Desmethyllimocin B

Details

Top
Internal ID 9c5b118f-4865-4828-8f66-431630d4ad61
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(5R,7R,8R,9R,10R,13S,17S)-17-[(3R)-5-hydroxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C(C(=O)C=CC2(C3C1(C4=CC(=O)C(C4(CC3)C)C5CC(OC5)O)C)C)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@H]2[C@](C=CC(=O)C2(C)C)([C@@H]3[C@@]1(C4=CC(=O)[C@H]([C@@]4(CC3)C)[C@H]5CC(OC5)O)C)C
InChI InChI=1S/C28H38O6/c1-15(29)34-22-13-19-25(2,3)21(31)8-10-26(19,4)18-7-9-27(5)20(28(18,22)6)12-17(30)24(27)16-11-23(32)33-14-16/h8,10,12,16,18-19,22-24,32H,7,9,11,13-14H2,1-6H3/t16-,18+,19-,22+,23?,24+,26+,27+,28+/m0/s1
InChI Key OLDRWPRIFGFBQV-JYPNLMPBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C28H38O6
Molecular Weight 470.60 g/mol
Exact Mass 470.26683893 g/mol
Topological Polar Surface Area (TPSA) 89.90 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.01
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

Top
CHEMBL1214755

2D Structure

Top
2D Structure of Desmethyllimocin B

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9954 99.54%
Caco-2 - 0.6805 68.05%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.9131 91.31%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7116 71.16%
OATP1B3 inhibitior + 0.9064 90.64%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.6114 61.14%
BSEP inhibitior + 0.7274 72.74%
P-glycoprotein inhibitior + 0.6901 69.01%
P-glycoprotein substrate - 0.5182 51.82%
CYP3A4 substrate + 0.7313 73.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8935 89.35%
CYP3A4 inhibition - 0.7146 71.46%
CYP2C9 inhibition - 0.6863 68.63%
CYP2C19 inhibition - 0.8553 85.53%
CYP2D6 inhibition - 0.9286 92.86%
CYP1A2 inhibition - 0.8171 81.71%
CYP2C8 inhibition + 0.5607 56.07%
CYP inhibitory promiscuity - 0.8478 84.78%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5826 58.26%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9464 94.64%
Skin irritation - 0.5126 51.26%
Skin corrosion - 0.9381 93.81%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4212 42.12%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.7040 70.40%
skin sensitisation - 0.8605 86.05%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6265 62.65%
Acute Oral Toxicity (c) III 0.5697 56.97%
Estrogen receptor binding + 0.8065 80.65%
Androgen receptor binding + 0.7186 71.86%
Thyroid receptor binding + 0.6340 63.40%
Glucocorticoid receptor binding + 0.7891 78.91%
Aromatase binding + 0.6558 65.58%
PPAR gamma + 0.6897 68.97%
Honey bee toxicity - 0.7420 74.20%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9966 99.66%

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 96.78% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.37% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.34% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.74% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.13% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.92% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.55% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 88.44% 91.19%
CHEMBL2581 P07339 Cathepsin D 88.12% 98.95%
CHEMBL5028 O14672 ADAM10 85.79% 97.50%
CHEMBL1937 Q92769 Histone deacetylase 2 85.37% 94.75%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.96% 97.28%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.87% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.60% 85.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.08% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.23% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.20% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.63% 97.14%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.26% 94.80%

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.
Azadirachta indica

Cross-Links

Top
PubChem 49864004
NPASS NPC469844
ChEMBL CHEMBL1214755