(R)-2,3-Dihydro-7-demethylrobustigenin

Details

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Internal ID fd360f09-a641-49f5-9fe1-0925b3b59758
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids
IUPAC Name (3R)-5,7-dihydroxy-3-(2,4,5-trimethoxyphenyl)-2,3-dihydrochromen-4-one
SMILES (Canonical) COC1=CC(=C(C=C1C2COC3=CC(=CC(=C3C2=O)O)O)OC)OC
SMILES (Isomeric) COC1=CC(=C(C=C1[C@@H]2COC3=CC(=CC(=C3C2=O)O)O)OC)OC
InChI InChI=1S/C18H18O7/c1-22-13-7-15(24-3)14(23-2)6-10(13)11-8-25-16-5-9(19)4-12(20)17(16)18(11)21/h4-7,11,19-20H,8H2,1-3H3/t11-/m0/s1
InChI Key DWYGHGCLIOYRFR-NSHDSACASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C18H18O7
Molecular Weight 346.30 g/mol
Exact Mass 346.10525291 g/mol
Topological Polar Surface Area (TPSA) 94.40 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.48
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (R)-2,3-Dihydro-7-demethylrobustigenin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9375 93.75%
Caco-2 + 0.8905 89.05%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6870 68.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9205 92.05%
OATP1B3 inhibitior - 0.2876 28.76%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.5525 55.25%
P-glycoprotein inhibitior - 0.5386 53.86%
P-glycoprotein substrate - 0.8210 82.10%
CYP3A4 substrate + 0.5387 53.87%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.7896 78.96%
CYP3A4 inhibition + 0.5610 56.10%
CYP2C9 inhibition - 0.5626 56.26%
CYP2C19 inhibition + 0.5051 50.51%
CYP2D6 inhibition - 0.8348 83.48%
CYP1A2 inhibition + 0.7358 73.58%
CYP2C8 inhibition - 0.5815 58.15%
CYP inhibitory promiscuity + 0.7810 78.10%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7121 71.21%
Eye corrosion - 0.9831 98.31%
Eye irritation - 0.5068 50.68%
Skin irritation - 0.7805 78.05%
Skin corrosion - 0.9646 96.46%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6445 64.45%
Micronuclear + 0.8000 80.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.9254 92.54%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.5372 53.72%
Acute Oral Toxicity (c) III 0.6750 67.50%
Estrogen receptor binding + 0.8709 87.09%
Androgen receptor binding + 0.6933 69.33%
Thyroid receptor binding + 0.7114 71.14%
Glucocorticoid receptor binding + 0.7545 75.45%
Aromatase binding - 0.6164 61.64%
PPAR gamma + 0.7161 71.61%
Honey bee toxicity - 0.7978 79.78%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5451 54.51%
Fish aquatic toxicity + 0.8527 85.27%

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 98.72% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.07% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.95% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.61% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.61% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.81% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.76% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.93% 86.33%
CHEMBL2535 P11166 Glucose transporter 86.77% 98.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.46% 94.00%
CHEMBL4208 P20618 Proteasome component C5 86.15% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.12% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.84% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.97% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.64% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.13% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.97% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 81.89% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.80% 100.00%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 81.71% 82.67%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.54% 93.99%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.16% 92.62%
CHEMBL3194 P02766 Transthyretin 81.15% 90.71%

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.
Erythrina sacleuxii

Cross-Links

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PubChem 12971610
NPASS NPC101658
LOTUS LTS0240120
wikiData Q104990854