3,5-Dihydroxy-4-(3,7-dimethyl-2,6-octadienyl) bibenzyl

Details

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Internal ID 30f6771c-5b5d-4df3-b1b0-feb8177d9138
Taxonomy Phenylpropanoids and polyketides > Stilbenes
IUPAC Name 2-(3,7-dimethylocta-2,6-dienyl)-5-(2-phenylethyl)benzene-1,3-diol
SMILES (Canonical) CC(=CCCC(=CCC1=C(C=C(C=C1O)CCC2=CC=CC=C2)O)C)C
SMILES (Isomeric) CC(=CCCC(=CCC1=C(C=C(C=C1O)CCC2=CC=CC=C2)O)C)C
InChI InChI=1S/C24H30O2/c1-18(2)8-7-9-19(3)12-15-22-23(25)16-21(17-24(22)26)14-13-20-10-5-4-6-11-20/h4-6,8,10-12,16-17,25-26H,7,9,13-15H2,1-3H3
InChI Key WTWZFOPHJSERHR-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H30O2
Molecular Weight 350.50 g/mol
Exact Mass 350.224580195 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 7.20
Atomic LogP (AlogP) 6.12
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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3,5-dihydroxy-4-(3,7-dimethyl-2,6-octadienyl) bibenzyl
2-(3,7-dimethylocta-2,6-dienyl)-5-(2-phenylethyl)benzene-1,3-diol

2D Structure

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2D Structure of 3,5-Dihydroxy-4-(3,7-dimethyl-2,6-octadienyl) bibenzyl

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9926 99.26%
Caco-2 - 0.5255 52.55%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7638 76.38%
OATP2B1 inhibitior - 0.8489 84.89%
OATP1B1 inhibitior + 0.8679 86.79%
OATP1B3 inhibitior + 0.9037 90.37%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9788 97.88%
P-glycoprotein inhibitior + 0.7637 76.37%
P-glycoprotein substrate - 0.8255 82.55%
CYP3A4 substrate - 0.5492 54.92%
CYP2C9 substrate - 0.7887 78.87%
CYP2D6 substrate + 0.3876 38.76%
CYP3A4 inhibition + 0.6430 64.30%
CYP2C9 inhibition + 0.6905 69.05%
CYP2C19 inhibition + 0.7597 75.97%
CYP2D6 inhibition - 0.7462 74.62%
CYP1A2 inhibition + 0.8301 83.01%
CYP2C8 inhibition + 0.4677 46.77%
CYP inhibitory promiscuity + 0.8936 89.36%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8039 80.39%
Carcinogenicity (trinary) Non-required 0.6992 69.92%
Eye corrosion - 0.9791 97.91%
Eye irritation - 0.5913 59.13%
Skin irritation - 0.7431 74.31%
Skin corrosion - 0.7496 74.96%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8442 84.42%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation + 0.5205 52.05%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.7987 79.87%
Acute Oral Toxicity (c) III 0.5474 54.74%
Estrogen receptor binding + 0.9163 91.63%
Androgen receptor binding + 0.7568 75.68%
Thyroid receptor binding + 0.7125 71.25%
Glucocorticoid receptor binding + 0.7289 72.89%
Aromatase binding + 0.7268 72.68%
PPAR gamma + 0.9211 92.11%
Honey bee toxicity - 0.8654 86.54%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 1.0000 100.00%

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 97.50% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.42% 98.95%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 96.47% 92.08%
CHEMBL3401 O75469 Pregnane X receptor 94.37% 94.73%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.62% 94.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.67% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.72% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.99% 96.09%
CHEMBL2039 P27338 Monoamine oxidase B 85.69% 92.51%
CHEMBL5805 Q9NR97 Toll-like receptor 8 85.66% 96.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.12% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 82.98% 91.49%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.54% 95.50%
CHEMBL240 Q12809 HERG 81.12% 89.76%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 80.34% 100.00%

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.
Helichrysum umbraculigerum
Radula complanata

Cross-Links

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PubChem 69713304
LOTUS LTS0036013
wikiData Q105312839