(3aS,4R,9aS)-4-(4-hydroxy-3,5-dimethoxyphenyl)-5,7-dimethoxy-2,2-dimethyl-3a,4,9,9a-tetrahydrobenzo[f][1,3]benzodioxol-6-ol

Details

Top
Internal ID 7199d968-ab80-420c-8814-d60fd17ca63c
Taxonomy Benzenoids > Tetralins
IUPAC Name (3aS,4R,9aS)-4-(4-hydroxy-3,5-dimethoxyphenyl)-5,7-dimethoxy-2,2-dimethyl-3a,4,9,9a-tetrahydrobenzo[f][1,3]benzodioxol-6-ol
SMILES (Canonical) CC1(OC2CC3=CC(=C(C(=C3C(C2O1)C4=CC(=C(C(=C4)OC)O)OC)OC)O)OC)C
SMILES (Isomeric) CC1(O[C@H]2CC3=CC(=C(C(=C3[C@H]([C@@H]2O1)C4=CC(=C(C(=C4)OC)O)OC)OC)O)OC)C
InChI InChI=1S/C23H28O8/c1-23(2)30-16-10-12-9-15(28-5)20(25)22(29-6)18(12)17(21(16)31-23)11-7-13(26-3)19(24)14(8-11)27-4/h7-9,16-17,21,24-25H,10H2,1-6H3/t16-,17+,21+/m0/s1
InChI Key FKECPAHWABPMES-CSODHUTKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C23H28O8
Molecular Weight 432.50 g/mol
Exact Mass 432.17841785 g/mol
Topological Polar Surface Area (TPSA) 95.80 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.34
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3aS,4R,9aS)-4-(4-hydroxy-3,5-dimethoxyphenyl)-5,7-dimethoxy-2,2-dimethyl-3a,4,9,9a-tetrahydrobenzo[f][1,3]benzodioxol-6-ol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9535 95.35%
Caco-2 + 0.6216 62.16%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7701 77.01%
OATP2B1 inhibitior - 0.8613 86.13%
OATP1B1 inhibitior + 0.8579 85.79%
OATP1B3 inhibitior + 0.8163 81.63%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6860 68.60%
P-glycoprotein inhibitior - 0.4528 45.28%
P-glycoprotein substrate - 0.6487 64.87%
CYP3A4 substrate + 0.6055 60.55%
CYP2C9 substrate - 0.6107 61.07%
CYP2D6 substrate + 0.4019 40.19%
CYP3A4 inhibition - 0.5626 56.26%
CYP2C9 inhibition + 0.5577 55.77%
CYP2C19 inhibition - 0.5000 50.00%
CYP2D6 inhibition - 0.7967 79.67%
CYP1A2 inhibition - 0.7413 74.13%
CYP2C8 inhibition + 0.6181 61.81%
CYP inhibitory promiscuity + 0.6897 68.97%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8908 89.08%
Carcinogenicity (trinary) Danger 0.4762 47.62%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.7209 72.09%
Skin irritation - 0.8243 82.43%
Skin corrosion - 0.9626 96.26%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5836 58.36%
Micronuclear + 0.6500 65.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8611 86.11%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.7105 71.05%
Acute Oral Toxicity (c) III 0.5147 51.47%
Estrogen receptor binding + 0.8269 82.69%
Androgen receptor binding + 0.7044 70.44%
Thyroid receptor binding + 0.8263 82.63%
Glucocorticoid receptor binding + 0.8513 85.13%
Aromatase binding + 0.6116 61.16%
PPAR gamma + 0.7650 76.50%
Honey bee toxicity - 0.7911 79.11%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9494 94.94%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.15% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.80% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.72% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.42% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.34% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.41% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.43% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.01% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.43% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.32% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.08% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.99% 99.17%
CHEMBL213 P08588 Beta-1 adrenergic receptor 82.49% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.21% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.23% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.31% 91.03%

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.
Bambusa emeiensis

Cross-Links

Top
PubChem 162869094
LOTUS LTS0064029
wikiData Q104996542