C(=C(C(=C3)O)OC)O)OC
InChI InChI=1S/C18H16O7/c1-22-12-5-4-9(6-13(12)23-2)10-8-25-14-7-11(19)18(24-3)17(21)15(14)16(10)20/h4-8,19,21H,1-3H3
InChI Key MZERYTHMEZCPQG-UHFFFAOYSA-N
Popularity 11 references in papers

Physical and Chemical Properties

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Molecular Formula C18H16O7
Molecular Weight 344.30 g/mol
Exact Mass 344.08960285 g/mol
Topological Polar Surface Area (TPSA) 94.40 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.90
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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Junipegenin B
5,7-Dihydroxy-6,3',4'-trimethoxyisoflavone
78134-85-7
LMPK12050406
3-(3,4-dimethoxyphenyl)-5,7-dihydroxy-6-methoxychromen-4-one

2D Structure

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2D Structure of Dalspinosin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9417 94.17%
Caco-2 + 0.8197 81.97%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.6343 63.43%
OATP2B1 inhibitior - 0.7165 71.65%
OATP1B1 inhibitior + 0.9588 95.88%
OATP1B3 inhibitior + 0.8767 87.67%
MATE1 inhibitior + 0.5400 54.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.6237 62.37%
P-glycoprotein inhibitior + 0.6730 67.30%
P-glycoprotein substrate - 0.8754 87.54%
CYP3A4 substrate + 0.5643 56.43%
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 + 0.7251 72.51%
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 + 0.5771 57.71%
Skin irritation - 0.7187 71.87%
Skin corrosion - 0.9573 95.73%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7090 70.90%
Micronuclear + 0.8700 87.00%
Hepatotoxicity + 0.7250 72.50%
skin sensitisation - 0.9352 93.52%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.6894 68.94%
Acute Oral Toxicity (c) III 0.5210 52.10%
Estrogen receptor binding + 0.9155 91.55%
Androgen receptor binding + 0.7468 74.68%
Thyroid receptor binding + 0.7014 70.14%
Glucocorticoid receptor binding + 0.8220 82.20%
Aromatase binding + 0.6984 69.84%
PPAR gamma + 0.7829 78.29%
Honey bee toxicity - 0.8403 84.03%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5049 50.49%
Fish aquatic toxicity + 0.8724 87.24%

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
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.30% 94.00%
CHEMBL4302 P08183 P-glycoprotein 1 95.56% 92.98%
CHEMBL2581 P07339 Cathepsin D 95.49% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.56% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.75% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.89% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.83% 85.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.39% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.40% 95.56%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 84.98% 80.78%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 84.14% 98.11%
CHEMBL3194 P02766 Transthyretin 83.56% 90.71%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.33% 95.78%
CHEMBL1937 Q92769 Histone deacetylase 2 83.25% 94.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.94% 99.17%
CHEMBL5903 Q04771 Activin receptor type-1 82.51% 89.93%
CHEMBL1255126 O15151 Protein Mdm4 82.36% 90.20%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.33% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.88% 96.09%
CHEMBL5747 Q92793 CREB-binding protein 81.77% 95.12%
CHEMBL2717 Q9HCR9 Phosphodiesterase 11A 81.65% 85.00%

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.
Araucaria angustifolia
Dalbergia horrida
Iris japonica
Iris kashmiriana
Juniperus seravschanica
Lantana camara

Cross-Links

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PubChem 14185735
NPASS NPC41588
LOTUS LTS0221994
wikiData Q105175406