reissantin A

Details

Top
Internal ID 97ee8536-5755-426f-bc63-3a76b291c104
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2S,5S,6S,7R,8S,9R,12R)-5,8-diacetyloxy-7-benzoyloxy-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-12-yl] 1-methyl-6-oxopyridine-3-carboxylate
SMILES (Canonical) CC(=O)OC1CCC(C23C1(C(C(C(C2OC(=O)C4=CN(C(=O)C=C4)C)C(O3)(C)C)OC(=O)C)OC(=O)C5=CC=CC=C5)C)(C)O
SMILES (Isomeric) CC(=O)O[C@H]1CC[C@]([C@]23[C@@]1([C@H]([C@H]([C@H]([C@H]2OC(=O)C4=CN(C(=O)C=C4)C)C(O3)(C)C)OC(=O)C)OC(=O)C5=CC=CC=C5)C)(C)O
InChI InChI=1S/C33H39NO11/c1-18(35)41-22-15-16-31(5,40)33-26(43-29(39)21-13-14-23(37)34(7)17-21)24(30(3,4)45-33)25(42-19(2)36)27(32(22,33)6)44-28(38)20-11-9-8-10-12-20/h8-14,17,22,24-27,40H,15-16H2,1-7H3/t22-,24+,25-,26+,27-,31-,32-,33-/m0/s1
InChI Key PEFXNCJFEYSZKT-GXNYSBAXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C33H39NO11
Molecular Weight 625.70 g/mol
Exact Mass 625.25231106 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.73
H-Bond Acceptor 12
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

Top
CHEMBL507618

2D Structure

Top
2D Structure of reissantin A

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8909 89.09%
Caco-2 - 0.7730 77.30%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Lysosomes 0.4560 45.60%
OATP2B1 inhibitior - 0.8556 85.56%
OATP1B1 inhibitior + 0.8552 85.52%
OATP1B3 inhibitior + 0.9184 91.84%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8572 85.72%
BSEP inhibitior + 0.9735 97.35%
P-glycoprotein inhibitior + 0.8847 88.47%
P-glycoprotein substrate - 0.5561 55.61%
CYP3A4 substrate + 0.6991 69.91%
CYP2C9 substrate + 0.6030 60.30%
CYP2D6 substrate - 0.8690 86.90%
CYP3A4 inhibition - 0.7998 79.98%
CYP2C9 inhibition - 0.7599 75.99%
CYP2C19 inhibition - 0.7307 73.07%
CYP2D6 inhibition - 0.9067 90.67%
CYP1A2 inhibition - 0.5797 57.97%
CYP2C8 inhibition + 0.6943 69.43%
CYP inhibitory promiscuity - 0.9162 91.62%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.4641 46.41%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9026 90.26%
Skin irritation - 0.7961 79.61%
Skin corrosion - 0.9248 92.48%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7763 77.63%
Micronuclear + 0.5300 53.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8794 87.94%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.5178 51.78%
Acute Oral Toxicity (c) III 0.6350 63.50%
Estrogen receptor binding + 0.7220 72.20%
Androgen receptor binding + 0.7145 71.45%
Thyroid receptor binding + 0.6738 67.38%
Glucocorticoid receptor binding + 0.7568 75.68%
Aromatase binding + 0.6410 64.10%
PPAR gamma + 0.6879 68.79%
Honey bee toxicity - 0.8401 84.01%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.8607 86.07%

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
CHEMBL2581 P07339 Cathepsin D 97.12% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.03% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.60% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.96% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 91.93% 93.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.51% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.29% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.68% 85.14%
CHEMBL3524 P56524 Histone deacetylase 4 89.09% 92.97%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.41% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.35% 93.04%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.52% 93.99%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.48% 97.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.83% 97.25%
CHEMBL5028 O14672 ADAM10 84.65% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.61% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.93% 91.11%
CHEMBL4208 P20618 Proteasome component C5 82.65% 90.00%
CHEMBL5805 Q9NR97 Toll-like receptor 8 82.44% 96.25%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.38% 90.24%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.35% 83.00%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 80.54% 91.43%

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.
Polygala sibirica
Polygala tenuifolia
Reissantia buchananii
Styrax obassia

Cross-Links

Top
PubChem 11763527
LOTUS LTS0220233
wikiData Q105169331