reissantin D

Details

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Internal ID 9b1e454d-10e5-4257-a710-a50f00530c9f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2S,5S,6S,7R,8S,9R,12R)-5-acetyloxy-2,8,12-trihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate
SMILES (Canonical) CC(=O)OC1CCC(C23C1(C(C(C(C2O)C(O3)(C)C)O)OC(=O)C4=CC=CC=C4)C)(C)O
SMILES (Isomeric) CC(=O)O[C@H]1CC[C@]([C@]23[C@@]1([C@H]([C@H]([C@H]([C@H]2O)C(O3)(C)C)O)OC(=O)C4=CC=CC=C4)C)(C)O
InChI InChI=1S/C24H32O8/c1-13(25)30-15-11-12-22(4,29)24-18(27)16(21(2,3)32-24)17(26)19(23(15,24)5)31-20(28)14-9-7-6-8-10-14/h6-10,15-19,26-27,29H,11-12H2,1-5H3/t15-,16+,17-,18+,19-,22-,23-,24-/m0/s1
InChI Key CMSNKLSCKFKAGB-HPYSGJSDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C24H32O8
Molecular Weight 448.50 g/mol
Exact Mass 448.20971797 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.59
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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CHEMBL467200
(acetoxy-trihydroxy-tetramethyl-[?]yl) benzoate
628290-39-1

2D Structure

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2D Structure of reissantin D

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9410 94.10%
Caco-2 - 0.7067 70.67%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5902 59.02%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8787 87.87%
OATP1B3 inhibitior + 0.8925 89.25%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8071 80.71%
BSEP inhibitior - 0.8443 84.43%
P-glycoprotein inhibitior - 0.4521 45.21%
P-glycoprotein substrate - 0.7473 74.73%
CYP3A4 substrate + 0.6784 67.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8516 85.16%
CYP3A4 inhibition + 0.5866 58.66%
CYP2C9 inhibition - 0.7144 71.44%
CYP2C19 inhibition - 0.8056 80.56%
CYP2D6 inhibition - 0.9309 93.09%
CYP1A2 inhibition - 0.7527 75.27%
CYP2C8 inhibition + 0.7592 75.92%
CYP inhibitory promiscuity - 0.8934 89.34%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5478 54.78%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9369 93.69%
Skin irritation - 0.6190 61.90%
Skin corrosion - 0.8378 83.78%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6453 64.53%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5678 56.78%
skin sensitisation - 0.8522 85.22%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.6723 67.23%
Acute Oral Toxicity (c) III 0.4920 49.20%
Estrogen receptor binding + 0.8208 82.08%
Androgen receptor binding + 0.6374 63.74%
Thyroid receptor binding + 0.6288 62.88%
Glucocorticoid receptor binding + 0.6133 61.33%
Aromatase binding + 0.6289 62.89%
PPAR gamma + 0.6395 63.95%
Honey bee toxicity - 0.8465 84.65%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5155 51.55%
Fish aquatic toxicity + 0.9636 96.36%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.00% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.05% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.60% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.40% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 91.94% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.38% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.87% 95.89%
CHEMBL2535 P11166 Glucose transporter 86.82% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.82% 95.56%
CHEMBL5028 O14672 ADAM10 86.54% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.12% 97.14%
CHEMBL4040 P28482 MAP kinase ERK2 85.96% 83.82%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.48% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.31% 91.19%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.27% 89.44%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.26% 100.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 82.97% 81.11%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.70% 83.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.06% 94.62%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.98% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.20% 100.00%

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.
Reissantia buchananii

Cross-Links

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PubChem 10343634
NPASS NPC97947
LOTUS LTS0242831
wikiData Q104965099