3,4-Dihydroxy-5-(3-methylbut-2-en-1-yl)benzoic acid

Details

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Internal ID 2a9b4acd-df25-4064-a67b-96b0235e7e8e
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
IUPAC Name 3,4-dihydroxy-5-(3-methylbut-2-enyl)benzoic acid
SMILES (Canonical) CC(=CCC1=C(C(=CC(=C1)C(=O)O)O)O)C
SMILES (Isomeric) CC(=CCC1=C(C(=CC(=C1)C(=O)O)O)O)C
InChI InChI=1S/C12H14O4/c1-7(2)3-4-8-5-9(12(15)16)6-10(13)11(8)14/h3,5-6,13-14H,4H2,1-2H3,(H,15,16)
InChI Key NMAKQSXJWYBYRF-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C12H14O4
Molecular Weight 222.24 g/mol
Exact Mass 222.08920892 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.30
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)benzoic acid
101330-67-0

2D Structure

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2D Structure of 3,4-Dihydroxy-5-(3-methylbut-2-en-1-yl)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 + 0.9807 98.07%
Caco-2 - 0.5918 59.18%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.8421 84.21%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.9005 90.05%
OATP1B3 inhibitior + 0.9563 95.63%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.9150 91.50%
P-glycoprotein inhibitior - 0.9693 96.93%
P-glycoprotein substrate - 0.9493 94.93%
CYP3A4 substrate - 0.6993 69.93%
CYP2C9 substrate - 0.8120 81.20%
CYP2D6 substrate - 0.8713 87.13%
CYP3A4 inhibition - 0.8711 87.11%
CYP2C9 inhibition + 0.7093 70.93%
CYP2C19 inhibition - 0.5064 50.64%
CYP2D6 inhibition - 0.6476 64.76%
CYP1A2 inhibition + 0.5162 51.62%
CYP2C8 inhibition - 0.8110 81.10%
CYP inhibitory promiscuity - 0.5906 59.06%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7230 72.30%
Carcinogenicity (trinary) Non-required 0.7185 71.85%
Eye corrosion - 0.9596 95.96%
Eye irritation + 0.9772 97.72%
Skin irritation - 0.5333 53.33%
Skin corrosion - 0.7189 71.89%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6873 68.73%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation + 0.6597 65.97%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.6766 67.66%
Acute Oral Toxicity (c) III 0.6544 65.44%
Estrogen receptor binding + 0.5952 59.52%
Androgen receptor binding - 0.5630 56.30%
Thyroid receptor binding - 0.7088 70.88%
Glucocorticoid receptor binding + 0.7279 72.79%
Aromatase binding - 0.6253 62.53%
PPAR gamma - 0.4862 48.62%
Honey bee toxicity - 0.9724 97.24%
Biodegradation + 0.5500 55.00%
Crustacea aquatic toxicity - 0.7800 78.00%
Fish aquatic toxicity + 0.9970 99.70%

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 97.49% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 90.88% 94.73%
CHEMBL3194 P02766 Transthyretin 89.96% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.90% 86.33%
CHEMBL2581 P07339 Cathepsin D 88.56% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.28% 99.17%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.74% 89.34%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 83.44% 94.42%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.70% 95.56%
CHEMBL4208 P20618 Proteasome component C5 81.86% 90.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.15% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.13% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.91% 96.00%

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.
Deinandra lobbii
Peperomia obtusifolia

Cross-Links

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PubChem 57339269
LOTUS LTS0236591
wikiData Q103816410