PlantaeDB Logo
Login Sign-up

(3R,5R)-5-[(11R)-11-hydroxy-11-[(2R,5R)-5-[(Z,1R)-1-hydroxypentadec-4-enyl]oxolan-2-yl]-5-oxoundecyl]-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 755a06de-5f0c-47e5-8a74-84fa71e1723b
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
IUPAC Name (3R,5R)-5-[(11R)-11-hydroxy-11-[(2R,5R)-5-[(Z,1R)-1-hydroxypentadec-4-enyl]oxolan-2-yl]-5-oxoundecyl]-3-(2-oxopropyl)oxolan-2-one
SMILES (Canonical) CCCCCCCCCCC=CCCC(C1CCC(O1)C(CCCCCC(=O)CCCCC2CC(C(=O)O2)CC(=O)C)O)O
SMILES (Isomeric) CCCCCCCCCC/C=C\CC[C@H]([C@H]1CC[C@@H](O1)[C@@H](CCCCCC(=O)CCCC[C@@H]2C[C@@H](C(=O)O2)CC(=O)C)O)O
InChI InChI=1S/C37H64O7/c1-3-4-5-6-7-8-9-10-11-12-13-16-23-33(40)35-25-26-36(44-35)34(41)24-17-14-15-20-31(39)21-18-19-22-32-28-30(27-29(2)38)37(42)43-32/h12-13,30,32-36,40-41H,3-11,14-28H2,1-2H3/b13-12-/t30-,32+,33+,34+,35+,36+/m0/s1
InChI Key MEZMFFSHBLPWKU-KYPJJROCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C37H64O7
Molecular Weight 620.90 g/mol
Exact Mass 620.46520438 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 7.90
Atomic LogP (AlogP) 8.11
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 27

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3R,5R)-5-[(11R)-11-hydroxy-11-[(2R,5R)-5-[(Z,1R)-1-hydroxypentadec-4-enyl]oxolan-2-yl]-5-oxoundecyl]-3-(2-oxopropyl)oxolan-2-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9323 93.23%
Caco-2 - 0.8240 82.40%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8000 80.00%
OATP2B1 inhibitior - 0.5626 56.26%
OATP1B1 inhibitior + 0.8224 82.24%
OATP1B3 inhibitior + 0.8888 88.88%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8870 88.70%
P-glycoprotein inhibitior + 0.6782 67.82%
P-glycoprotein substrate + 0.5936 59.36%
CYP3A4 substrate + 0.6467 64.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8692 86.92%
CYP3A4 inhibition - 0.5714 57.14%
CYP2C9 inhibition - 0.9111 91.11%
CYP2C19 inhibition - 0.8111 81.11%
CYP2D6 inhibition - 0.9294 92.94%
CYP1A2 inhibition - 0.8436 84.36%
CYP2C8 inhibition - 0.5597 55.97%
CYP inhibitory promiscuity - 0.9575 95.75%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6694 66.94%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.8667 86.67%
Skin irritation - 0.5401 54.01%
Skin corrosion - 0.9088 90.88%
Ames mutagenesis - 0.7769 77.69%
Human Ether-a-go-go-Related Gene inhibition + 0.6475 64.75%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.5216 52.16%
skin sensitisation - 0.8775 87.75%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.5789 57.89%
Acute Oral Toxicity (c) III 0.5349 53.49%
Estrogen receptor binding + 0.7261 72.61%
Androgen receptor binding + 0.6349 63.49%
Thyroid receptor binding - 0.7139 71.39%
Glucocorticoid receptor binding - 0.4795 47.95%
Aromatase binding - 0.5677 56.77%
PPAR gamma - 0.5417 54.17%
Honey bee toxicity - 0.8815 88.15%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity + 0.6878 68.78%
Fish aquatic toxicity + 0.9735 97.35%

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
CHEMBL3060 Q9Y345 Glycine transporter 2 98.10% 99.17%
CHEMBL2581 P07339 Cathepsin D 97.07% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.40% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.46% 91.11%
CHEMBL230 P35354 Cyclooxygenase-2 95.38% 89.63%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.39% 97.25%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 90.80% 85.94%
CHEMBL325 Q13547 Histone deacetylase 1 90.79% 95.92%
CHEMBL4588 P22894 Matrix metalloproteinase 8 90.70% 94.66%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 90.17% 92.08%
CHEMBL5255 O00206 Toll-like receptor 4 90.14% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.07% 97.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.61% 97.29%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 89.35% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.41% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.17% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.16% 90.08%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.78% 93.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.33% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 86.16% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.95% 99.23%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 85.86% 95.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.91% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.72% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.89% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 83.74% 94.73%
CHEMBL1829 O15379 Histone deacetylase 3 82.90% 95.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.88% 92.88%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 81.67% 96.00%
CHEMBL220 P22303 Acetylcholinesterase 80.74% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.52% 95.89%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 80.06% 97.50%

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 squamosa

Cross-Links

Top
PubChem 163067949
LOTUS LTS0244126
wikiData Q105162491