Jiadifenin

Details

Top
Internal ID eba63b50-1a09-492e-b42e-afd3a653477e
Taxonomy Organoheterocyclic compounds > Oxepanes
IUPAC Name methyl (1R,2R,6R,10R,11R)-10,13-dihydroxy-2,6-dimethyl-3,9-dioxo-8,12-dioxatetracyclo[9.2.1.01,5.06,10]tetradec-4-ene-13-carboxylate
SMILES (Canonical) CC1C(=O)C=C2C13CC(C4(C2(COC4=O)C)O)OC3(C(=O)OC)O
SMILES (Isomeric) C[C@H]1C(=O)C=C2[C@@]13C[C@H]([C@@]4([C@]2(COC4=O)C)O)OC3(C(=O)OC)O
InChI InChI=1S/C16H18O8/c1-7-8(17)4-9-13(2)6-23-11(18)15(13,20)10-5-14(7,9)16(21,24-10)12(19)22-3/h4,7,10,20-21H,5-6H2,1-3H3/t7-,10+,13-,14+,15+,16?/m0/s1
InChI Key RVLZTXZDKYFFMN-LRCVSGIZSA-N
Popularity 12 references in papers

Physical and Chemical Properties

Top
Molecular Formula C16H18O8
Molecular Weight 338.31 g/mol
Exact Mass 338.10016753 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -0.92
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

Top
CHEMBL465570
methyl (1R,2R,6R,10R,11R)-10,13-dihydroxy-2,6-dimethyl-3,9-dioxo-8,12-dioxatetracyclo[9.2.1.01,5.06,10]tetradec-4-ene-13-carboxylate

2D Structure

Top
2D Structure of Jiadifenin

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9837 98.37%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7622 76.22%
OATP2B1 inhibitior - 0.8566 85.66%
OATP1B1 inhibitior + 0.8952 89.52%
OATP1B3 inhibitior + 0.8428 84.28%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8864 88.64%
BSEP inhibitior - 0.7778 77.78%
P-glycoprotein inhibitior - 0.8380 83.80%
P-glycoprotein substrate - 0.5361 53.61%
CYP3A4 substrate + 0.6310 63.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8915 89.15%
CYP3A4 inhibition - 0.8312 83.12%
CYP2C9 inhibition - 0.7980 79.80%
CYP2C19 inhibition - 0.8976 89.76%
CYP2D6 inhibition - 0.9528 95.28%
CYP1A2 inhibition - 0.7529 75.29%
CYP2C8 inhibition - 0.7316 73.16%
CYP inhibitory promiscuity - 0.9173 91.73%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4778 47.78%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.8454 84.54%
Skin irritation - 0.6341 63.41%
Skin corrosion - 0.9343 93.43%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6837 68.37%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.5525 55.25%
skin sensitisation - 0.8585 85.85%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.6952 69.52%
Acute Oral Toxicity (c) III 0.3168 31.68%
Estrogen receptor binding + 0.6913 69.13%
Androgen receptor binding + 0.7558 75.58%
Thyroid receptor binding + 0.6477 64.77%
Glucocorticoid receptor binding - 0.5097 50.97%
Aromatase binding - 0.4904 49.04%
PPAR gamma - 0.6321 63.21%
Honey bee toxicity - 0.8235 82.35%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9643 96.43%

Targets

Top

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.89% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.77% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.47% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.14% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.52% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.08% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.56% 96.77%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.78% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.42% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 86.21% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.31% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.29% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.14% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.63% 96.61%
CHEMBL221 P23219 Cyclooxygenase-1 82.63% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.32% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.88% 86.33%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.64% 85.30%

Plants that contains it

Top
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.
Illicium jiadifengpi

Cross-Links

Top
PubChem 11544617
LOTUS LTS0160731
wikiData Q105246106