Rhynchospermin

Details

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Internal ID 50580e58-5954-400a-a264-b133fbf4dadb
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavones > 8-prenylated flavones
IUPAC Name 3,5-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-methoxy-8-(3-methylbut-2-enyl)chromen-4-one
SMILES (Canonical) CC(=CCC1=C(C=C(C2=C1OC(=C(C2=O)O)C3=CC(=C(C=C3)OC)O)O)OC)C
SMILES (Isomeric) CC(=CCC1=C(C=C(C2=C1OC(=C(C2=O)O)C3=CC(=C(C=C3)OC)O)O)OC)C
InChI InChI=1S/C22H22O7/c1-11(2)5-7-13-17(28-4)10-15(24)18-19(25)20(26)21(29-22(13)18)12-6-8-16(27-3)14(23)9-12/h5-6,8-10,23-24,26H,7H2,1-4H3
InChI Key KONYWOHBNGVQST-UHFFFAOYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C22H22O7
Molecular Weight 398.40 g/mol
Exact Mass 398.13655304 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.10
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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CHEBI:178232
LMPK12112650
3,5-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-methoxy-8-(3-methylbut-2-enyl)chromen-4-one

2D Structure

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2D Structure of Rhynchospermin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9894 98.94%
Caco-2 + 0.8146 81.46%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.7007 70.07%
OATP2B1 inhibitior - 0.7018 70.18%
OATP1B1 inhibitior + 0.9159 91.59%
OATP1B3 inhibitior + 0.8634 86.34%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6958 69.58%
P-glycoprotein inhibitior + 0.7774 77.74%
P-glycoprotein substrate - 0.6207 62.07%
CYP3A4 substrate + 0.5829 58.29%
CYP2C9 substrate - 0.5929 59.29%
CYP2D6 substrate - 0.8145 81.45%
CYP3A4 inhibition - 0.8014 80.14%
CYP2C9 inhibition + 0.8898 88.98%
CYP2C19 inhibition + 0.9435 94.35%
CYP2D6 inhibition - 0.5726 57.26%
CYP1A2 inhibition + 0.7497 74.97%
CYP2C8 inhibition + 0.7799 77.99%
CYP inhibitory promiscuity + 0.9246 92.46%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6363 63.63%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.6189 61.89%
Skin irritation - 0.7699 76.99%
Skin corrosion - 0.9621 96.21%
Ames mutagenesis + 0.6363 63.63%
Human Ether-a-go-go-Related Gene inhibition - 0.4013 40.13%
Micronuclear + 0.5100 51.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8209 82.09%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.7698 76.98%
Acute Oral Toxicity (c) III 0.7315 73.15%
Estrogen receptor binding + 0.8766 87.66%
Androgen receptor binding + 0.7465 74.65%
Thyroid receptor binding + 0.5701 57.01%
Glucocorticoid receptor binding + 0.8582 85.82%
Aromatase binding + 0.6578 65.78%
PPAR gamma + 0.8650 86.50%
Honey bee toxicity - 0.7914 79.14%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9888 98.88%

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 99.09% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.85% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.74% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.55% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.05% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.80% 89.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 92.65% 85.30%
CHEMBL3401 O75469 Pregnane X receptor 91.22% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.59% 99.17%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 88.96% 98.11%
CHEMBL3194 P02766 Transthyretin 88.77% 90.71%
CHEMBL1937 Q92769 Histone deacetylase 2 87.47% 94.75%
CHEMBL1951 P21397 Monoamine oxidase A 87.42% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.40% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.44% 96.00%
CHEMBL1929 P47989 Xanthine dehydrogenase 86.42% 96.12%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.20% 85.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.78% 96.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.77% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.53% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.07% 95.50%

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.
Peucedanum japonicum
Rhynchosia hirta

Cross-Links

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PubChem 13896029
NPASS NPC91538
LOTUS LTS0180468
wikiData Q105143903