1-[5,7-Dihydroxy-2,2-dimethyl-6-(3-methylbut-2-enyl)chromen-8-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one

Details

Top
Internal ID ee8f46ad-c48b-4e65-b25f-9eccc0549cf2
Taxonomy Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 3-prenylated chalcones
IUPAC Name 1-[5,7-dihydroxy-2,2-dimethyl-6-(3-methylbut-2-enyl)chromen-8-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one
SMILES (Canonical) CC(=CCC1=C(C(=C2C(=C1O)C=CC(O2)(C)C)C(=O)C=CC3=CC=C(C=C3)O)O)C
SMILES (Isomeric) CC(=CCC1=C(C(=C2C(=C1O)C=CC(O2)(C)C)C(=O)C=CC3=CC=C(C=C3)O)O)C
InChI InChI=1S/C25H26O5/c1-15(2)5-11-18-22(28)19-13-14-25(3,4)30-24(19)21(23(18)29)20(27)12-8-16-6-9-17(26)10-7-16/h5-10,12-14,26,28-29H,11H2,1-4H3
InChI Key KRZGSPKDWYNTHE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C25H26O5
Molecular Weight 406.50 g/mol
Exact Mass 406.17802393 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.39
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 1-[5,7-Dihydroxy-2,2-dimethyl-6-(3-methylbut-2-enyl)chromen-8-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9906 99.06%
Caco-2 - 0.5911 59.11%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6754 67.54%
OATP2B1 inhibitior - 0.5737 57.37%
OATP1B1 inhibitior + 0.7767 77.67%
OATP1B3 inhibitior + 0.9394 93.94%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9649 96.49%
P-glycoprotein inhibitior + 0.7475 74.75%
P-glycoprotein substrate - 0.5766 57.66%
CYP3A4 substrate + 0.5975 59.75%
CYP2C9 substrate - 0.8038 80.38%
CYP2D6 substrate - 0.8304 83.04%
CYP3A4 inhibition - 0.7581 75.81%
CYP2C9 inhibition + 0.8468 84.68%
CYP2C19 inhibition + 0.8691 86.91%
CYP2D6 inhibition - 0.8013 80.13%
CYP1A2 inhibition + 0.8795 87.95%
CYP2C8 inhibition + 0.6742 67.42%
CYP inhibitory promiscuity + 0.8729 87.29%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7003 70.03%
Eye corrosion - 0.9905 99.05%
Eye irritation + 0.5547 55.47%
Skin irritation - 0.7033 70.33%
Skin corrosion - 0.9187 91.87%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8217 82.17%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.6843 68.43%
skin sensitisation - 0.6463 64.63%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6725 67.25%
Acute Oral Toxicity (c) III 0.6869 68.69%
Estrogen receptor binding + 0.9611 96.11%
Androgen receptor binding + 0.8299 82.99%
Thyroid receptor binding + 0.7642 76.42%
Glucocorticoid receptor binding + 0.9016 90.16%
Aromatase binding + 0.7494 74.94%
PPAR gamma + 0.8870 88.70%
Honey bee toxicity - 0.8495 84.95%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9929 99.29%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.01% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.47% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.79% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 91.79% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.26% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.50% 96.09%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 89.35% 93.10%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.01% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.77% 85.14%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 87.76% 89.67%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.72% 96.00%
CHEMBL4208 P20618 Proteasome component C5 84.38% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.77% 99.17%

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.
Humulus lupulus

Cross-Links

Top
PubChem 25202486
LOTUS LTS0041983
wikiData Q105145312