PlantaeDB Logo
Login Sign-up

[(4R,8R,9R,10R)-5,7-diacetyloxy-10-[(3R,5S)-5-acetyloxy-3-(furan-3-yl)-2-methylcyclopenten-1-yl]-9-(acetyloxymethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-11-yl] (E)-2-methylbut-2-enoate

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 515eb6cb-98b9-4519-b662-83eb34e03101
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(4R,8R,9R,10R)-5,7-diacetyloxy-10-[(3R,5S)-5-acetyloxy-3-(furan-3-yl)-2-methylcyclopenten-1-yl]-9-(acetyloxymethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-11-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2C3C(CO2)(C(CC(C3(C(C1(C)C4=C(C(CC4OC(=O)C)C5=COC=C5)C)COC(=O)C)C)OC(=O)C)OC(=O)C)C
SMILES (Isomeric) C/C=C(\C)/C(=O)OC1C2C3[C@](CO2)(C(CC([C@@]3([C@H]([C@]1(C)C4=C([C@@H](C[C@@H]4OC(=O)C)C5=COC=C5)C)COC(=O)C)C)OC(=O)C)OC(=O)C)C
InChI InChI=1S/C38H50O12/c1-11-19(2)35(43)50-34-32-33-36(8,18-46-32)29(48-23(6)41)15-30(49-24(7)42)37(33,9)28(17-45-21(4)39)38(34,10)31-20(3)26(25-12-13-44-16-25)14-27(31)47-22(5)40/h11-13,16,26-30,32-34H,14-15,17-18H2,1-10H3/b19-11+/t26-,27+,28-,29?,30?,32?,33?,34?,36-,37+,38-/m1/s1
InChI Key HXZMVLQJZGBXOD-CXXUXPJRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C38H50O12
Molecular Weight 698.80 g/mol
Exact Mass 698.33022703 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 5.39
H-Bond Acceptor 12
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(4R,8R,9R,10R)-5,7-diacetyloxy-10-[(3R,5S)-5-acetyloxy-3-(furan-3-yl)-2-methylcyclopenten-1-yl]-9-(acetyloxymethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-11-yl] (E)-2-methylbut-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9926 99.26%
Caco-2 - 0.8059 80.59%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7832 78.32%
OATP2B1 inhibitior - 0.7133 71.33%
OATP1B1 inhibitior + 0.7550 75.50%
OATP1B3 inhibitior + 0.8066 80.66%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8827 88.27%
P-glycoprotein substrate + 0.6172 61.72%
CYP3A4 substrate + 0.7051 70.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8924 89.24%
CYP3A4 inhibition - 0.5543 55.43%
CYP2C9 inhibition - 0.7700 77.00%
CYP2C19 inhibition - 0.7046 70.46%
CYP2D6 inhibition - 0.9503 95.03%
CYP1A2 inhibition - 0.8512 85.12%
CYP2C8 inhibition + 0.8486 84.86%
CYP inhibitory promiscuity + 0.5173 51.73%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4682 46.82%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.8903 89.03%
Skin irritation - 0.7202 72.02%
Skin corrosion - 0.9564 95.64%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7350 73.50%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.8201 82.01%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.4813 48.13%
Acute Oral Toxicity (c) I 0.4572 45.72%
Estrogen receptor binding + 0.8208 82.08%
Androgen receptor binding + 0.7100 71.00%
Thyroid receptor binding + 0.6008 60.08%
Glucocorticoid receptor binding + 0.8158 81.58%
Aromatase binding + 0.6637 66.37%
PPAR gamma + 0.7835 78.35%
Honey bee toxicity - 0.6532 65.32%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 1.0000 100.00%

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 98.18% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.11% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 96.80% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.79% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.16% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 92.23% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.66% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.55% 93.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.17% 96.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 88.00% 81.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.12% 94.45%
CHEMBL2581 P07339 Cathepsin D 86.92% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.24% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.23% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.57% 92.62%
CHEMBL3401 O75469 Pregnane X receptor 81.55% 94.73%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.61% 94.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.60% 97.25%
CHEMBL2243 O00519 Anandamide amidohydrolase 80.47% 97.53%

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.
Ipomoea nil
Melia azedarach

Cross-Links

Top
PubChem 5320166
NPASS NPC224420
LOTUS LTS0050277
wikiData Q105110628