(R)-3,5-dihydroxy-7-(15-hydroxyheptadecyl)benzoic acid

Details

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Internal ID cdd14f44-ad34-463f-a78c-585008393aab
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
IUPAC Name 2,4-dihydroxy-6-[(15R)-15-hydroxyheptadecyl]benzoic acid
SMILES (Canonical) CCC(CCCCCCCCCCCCCCC1=C(C(=CC(=C1)O)O)C(=O)O)O
SMILES (Isomeric) CC[C@H](CCCCCCCCCCCCCCC1=C(C(=CC(=C1)O)O)C(=O)O)O
InChI InChI=1S/C24H40O5/c1-2-20(25)16-14-12-10-8-6-4-3-5-7-9-11-13-15-19-17-21(26)18-22(27)23(19)24(28)29/h17-18,20,25-27H,2-16H2,1H3,(H,28,29)/t20-/m1/s1
InChI Key XSVWJFIIEKPTCR-HXUWFJFHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H40O5
Molecular Weight 408.60 g/mol
Exact Mass 408.28757437 g/mol
Topological Polar Surface Area (TPSA) 98.00 Ų
XlogP 8.50
Atomic LogP (AlogP) 6.18
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (R)-3,5-dihydroxy-7-(15-hydroxyheptadecyl)benzoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9751 97.51%
Caco-2 - 0.7089 70.89%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.9044 90.44%
OATP2B1 inhibitior - 0.8549 85.49%
OATP1B1 inhibitior + 0.9415 94.15%
OATP1B3 inhibitior + 0.9410 94.10%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.6117 61.17%
P-glycoprotein inhibitior - 0.6033 60.33%
P-glycoprotein substrate - 0.7616 76.16%
CYP3A4 substrate - 0.5517 55.17%
CYP2C9 substrate - 0.6409 64.09%
CYP2D6 substrate - 0.8684 86.84%
CYP3A4 inhibition - 0.5111 51.11%
CYP2C9 inhibition - 0.8079 80.79%
CYP2C19 inhibition - 0.7337 73.37%
CYP2D6 inhibition - 0.9008 90.08%
CYP1A2 inhibition - 0.8271 82.71%
CYP2C8 inhibition - 0.6511 65.11%
CYP inhibitory promiscuity - 0.8673 86.73%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8511 85.11%
Carcinogenicity (trinary) Non-required 0.7702 77.02%
Eye corrosion - 0.9868 98.68%
Eye irritation + 0.5940 59.40%
Skin irritation + 0.5515 55.15%
Skin corrosion - 0.8511 85.11%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6976 69.76%
Micronuclear - 0.9000 90.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation + 0.4836 48.36%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.6145 61.45%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.4918 49.18%
Acute Oral Toxicity (c) III 0.7110 71.10%
Estrogen receptor binding + 0.7542 75.42%
Androgen receptor binding + 0.6954 69.54%
Thyroid receptor binding + 0.5337 53.37%
Glucocorticoid receptor binding + 0.5797 57.97%
Aromatase binding - 0.5767 57.67%
PPAR gamma + 0.7990 79.90%
Honey bee toxicity - 0.9588 95.88%
Biodegradation - 0.5500 55.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9848 98.48%

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
CHEMBL2581 P07339 Cathepsin D 97.48% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.19% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.49% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.72% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 90.84% 94.73%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.82% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.05% 86.33%
CHEMBL1929 P47989 Xanthine dehydrogenase 87.99% 96.12%
CHEMBL3194 P02766 Transthyretin 85.61% 90.71%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 85.59% 97.29%
CHEMBL1811 P34995 Prostanoid EP1 receptor 85.33% 95.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.06% 95.56%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.30% 95.17%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 82.99% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.91% 96.95%
CHEMBL2535 P11166 Glucose transporter 81.12% 98.75%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 139586153
LOTUS LTS0050345
wikiData Q77500077