(3R)-5-hydroxy-3-[(4-hydroxyphenyl)methyl]-6,7,8-trimethoxy-2,3-dihydrochromen-4-one

Details

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Internal ID 55a1dbc5-e03a-4e7b-aac4-c5b56ab4cc67
Taxonomy Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans > Homoisoflavanones
IUPAC Name (3R)-5-hydroxy-3-[(4-hydroxyphenyl)methyl]-6,7,8-trimethoxy-2,3-dihydrochromen-4-one
SMILES (Canonical) COC1=C(C(=C2C(=C1O)C(=O)C(CO2)CC3=CC=C(C=C3)O)OC)OC
SMILES (Isomeric) COC1=C(C(=C2C(=C1O)C(=O)[C@@H](CO2)CC3=CC=C(C=C3)O)OC)OC
InChI InChI=1S/C19H20O7/c1-23-17-15(22)13-14(21)11(8-10-4-6-12(20)7-5-10)9-26-16(13)18(24-2)19(17)25-3/h4-7,11,20,22H,8-9H2,1-3H3/t11-/m1/s1
InChI Key SZCVKSHTEKEQNX-LLVKDONJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C19H20O7
Molecular Weight 360.40 g/mol
Exact Mass 360.12090297 g/mol
Topological Polar Surface Area (TPSA) 94.40 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.56
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R)-5-hydroxy-3-[(4-hydroxyphenyl)methyl]-6,7,8-trimethoxy-2,3-dihydrochromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9462 94.62%
Caco-2 + 0.7281 72.81%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7779 77.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8888 88.88%
OATP1B3 inhibitior - 0.3316 33.16%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.5524 55.24%
P-glycoprotein inhibitior - 0.5511 55.11%
P-glycoprotein substrate - 0.7209 72.09%
CYP3A4 substrate + 0.5673 56.73%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.7445 74.45%
CYP3A4 inhibition - 0.7492 74.92%
CYP2C9 inhibition - 0.5531 55.31%
CYP2C19 inhibition + 0.6687 66.87%
CYP2D6 inhibition - 0.7235 72.35%
CYP1A2 inhibition + 0.8764 87.64%
CYP2C8 inhibition + 0.6470 64.70%
CYP inhibitory promiscuity + 0.6970 69.70%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7086 70.86%
Eye corrosion - 0.9770 97.70%
Eye irritation - 0.5271 52.71%
Skin irritation - 0.8094 80.94%
Skin corrosion - 0.9810 98.10%
Ames mutagenesis + 0.5446 54.46%
Human Ether-a-go-go-Related Gene inhibition - 0.7283 72.83%
Micronuclear + 0.6959 69.59%
Hepatotoxicity + 0.5104 51.04%
skin sensitisation - 0.9033 90.33%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.7820 78.20%
Acute Oral Toxicity (c) III 0.6760 67.60%
Estrogen receptor binding + 0.8873 88.73%
Androgen receptor binding + 0.7229 72.29%
Thyroid receptor binding + 0.6834 68.34%
Glucocorticoid receptor binding + 0.7346 73.46%
Aromatase binding - 0.6021 60.21%
PPAR gamma + 0.7035 70.35%
Honey bee toxicity - 0.8665 86.65%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.8451 84.51%

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 97.15% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.98% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.73% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.65% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.01% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.58% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.41% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.07% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.90% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.88% 86.33%
CHEMBL4040 P28482 MAP kinase ERK2 84.89% 83.82%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.12% 95.89%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 82.12% 93.10%

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.
Veltheimia bracteata

Cross-Links

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PubChem 9998603
LOTUS LTS0229097
wikiData Q105263998