(2R,3R)-3-hydroxy-2-(4-hydroxyphenyl)-5,7-dimethoxy-6,8-dimethyl-2,3-dihydrochromen-4-one

Details

Top
Internal ID 3502d484-934d-4f15-94c8-6023db1b969d
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
IUPAC Name (2R,3R)-3-hydroxy-2-(4-hydroxyphenyl)-5,7-dimethoxy-6,8-dimethyl-2,3-dihydrochromen-4-one
SMILES (Canonical) CC1=C2C(=C(C(=C1OC)C)OC)C(=O)C(C(O2)C3=CC=C(C=C3)O)O
SMILES (Isomeric) CC1=C2C(=C(C(=C1OC)C)OC)C(=O)[C@@H]([C@H](O2)C3=CC=C(C=C3)O)O
InChI InChI=1S/C19H20O6/c1-9-16(23-3)10(2)18-13(17(9)24-4)14(21)15(22)19(25-18)11-5-7-12(20)8-6-11/h5-8,15,19-20,22H,1-4H3/t15-,19+/m0/s1
InChI Key JRNGVSOQBPCIQW-HNAYVOBHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C19H20O6
Molecular Weight 344.40 g/mol
Exact Mass 344.12598835 g/mol
Topological Polar Surface Area (TPSA) 85.20 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.70
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,3R)-3-hydroxy-2-(4-hydroxyphenyl)-5,7-dimethoxy-6,8-dimethyl-2,3-dihydrochromen-4-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9711 97.11%
Caco-2 + 0.6905 69.05%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7936 79.36%
OATP2B1 inhibitior - 0.7189 71.89%
OATP1B1 inhibitior + 0.7670 76.70%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.4933 49.33%
P-glycoprotein substrate - 0.9330 93.30%
CYP3A4 substrate + 0.5477 54.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7355 73.55%
CYP3A4 inhibition - 0.7237 72.37%
CYP2C9 inhibition - 0.6863 68.63%
CYP2C19 inhibition + 0.6566 65.66%
CYP2D6 inhibition - 0.8329 83.29%
CYP1A2 inhibition + 0.8642 86.42%
CYP2C8 inhibition + 0.4616 46.16%
CYP inhibitory promiscuity + 0.7231 72.31%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5851 58.51%
Eye corrosion - 0.9825 98.25%
Eye irritation + 0.5568 55.68%
Skin irritation - 0.7275 72.75%
Skin corrosion - 0.9759 97.59%
Ames mutagenesis - 0.5354 53.54%
Human Ether-a-go-go-Related Gene inhibition - 0.7779 77.79%
Micronuclear + 0.8600 86.00%
Hepatotoxicity + 0.5551 55.51%
skin sensitisation - 0.9511 95.11%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.4606 46.06%
Acute Oral Toxicity (c) III 0.4741 47.41%
Estrogen receptor binding + 0.7182 71.82%
Androgen receptor binding + 0.5525 55.25%
Thyroid receptor binding + 0.6835 68.35%
Glucocorticoid receptor binding + 0.7379 73.79%
Aromatase binding - 0.5563 55.63%
PPAR gamma + 0.6987 69.87%
Honey bee toxicity - 0.8996 89.96%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.8969 89.69%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.22% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.47% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.27% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.15% 85.14%
CHEMBL2581 P07339 Cathepsin D 87.32% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 86.07% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.76% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.40% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.06% 94.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 84.10% 90.93%
CHEMBL3401 O75469 Pregnane X receptor 83.00% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.24% 97.09%
CHEMBL2535 P11166 Glucose transporter 81.41% 98.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.02% 96.09%

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.
Abies nephrolepis

Cross-Links

Top
PubChem 162866970
LOTUS LTS0175569
wikiData Q105134008