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5-[(11S)-11-hydroxy-11-[(2S,5S)-5-[(1S)-1-hydroxytridecyl]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

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Internal ID ab1b1493-5b5f-4e6b-8fff-3671bfa02bc3
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
IUPAC Name 5-[(11S)-11-hydroxy-11-[(2S,5S)-5-[(1S)-1-hydroxytridecyl]oxolan-2-yl]-5-oxoundecyl]-3-(2-oxopropyl)oxolan-2-one
SMILES (Canonical) CCCCCCCCCCCCC(C1CCC(O1)C(CCCCCC(=O)CCCCC2CC(C(=O)O2)CC(=O)C)O)O
SMILES (Isomeric) CCCCCCCCCCCC[C@@H]([C@@H]1CC[C@H](O1)[C@H](CCCCCC(=O)CCCCC2CC(C(=O)O2)CC(=O)C)O)O
InChI InChI=1S/C35H62O7/c1-3-4-5-6-7-8-9-10-11-14-21-31(38)33-23-24-34(42-33)32(39)22-15-12-13-18-29(37)19-16-17-20-30-26-28(25-27(2)36)35(40)41-30/h28,30-34,38-39H,3-26H2,1-2H3/t28?,30?,31-,32-,33-,34-/m0/s1
InChI Key PAFMHAFYJMTISR-XEGZBDPNSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C35H62O7
Molecular Weight 594.90 g/mol
Exact Mass 594.44955431 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 7.60
Atomic LogP (AlogP) 7.56
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 26

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8993 89.93%
Caco-2 - 0.8227 82.27%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8018 80.18%
OATP2B1 inhibitior - 0.5612 56.12%
OATP1B1 inhibitior + 0.8870 88.70%
OATP1B3 inhibitior + 0.8971 89.71%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8356 83.56%
P-glycoprotein inhibitior + 0.6448 64.48%
P-glycoprotein substrate + 0.5827 58.27%
CYP3A4 substrate + 0.6108 61.08%
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 - 0.7058 70.58%
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 - 0.8160 81.60%
Skin irritation - 0.6156 61.56%
Skin corrosion - 0.8946 89.46%
Ames mutagenesis - 0.7837 78.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5512 55.12%
Micronuclear - 0.9500 95.00%
Hepatotoxicity + 0.5409 54.09%
skin sensitisation - 0.9009 90.09%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.5202 52.02%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.7083 70.83%
Acute Oral Toxicity (c) III 0.5904 59.04%
Estrogen receptor binding + 0.7083 70.83%
Androgen receptor binding + 0.5854 58.54%
Thyroid receptor binding - 0.6944 69.44%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding - 0.6066 60.66%
PPAR gamma - 0.5255 52.55%
Honey bee toxicity - 0.9143 91.43%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity + 0.6542 65.42%
Fish aquatic toxicity + 0.9400 94.00%

Targets

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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 97.41% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.76% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.11% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.37% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.20% 91.11%
CHEMBL230 P35354 Cyclooxygenase-2 92.64% 89.63%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.08% 97.09%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 89.93% 85.94%
CHEMBL5255 O00206 Toll-like receptor 4 89.43% 92.50%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 88.92% 97.29%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.14% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.05% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.22% 93.56%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 85.87% 92.08%
CHEMBL4588 P22894 Matrix metalloproteinase 8 85.51% 94.66%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.22% 90.08%
CHEMBL340 P08684 Cytochrome P450 3A4 85.08% 91.19%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 85.00% 95.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.88% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.84% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.48% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.28% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.13% 95.50%
CHEMBL325 Q13547 Histone deacetylase 1 83.03% 95.92%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.94% 96.77%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 81.39% 97.50%
CHEMBL3401 O75469 Pregnane X receptor 81.03% 94.73%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.73% 92.88%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.52% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.42% 96.47%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.08% 98.33%

Plants that contains it

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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
Annona squamosa

Cross-Links

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PubChem 10100031
NPASS NPC51249
LOTUS LTS0248091
wikiData Q105204496