PlantaeDB Logo
Login Sign-up

(3R,5S)-5-[(11R)-11-hydroxy-11-[(2R,5R)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]undecyl]-3-(2-oxopropyl)oxolan-2-one

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 149d919c-efef-444b-9b31-2247959f988b
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
IUPAC Name (3R,5S)-5-[(11R)-11-hydroxy-11-[(2R,5R)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]undecyl]-3-(2-oxopropyl)oxolan-2-one
SMILES (Canonical) CCCCCCCCCCCCC(C1CCC(O1)C(CCCCCCCCCCC2CC(C(=O)O2)CC(=O)C)O)O
SMILES (Isomeric) CCCCCCCCCCCC[C@H]([C@H]1CC[C@@H](O1)[C@@H](CCCCCCCCCC[C@H]2C[C@@H](C(=O)O2)CC(=O)C)O)O
InChI InChI=1S/C35H64O6/c1-3-4-5-6-7-8-9-13-16-19-22-31(37)33-24-25-34(41-33)32(38)23-20-17-14-11-10-12-15-18-21-30-27-29(26-28(2)36)35(39)40-30/h29-34,37-38H,3-27H2,1-2H3/t29-,30-,31+,32+,33+,34+/m0/s1
InChI Key DPGGJXIYFHNDLV-XLTUSUNSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C35H64O6
Molecular Weight 580.90 g/mol
Exact Mass 580.47028976 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 10.00
Atomic LogP (AlogP) 8.38
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 26

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3R,5S)-5-[(11R)-11-hydroxy-11-[(2R,5R)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]undecyl]-3-(2-oxopropyl)oxolan-2-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8993 89.93%
Caco-2 - 0.8196 81.96%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8018 80.18%
OATP2B1 inhibitior - 0.5628 56.28%
OATP1B1 inhibitior + 0.9005 90.05%
OATP1B3 inhibitior + 0.8971 89.71%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6893 68.93%
P-glycoprotein inhibitior + 0.6004 60.04%
P-glycoprotein substrate + 0.5124 51.24%
CYP3A4 substrate + 0.5892 58.92%
CYP2C9 substrate - 0.7891 78.91%
CYP2D6 substrate - 0.8505 85.05%
CYP3A4 inhibition - 0.6749 67.49%
CYP2C9 inhibition - 0.9079 90.79%
CYP2C19 inhibition - 0.8422 84.22%
CYP2D6 inhibition - 0.9359 93.59%
CYP1A2 inhibition - 0.8627 86.27%
CYP2C8 inhibition - 0.7981 79.81%
CYP inhibitory promiscuity - 0.9740 97.40%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7029 70.29%
Eye corrosion - 0.9847 98.47%
Eye irritation - 0.7867 78.67%
Skin irritation - 0.6156 61.56%
Skin corrosion - 0.8946 89.46%
Ames mutagenesis - 0.8137 81.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5194 51.94%
Micronuclear - 0.9500 95.00%
Hepatotoxicity + 0.5211 52.11%
skin sensitisation - 0.9009 90.09%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.5202 52.02%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.7611 76.11%
Acute Oral Toxicity (c) III 0.5904 59.04%
Estrogen receptor binding + 0.6326 63.26%
Androgen receptor binding + 0.6272 62.72%
Thyroid receptor binding - 0.6858 68.58%
Glucocorticoid receptor binding - 0.4753 47.53%
Aromatase binding - 0.6235 62.35%
PPAR gamma - 0.5187 51.87%
Honey bee toxicity - 0.9419 94.19%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.6328 63.28%
Fish aquatic toxicity + 0.9400 94.00%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.05% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.44% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.48% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.45% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.30% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.60% 97.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.65% 97.29%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.40% 100.00%
CHEMBL230 P35354 Cyclooxygenase-2 87.01% 89.63%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 86.44% 90.24%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.22% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.89% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.07% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.88% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.67% 90.08%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 84.44% 92.86%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.58% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 83.56% 91.19%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 83.24% 85.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.85% 99.23%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.39% 92.88%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.28% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.73% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.60% 96.77%
CHEMBL3401 O75469 Pregnane X receptor 80.60% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.45% 95.89%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 80.40% 92.08%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 80.34% 97.50%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 80.13% 95.00%

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.
Annona reticulata

Cross-Links

Top
PubChem 162992204
LOTUS LTS0271632
wikiData Q104986484