PlantaeDB Logo
Login Sign-up

[(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15R,16R,19S,21S)-4-acetyloxy-6-(furan-3-yl)-12,16,19-trihydroxy-5,11,15-trimethyl-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 c8cb0eb8-e6a0-4ff8-8304-b63a027bae5d
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,21S)-4-acetyloxy-6-(furan-3-yl)-12,16,19-trihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-21-yl] acetate
SMILES (Canonical) CC(=O)OC1CC(C23COC(C1(C2CC(C4(C3C(=O)C(C5(C46C(O6)CC5C7=COC=C7)C)OC(=O)C)C)O)C)O)O
SMILES (Isomeric) CC(=O)O[C@H]1C[C@@H]([C@@]23CO[C@H]([C@@]1([C@@H]2C[C@H]([C@@]4([C@@H]3C(=O)[C@@H]([C@@]5([C@]46[C@H](O6)C[C@H]5C7=COC=C7)C)OC(=O)C)C)O)C)O)O
InChI InChI=1S/C30H38O11/c1-13(31)39-20-10-19(34)29-12-38-25(36)26(20,3)17(29)9-18(33)28(5)23(29)22(35)24(40-14(2)32)27(4)16(15-6-7-37-11-15)8-21-30(27,28)41-21/h6-7,11,16-21,23-25,33-34,36H,8-10,12H2,1-5H3/t16-,17-,18+,19-,20-,21+,23-,24-,25+,26+,27+,28+,29+,30+/m0/s1
InChI Key NAHTXVIXCMUDLF-YHROCTQRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H38O11
Molecular Weight 574.60 g/mol
Exact Mass 574.24141202 g/mol
Topological Polar Surface Area (TPSA) 165.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 1.47
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 3

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,21S)-4-acetyloxy-6-(furan-3-yl)-12,16,19-trihydroxy-5,11,15-trimethyl-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 + 0.9542 95.42%
Caco-2 - 0.7746 77.46%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7945 79.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3653 36.53%
OATP1B3 inhibitior + 0.8518 85.18%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8864 88.64%
BSEP inhibitior + 0.9534 95.34%
P-glycoprotein inhibitior + 0.7205 72.05%
P-glycoprotein substrate + 0.5406 54.06%
CYP3A4 substrate + 0.7093 70.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8417 84.17%
CYP3A4 inhibition - 0.6196 61.96%
CYP2C9 inhibition - 0.8569 85.69%
CYP2C19 inhibition - 0.8888 88.88%
CYP2D6 inhibition - 0.9471 94.71%
CYP1A2 inhibition - 0.8875 88.75%
CYP2C8 inhibition + 0.6857 68.57%
CYP inhibitory promiscuity - 0.9290 92.90%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5696 56.96%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9068 90.68%
Skin irritation - 0.7410 74.10%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7634 76.34%
Micronuclear - 0.5100 51.00%
Hepatotoxicity + 0.6302 63.02%
skin sensitisation - 0.8858 88.58%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.6649 66.49%
Acute Oral Toxicity (c) I 0.5895 58.95%
Estrogen receptor binding + 0.8029 80.29%
Androgen receptor binding + 0.7331 73.31%
Thyroid receptor binding + 0.5623 56.23%
Glucocorticoid receptor binding + 0.7478 74.78%
Aromatase binding + 0.7418 74.18%
PPAR gamma + 0.7106 71.06%
Honey bee toxicity - 0.6482 64.82%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9705 97.05%

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 98.23% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.52% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.96% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.49% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.06% 89.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 91.06% 97.28%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.32% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 88.39% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.78% 86.33%
CHEMBL2581 P07339 Cathepsin D 86.66% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.15% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.79% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.90% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.78% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 82.55% 90.17%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.26% 94.08%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.01% 92.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.81% 82.69%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.04% 95.71%

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 124432982
LOTUS LTS0136294
wikiData Q105176252