PlantaeDB Logo
Login Sign-up

[(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15R,16R,19S,21R)-4-acetyloxy-6-(furan-3-yl)-12,19-dihydroxy-5,11,15-trimethyl-16-(2-methylpropanoyl)-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-21-yl] acetate

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 ed952d63-90c8-4dba-bc5e-0a28f993f781
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15R,16R,19S,21R)-4-acetyloxy-6-(furan-3-yl)-12,19-dihydroxy-5,11,15-trimethyl-16-(2-methylpropanoyl)-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-21-yl] acetate
SMILES (Canonical) CC(C)C(=O)C1C2(C3CC(C4(C(C3(CO1)C(CC2OC(=O)C)O)C(=O)C(C5(C46C(O6)CC5C7=COC=C7)C)OC(=O)C)C)O)C
SMILES (Isomeric) CC(C)C(=O)[C@H]1[C@@]2([C@@H]3C[C@H]([C@@]4([C@@H]([C@@]3(CO1)[C@H](C[C@H]2OC(=O)C)O)C(=O)[C@@H]([C@@]5([C@]46[C@H](O6)C[C@H]5C7=COC=C7)C)OC(=O)C)C)O)C
InChI InChI=1S/C34H44O11/c1-15(2)25(39)28-30(5)20-11-21(37)32(7)27(33(20,14-42-28)22(38)12-23(30)43-16(3)35)26(40)29(44-17(4)36)31(6)19(18-8-9-41-13-18)10-24-34(31,32)45-24/h8-9,13,15,19-24,27-29,37-38H,10-12,14H2,1-7H3/t19-,20-,21+,22-,23+,24+,27-,28-,29-,30+,31+,32+,33+,34+/m0/s1
InChI Key XZVSQEQUTVXEMX-PDMXXUAHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C34H44O11
Molecular Weight 628.70 g/mol
Exact Mass 628.28836222 g/mol
Topological Polar Surface Area (TPSA) 162.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.74
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15R,16R,19S,21R)-4-acetyloxy-6-(furan-3-yl)-12,19-dihydroxy-5,11,15-trimethyl-16-(2-methylpropanoyl)-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-21-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9611 96.11%
Caco-2 - 0.8062 80.62%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8205 82.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.6901 69.01%
OATP1B3 inhibitior + 0.8310 83.10%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8864 88.64%
BSEP inhibitior + 0.9625 96.25%
P-glycoprotein inhibitior + 0.7801 78.01%
P-glycoprotein substrate + 0.6323 63.23%
CYP3A4 substrate + 0.7125 71.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8126 81.26%
CYP3A4 inhibition - 0.5732 57.32%
CYP2C9 inhibition - 0.8008 80.08%
CYP2C19 inhibition - 0.8509 85.09%
CYP2D6 inhibition - 0.9352 93.52%
CYP1A2 inhibition - 0.8795 87.95%
CYP2C8 inhibition + 0.6279 62.79%
CYP inhibitory promiscuity - 0.9207 92.07%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5668 56.68%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.8964 89.64%
Skin irritation - 0.7604 76.04%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7440 74.40%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.6802 68.02%
skin sensitisation - 0.8666 86.66%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.6443 64.43%
Acute Oral Toxicity (c) I 0.5803 58.03%
Estrogen receptor binding + 0.8020 80.20%
Androgen receptor binding + 0.7467 74.67%
Thyroid receptor binding + 0.6159 61.59%
Glucocorticoid receptor binding + 0.7494 74.94%
Aromatase binding + 0.7062 70.62%
PPAR gamma + 0.7447 74.47%
Honey bee toxicity - 0.6423 64.23%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9791 97.91%

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 99.28% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.24% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.97% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.17% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.18% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.87% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 91.41% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.19% 97.28%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.03% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.76% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 89.48% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.47% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.97% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.78% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.44% 86.33%
CHEMBL4040 P28482 MAP kinase ERK2 85.43% 83.82%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.05% 95.71%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.78% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.38% 98.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.51% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.29% 96.00%

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.
Melia azedarach

Cross-Links

Top
PubChem 162968915
LOTUS LTS0006064
wikiData Q105345201