PlantaeDB Logo
Login Sign-up

(E)-1-[2,4-dihydroxy-3-[(E,1R,5S)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-enyl]-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 4635fdde-54fa-4989-a646-c70d041d096e
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids > Curcuminoids
IUPAC Name (E)-1-[2,4-dihydroxy-3-[(E,1R,5S)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-enyl]-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
SMILES (Canonical) COC1=C(C(=C(C(=C1)O)C(C=CCC(CCC2=CC=C(C=C2)O)O)C3=CC=C(C=C3)O)O)C(=O)C=CC4=CC=C(C=C4)O
SMILES (Isomeric) COC1=C(C(=C(C(=C1)O)[C@H](/C=C/C[C@H](CCC2=CC=C(C=C2)O)O)C3=CC=C(C=C3)O)O)C(=O)/C=C/C4=CC=C(C=C4)O
InChI InChI=1S/C35H34O8/c1-43-32-21-31(41)33(35(42)34(32)30(40)20-10-23-8-16-27(38)17-9-23)29(24-11-18-28(39)19-12-24)4-2-3-25(36)13-5-22-6-14-26(37)15-7-22/h2,4,6-12,14-21,25,29,36-39,41-42H,3,5,13H2,1H3/b4-2+,20-10+/t25-,29-/m1/s1
InChI Key DHYXVFFHVYUZJU-IQCVCLICSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C35H34O8
Molecular Weight 582.60 g/mol
Exact Mass 582.22536804 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP 6.80
Atomic LogP (AlogP) 6.19
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 12

Synonyms

Top
164991-54-2
(2E)-1-[2,4-Dihydroxy-3-[(1R,2E,5S)-5-hydroxy-1,7-bis(4-hydroxyphenyl)-2-hepten-1-yl]-6-methoxyphenyl]-3-(4-hydroxyphenyl)-2-propen-1-one

2D Structure

Top
2D Structure of (E)-1-[2,4-dihydroxy-3-[(E,1R,5S)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-enyl]-6-methoxyphenyl]-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 + 0.9830 98.30%
Caco-2 - 0.8679 86.79%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8723 87.23%
OATP2B1 inhibitior + 0.5696 56.96%
OATP1B1 inhibitior + 0.8353 83.53%
OATP1B3 inhibitior + 0.9410 94.10%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9088 90.88%
BSEP inhibitior + 0.9768 97.68%
P-glycoprotein inhibitior + 0.8426 84.26%
P-glycoprotein substrate + 0.7469 74.69%
CYP3A4 substrate + 0.6532 65.32%
CYP2C9 substrate - 0.8078 80.78%
CYP2D6 substrate - 0.8192 81.92%
CYP3A4 inhibition + 0.6678 66.78%
CYP2C9 inhibition + 0.5297 52.97%
CYP2C19 inhibition + 0.7368 73.68%
CYP2D6 inhibition - 0.8155 81.55%
CYP1A2 inhibition + 0.8299 82.99%
CYP2C8 inhibition + 0.7785 77.85%
CYP inhibitory promiscuity + 0.6312 63.12%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8582 85.82%
Carcinogenicity (trinary) Non-required 0.7110 71.10%
Eye corrosion - 0.9856 98.56%
Eye irritation - 0.8942 89.42%
Skin irritation - 0.7488 74.88%
Skin corrosion - 0.9247 92.47%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8781 87.81%
Micronuclear - 0.6482 64.82%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.7726 77.26%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.8900 89.00%
Acute Oral Toxicity (c) III 0.6598 65.98%
Estrogen receptor binding + 0.8768 87.68%
Androgen receptor binding + 0.8069 80.69%
Thyroid receptor binding + 0.6141 61.41%
Glucocorticoid receptor binding + 0.7748 77.48%
Aromatase binding - 0.5288 52.88%
PPAR gamma + 0.7590 75.90%
Honey bee toxicity - 0.7152 71.52%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9634 96.34%

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 98.53% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.84% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.63% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.13% 99.17%
CHEMBL2581 P07339 Cathepsin D 94.56% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.92% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 92.85% 95.50%
CHEMBL3194 P02766 Transthyretin 92.73% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.25% 96.00%
CHEMBL2535 P11166 Glucose transporter 91.54% 98.75%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 90.45% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.58% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.15% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.34% 95.89%
CHEMBL1255126 O15151 Protein Mdm4 87.96% 90.20%
CHEMBL4208 P20618 Proteasome component C5 86.00% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.50% 89.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.23% 94.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.85% 85.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.81% 93.99%
CHEMBL3401 O75469 Pregnane X receptor 82.50% 94.73%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 81.91% 100.00%
CHEMBL1907 P15144 Aminopeptidase N 81.21% 93.31%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.12% 89.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.12% 92.94%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.06% 100.00%

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.
Alpinia roxburghii

Cross-Links

Top
PubChem 10555277
LOTUS LTS0227433
wikiData Q104981009