4-[(2S,5S)-5-(4-hydroxyphenyl)-3,4-dimethyl-2,5-dihydrofuran-2-yl]benzene-1,2-diol

Details

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Internal ID be2d1d8f-1f14-47dd-857c-09d374db1fc4
Taxonomy Benzenoids > Phenols > Benzenediols > Catechols
IUPAC Name 4-[(2S,5S)-5-(4-hydroxyphenyl)-3,4-dimethyl-2,5-dihydrofuran-2-yl]benzene-1,2-diol
SMILES (Canonical) CC1=C(C(OC1C2=CC=C(C=C2)O)C3=CC(=C(C=C3)O)O)C
SMILES (Isomeric) CC1=C([C@@H](O[C@H]1C2=CC=C(C=C2)O)C3=CC(=C(C=C3)O)O)C
InChI InChI=1S/C18H18O4/c1-10-11(2)18(13-5-8-15(20)16(21)9-13)22-17(10)12-3-6-14(19)7-4-12/h3-9,17-21H,1-2H3/t17-,18-/m1/s1
InChI Key ZTJWYVRZTROWEN-QZTJIDSGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C18H18O4
Molecular Weight 298.30 g/mol
Exact Mass 298.12050905 g/mol
Topological Polar Surface Area (TPSA) 69.90 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.95
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[(2S,5S)-5-(4-hydroxyphenyl)-3,4-dimethyl-2,5-dihydrofuran-2-yl]benzene-1,2-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9825 98.25%
Caco-2 + 0.6346 63.46%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7944 79.44%
OATP2B1 inhibitior - 0.8357 83.57%
OATP1B1 inhibitior + 0.9180 91.80%
OATP1B3 inhibitior + 0.9581 95.81%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.8268 82.68%
P-glycoprotein inhibitior - 0.7989 79.89%
P-glycoprotein substrate - 0.9602 96.02%
CYP3A4 substrate - 0.5994 59.94%
CYP2C9 substrate - 0.7786 77.86%
CYP2D6 substrate - 0.7309 73.09%
CYP3A4 inhibition + 0.5399 53.99%
CYP2C9 inhibition + 0.8884 88.84%
CYP2C19 inhibition + 0.8483 84.83%
CYP2D6 inhibition - 0.8162 81.62%
CYP1A2 inhibition + 0.9180 91.80%
CYP2C8 inhibition + 0.4536 45.36%
CYP inhibitory promiscuity + 0.9742 97.42%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8615 86.15%
Carcinogenicity (trinary) Danger 0.4459 44.59%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.6396 63.96%
Skin irritation - 0.7501 75.01%
Skin corrosion - 0.9020 90.20%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4051 40.51%
Micronuclear + 0.8300 83.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.5898 58.98%
Respiratory toxicity - 0.6556 65.56%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.5890 58.90%
Acute Oral Toxicity (c) III 0.6623 66.23%
Estrogen receptor binding + 0.8173 81.73%
Androgen receptor binding + 0.8113 81.13%
Thyroid receptor binding + 0.7448 74.48%
Glucocorticoid receptor binding + 0.7323 73.23%
Aromatase binding + 0.8019 80.19%
PPAR gamma + 0.7610 76.10%
Honey bee toxicity - 0.9383 93.83%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9929 99.29%

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
CHEMBL1951 P21397 Monoamine oxidase A 97.93% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.07% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 91.21% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.48% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.03% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.80% 96.09%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 85.72% 90.93%
CHEMBL242 Q92731 Estrogen receptor beta 84.73% 98.35%
CHEMBL4208 P20618 Proteasome component C5 84.07% 90.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 83.80% 93.10%
CHEMBL3194 P02766 Transthyretin 82.21% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.12% 89.00%
CHEMBL2581 P07339 Cathepsin D 81.52% 98.95%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.89% 85.00%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.53% 93.65%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.40% 97.09%

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.
Larrea tridentata

Cross-Links

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PubChem 162866375
LOTUS LTS0230855
wikiData Q105382985