PlantaeDB Logo
Login Sign-up

methyl (1S,4S,5R,6S,7R,8S,10S,14S,15R,16R,18S,19R,22R,23R,25S,26S)-14,23-diacetyloxy-7-hydroxy-4-methoxy-6,16,22-trimethyl-25-[(E)-2-methylbut-2-enoyl]oxy-3,9,11,17,20-pentaoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacos-12-ene-4-carboxylate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 272766cc-08df-45d9-95a0-0f229c5a92ad
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name methyl (1S,4S,5R,6S,7R,8S,10S,14S,15R,16R,18S,19R,22R,23R,25S,26S)-14,23-diacetyloxy-7-hydroxy-4-methoxy-6,16,22-trimethyl-25-[(E)-2-methylbut-2-enoyl]oxy-3,9,11,17,20-pentaoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacos-12-ene-4-carboxylate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(C2(COC3C2C14COC(C4C5(C3OC6(C5(C7CC6C8(C=COC8O7)OC(=O)C)O)C)C)(C(=O)OC)OC)C)OC(=O)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1C[C@H]([C@]2(CO[C@@H]3[C@@H]2[C@]14CO[C@@]([C@H]4[C@]5([C@@H]3O[C@]6([C@@]5([C@@H]7C[C@H]6[C@]8(C=CO[C@H]8O7)OC(=O)C)O)C)C)(C(=O)OC)OC)C)OC(=O)C
InChI InChI=1S/C37H48O15/c1-10-17(2)27(40)49-22-14-21(48-18(3)38)31(5)15-46-24-25(31)34(22)16-47-36(44-9,29(41)43-8)28(34)32(6)26(24)52-33(7)20-13-23(37(32,33)42)50-30-35(20,11-12-45-30)51-19(4)39/h10-12,20-26,28,30,42H,13-16H2,1-9H3/b17-10+/t20-,21-,22+,23+,24-,25+,26-,28+,30+,31-,32-,33-,34+,35+,36+,37+/m1/s1
InChI Key IFDBQDQJQMSEDP-ZZAPNIFLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C37H48O15
Molecular Weight 732.80 g/mol
Exact Mass 732.29932082 g/mol
Topological Polar Surface Area (TPSA) 181.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.87
H-Bond Acceptor 15
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (1S,4S,5R,6S,7R,8S,10S,14S,15R,16R,18S,19R,22R,23R,25S,26S)-14,23-diacetyloxy-7-hydroxy-4-methoxy-6,16,22-trimethyl-25-[(E)-2-methylbut-2-enoyl]oxy-3,9,11,17,20-pentaoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacos-12-ene-4-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9612 96.12%
Caco-2 - 0.8279 82.79%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7711 77.11%
OATP2B1 inhibitior - 0.8613 86.13%
OATP1B1 inhibitior + 0.8012 80.12%
OATP1B3 inhibitior + 0.9262 92.62%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9899 98.99%
P-glycoprotein inhibitior + 0.8055 80.55%
P-glycoprotein substrate + 0.7307 73.07%
CYP3A4 substrate + 0.7405 74.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8969 89.69%
CYP3A4 inhibition - 0.8209 82.09%
CYP2C9 inhibition - 0.8823 88.23%
CYP2C19 inhibition - 0.8649 86.49%
CYP2D6 inhibition - 0.9589 95.89%
CYP1A2 inhibition - 0.8716 87.16%
CYP2C8 inhibition + 0.7512 75.12%
CYP inhibitory promiscuity - 0.9331 93.31%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5610 56.10%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9048 90.48%
Skin irritation - 0.6598 65.98%
Skin corrosion - 0.9400 94.00%
Ames mutagenesis + 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3987 39.87%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5091 50.91%
skin sensitisation - 0.8648 86.48%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.6368 63.68%
Acute Oral Toxicity (c) I 0.6365 63.65%
Estrogen receptor binding + 0.7870 78.70%
Androgen receptor binding + 0.7615 76.15%
Thyroid receptor binding + 0.5556 55.56%
Glucocorticoid receptor binding + 0.7382 73.82%
Aromatase binding + 0.7111 71.11%
PPAR gamma + 0.7400 74.00%
Honey bee toxicity - 0.7063 70.63%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9790 97.90%

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 97.11% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.74% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 94.87% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.84% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.05% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.38% 97.14%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 86.66% 97.47%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.57% 97.28%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.46% 92.94%
CHEMBL221 P23219 Cyclooxygenase-1 86.02% 90.17%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.91% 89.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.40% 100.00%
CHEMBL284 P27487 Dipeptidyl peptidase IV 85.38% 95.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.24% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.54% 89.00%
CHEMBL5028 O14672 ADAM10 84.03% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.75% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.55% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.80% 96.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.59% 98.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.42% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.22% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.39% 97.09%

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.
Dryopteris fragrans
Melia azedarach

Cross-Links

Top
PubChem 162861714
LOTUS LTS0118697
wikiData Q104992734