5-[(Z)-16-(3,5-dihydroxyphenyl)hexadec-8-enyl]-2-methylbenzene-1,3-diol

Details

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Internal ID 7055a2ab-9c14-41af-9b92-919a28c40953
Taxonomy Benzenoids > Phenols > Benzenediols > Resorcinols
IUPAC Name 5-[(Z)-16-(3,5-dihydroxyphenyl)hexadec-8-enyl]-2-methylbenzene-1,3-diol
SMILES (Canonical) CC1=C(C=C(C=C1O)CCCCCCCC=CCCCCCCCC2=CC(=CC(=C2)O)O)O
SMILES (Isomeric) CC1=C(C=C(C=C1O)CCCCCCC/C=C\CCCCCCCC2=CC(=CC(=C2)O)O)O
InChI InChI=1S/C29H42O4/c1-23-28(32)20-25(21-29(23)33)17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-24-18-26(30)22-27(31)19-24/h2-3,18-22,30-33H,4-17H2,1H3/b3-2-
InChI Key VTCSBYCNJOKHOB-IHWYPQMZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H42O4
Molecular Weight 454.60 g/mol
Exact Mass 454.30830982 g/mol
Topological Polar Surface Area (TPSA) 80.90 Ų
XlogP 9.70
Atomic LogP (AlogP) 7.84
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[(Z)-16-(3,5-dihydroxyphenyl)hexadec-8-enyl]-2-methylbenzene-1,3-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9410 94.10%
Caco-2 - 0.7254 72.54%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8696 86.96%
OATP2B1 inhibitior - 0.8571 85.71%
OATP1B1 inhibitior + 0.8206 82.06%
OATP1B3 inhibitior + 0.9638 96.38%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7588 75.88%
BSEP inhibitior + 0.8630 86.30%
P-glycoprotein inhibitior + 0.7749 77.49%
P-glycoprotein substrate - 0.8981 89.81%
CYP3A4 substrate - 0.5141 51.41%
CYP2C9 substrate - 0.7928 79.28%
CYP2D6 substrate + 0.3567 35.67%
CYP3A4 inhibition + 0.8371 83.71%
CYP2C9 inhibition + 0.8792 87.92%
CYP2C19 inhibition + 0.7735 77.35%
CYP2D6 inhibition - 0.7746 77.46%
CYP1A2 inhibition + 0.8556 85.56%
CYP2C8 inhibition - 0.6098 60.98%
CYP inhibitory promiscuity + 0.8931 89.31%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7562 75.62%
Carcinogenicity (trinary) Non-required 0.7042 70.42%
Eye corrosion - 0.9710 97.10%
Eye irritation - 0.7312 73.12%
Skin irritation - 0.6374 63.74%
Skin corrosion - 0.6322 63.22%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8115 81.15%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6891 68.91%
skin sensitisation + 0.4891 48.91%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity - 0.5333 53.33%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.7464 74.64%
Acute Oral Toxicity (c) III 0.7238 72.38%
Estrogen receptor binding + 0.8820 88.20%
Androgen receptor binding + 0.7892 78.92%
Thyroid receptor binding + 0.5584 55.84%
Glucocorticoid receptor binding + 0.6217 62.17%
Aromatase binding + 0.5725 57.25%
PPAR gamma + 0.8193 81.93%
Honey bee toxicity - 0.9674 96.74%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity + 0.7062 70.62%
Fish aquatic toxicity + 0.9953 99.53%

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
CHEMBL3060 Q9Y345 Glycine transporter 2 94.48% 99.17%
CHEMBL2581 P07339 Cathepsin D 94.40% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.89% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 89.68% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.67% 96.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.31% 96.09%
CHEMBL4208 P20618 Proteasome component C5 84.39% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.50% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.35% 86.33%
CHEMBL3194 P02766 Transthyretin 81.19% 90.71%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.99% 90.24%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 80.33% 92.08%

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.
Grevillea glauca

Cross-Links

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PubChem 101534696
LOTUS LTS0276137
wikiData Q105292656