8-Hydroxy-3-tridecyl-3,4-dihydro-1H-2-benzopyran-1-one

Details

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Internal ID 890a9b91-3b3a-4e8b-9a42-a1bbd238702e
Taxonomy Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
IUPAC Name 8-hydroxy-3-tridecyl-3,4-dihydroisochromen-1-one
SMILES (Canonical) CCCCCCCCCCCCCC1CC2=C(C(=CC=C2)O)C(=O)O1
SMILES (Isomeric) CCCCCCCCCCCCCC1CC2=C(C(=CC=C2)O)C(=O)O1
InChI InChI=1S/C22H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-15-19-17-18-14-13-16-20(23)21(18)22(24)25-19/h13-14,16,19,23H,2-12,15,17H2,1H3
InChI Key GEFWCROCDVGECH-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H34O3
Molecular Weight 346.50 g/mol
Exact Mass 346.25079494 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 8.70
Atomic LogP (AlogP) 6.17
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 12

Synonyms

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SCHEMBL20741298
8-Hydroxy-3-tridecyl-3,4-dihydro-1H-2-benzopyran-1-one
DTXSID00843050
3,4-dihydro-8-hydroxy-3-tridecylisocoumarin
(R)-3,4-Dihydro-8-hydroxy-3-tridecyl-1H-2-benzopyran-1-one

2D Structure

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2D Structure of 8-Hydroxy-3-tridecyl-3,4-dihydro-1H-2-benzopyran-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9924 99.24%
Caco-2 + 0.6028 60.28%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Plasma membrane 0.7140 71.40%
OATP2B1 inhibitior - 0.8557 85.57%
OATP1B1 inhibitior + 0.8876 88.76%
OATP1B3 inhibitior + 0.9589 95.89%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5702 57.02%
P-glycoprotein inhibitior - 0.5952 59.52%
P-glycoprotein substrate - 0.6874 68.74%
CYP3A4 substrate - 0.5000 50.00%
CYP2C9 substrate + 0.6458 64.58%
CYP2D6 substrate - 0.8473 84.73%
CYP3A4 inhibition - 0.8033 80.33%
CYP2C9 inhibition - 0.7498 74.98%
CYP2C19 inhibition + 0.6466 64.66%
CYP2D6 inhibition - 0.9101 91.01%
CYP1A2 inhibition + 0.6224 62.24%
CYP2C8 inhibition - 0.8107 81.07%
CYP inhibitory promiscuity - 0.7643 76.43%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6464 64.64%
Eye corrosion - 0.9770 97.70%
Eye irritation - 0.5805 58.05%
Skin irritation - 0.6042 60.42%
Skin corrosion - 0.8660 86.60%
Ames mutagenesis - 0.5678 56.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7261 72.61%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5948 59.48%
skin sensitisation - 0.7765 77.65%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7955 79.55%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.6695 66.95%
Acute Oral Toxicity (c) III 0.5560 55.60%
Estrogen receptor binding + 0.7182 71.82%
Androgen receptor binding + 0.5875 58.75%
Thyroid receptor binding + 0.7037 70.37%
Glucocorticoid receptor binding - 0.4918 49.18%
Aromatase binding - 0.8039 80.39%
PPAR gamma + 0.8017 80.17%
Honey bee toxicity - 0.9834 98.34%
Biodegradation - 0.5500 55.00%
Crustacea aquatic toxicity + 0.7784 77.84%
Fish aquatic toxicity + 0.9820 98.20%

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 98.84% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.40% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.31% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 93.14% 91.49%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.80% 93.99%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.26% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 90.59% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.17% 96.09%
CHEMBL217 P14416 Dopamine D2 receptor 88.81% 95.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.60% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.57% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.28% 93.56%
CHEMBL2996 Q05655 Protein kinase C delta 85.72% 97.79%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 85.67% 92.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.06% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.70% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.70% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.12% 89.00%

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.
Ginkgo biloba

Cross-Links

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PubChem 71424251
LOTUS LTS0231920
wikiData Q82833427