(4R)-7-hydroxy-4-(4-hydroxyphenyl)-6-(4-methoxy-6-oxopyran-2-yl)-5-methyl-3,4-dihydrochromen-2-one

Details

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Internal ID 3329d46a-e62d-4b14-b926-de307a53e23b
Taxonomy Phenylpropanoids and polyketides > Neoflavonoids > Neoflavans
IUPAC Name (4R)-7-hydroxy-4-(4-hydroxyphenyl)-6-(4-methoxy-6-oxopyran-2-yl)-5-methyl-3,4-dihydrochromen-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C22H18O7/c1-11-21-15(12-3-5-13(23)6-4-12)9-20(26)29-18(21)10-16(24)22(11)17-7-14(27-2)8-19(25)28-17/h3-8,10,15,23-24H,9H2,1-2H3/t15-/m1/s1
InChI Key IZLDEMGPMNPSSR-OAHLLOKOSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C22H18O7
Molecular Weight 394.40 g/mol
Exact Mass 394.10525291 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.48
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4R)-7-hydroxy-4-(4-hydroxyphenyl)-6-(4-methoxy-6-oxopyran-2-yl)-5-methyl-3,4-dihydrochromen-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9389 93.89%
Caco-2 - 0.5177 51.77%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8626 86.26%
OATP2B1 inhibitior - 0.5851 58.51%
OATP1B1 inhibitior + 0.8137 81.37%
OATP1B3 inhibitior + 0.9362 93.62%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.6917 69.17%
P-glycoprotein inhibitior + 0.6641 66.41%
P-glycoprotein substrate - 0.7804 78.04%
CYP3A4 substrate + 0.6077 60.77%
CYP2C9 substrate + 0.6368 63.68%
CYP2D6 substrate - 0.8303 83.03%
CYP3A4 inhibition - 0.8434 84.34%
CYP2C9 inhibition + 0.6630 66.30%
CYP2C19 inhibition - 0.8412 84.12%
CYP2D6 inhibition - 0.8875 88.75%
CYP1A2 inhibition - 0.8304 83.04%
CYP2C8 inhibition + 0.7980 79.80%
CYP inhibitory promiscuity - 0.6850 68.50%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9513 95.13%
Carcinogenicity (trinary) Non-required 0.5506 55.06%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8433 84.33%
Skin irritation - 0.8057 80.57%
Skin corrosion - 0.9584 95.84%
Ames mutagenesis + 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4461 44.61%
Micronuclear + 0.8200 82.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.9451 94.51%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7168 71.68%
Acute Oral Toxicity (c) III 0.4665 46.65%
Estrogen receptor binding + 0.8765 87.65%
Androgen receptor binding + 0.8774 87.74%
Thyroid receptor binding - 0.5130 51.30%
Glucocorticoid receptor binding + 0.8617 86.17%
Aromatase binding + 0.5672 56.72%
PPAR gamma + 0.7310 73.10%
Honey bee toxicity - 0.8536 85.36%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9235 92.35%

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%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.77% 85.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.71% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.35% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.30% 95.56%
CHEMBL2581 P07339 Cathepsin D 94.00% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.57% 99.23%
CHEMBL4040 P28482 MAP kinase ERK2 92.49% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.09% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.04% 94.45%
CHEMBL4208 P20618 Proteasome component C5 89.17% 90.00%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 88.34% 91.79%
CHEMBL2535 P11166 Glucose transporter 88.19% 98.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.56% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.43% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.43% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.35% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.58% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 81.10% 91.19%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.07% 97.33%

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.
Aloe vera

Cross-Links

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PubChem 44407909
NPASS NPC142863
LOTUS LTS0070627
wikiData Q105123276