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(3S,5R)-5-[6-[(2R,5R)-5-[(1S,4R)-1,4-dihydroxy-4-[(2R,5S)-5-[(1S)-1-hydroxyundecyl]oxolan-2-yl]butyl]oxolan-2-yl]hexyl]-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 3a54e4d7-1566-4a24-996b-f1771f41c868
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
IUPAC Name (3S,5R)-5-[6-[(2R,5R)-5-[(1S,4R)-1,4-dihydroxy-4-[(2R,5S)-5-[(1S)-1-hydroxyundecyl]oxolan-2-yl]butyl]oxolan-2-yl]hexyl]-3-(2-oxopropyl)oxolan-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H64O8/c1-3-4-5-6-7-8-9-14-17-30(38)34-22-23-35(44-34)32(40)20-19-31(39)33-21-18-28(42-33)15-12-10-11-13-16-29-25-27(24-26(2)37)36(41)43-29/h27-35,38-40H,3-25H2,1-2H3/t27-,28-,29-,30+,31+,32-,33-,34+,35-/m1/s1
InChI Key YDCNXPCHVNMEDK-UPRAIKNCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H64O8
Molecular Weight 624.90 g/mol
Exact Mass 624.46011900 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 7.30
Atomic LogP (AlogP) 6.73
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 24

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5R)-5-[6-[(2R,5R)-5-[(1S,4R)-1,4-dihydroxy-4-[(2R,5S)-5-[(1S)-1-hydroxyundecyl]oxolan-2-yl]butyl]oxolan-2-yl]hexyl]-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 - 0.8401 84.01%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8018 80.18%
OATP2B1 inhibitior - 0.5622 56.22%
OATP1B1 inhibitior + 0.8957 89.57%
OATP1B3 inhibitior + 0.8971 89.71%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7577 75.77%
P-glycoprotein inhibitior + 0.6287 62.87%
P-glycoprotein substrate + 0.5610 56.10%
CYP3A4 substrate + 0.6238 62.38%
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 - 0.7357 73.57%
CYP inhibitory promiscuity - 0.9740 97.40%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7029 70.29%
Eye corrosion - 0.9847 98.47%
Eye irritation - 0.8556 85.56%
Skin irritation - 0.6156 61.56%
Skin corrosion - 0.8946 89.46%
Ames mutagenesis - 0.8037 80.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4481 44.81%
Micronuclear - 0.9500 95.00%
Hepatotoxicity + 0.5301 53.01%
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 + 0.7790 77.90%
Acute Oral Toxicity (c) III 0.5904 59.04%
Estrogen receptor binding + 0.7628 76.28%
Androgen receptor binding + 0.6447 64.47%
Thyroid receptor binding - 0.6424 64.24%
Glucocorticoid receptor binding - 0.5600 56.00%
Aromatase binding + 0.5512 55.12%
PPAR gamma + 0.5254 52.54%
Honey bee toxicity - 0.9334 93.34%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity + 0.6128 61.28%
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 97.12% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.94% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.16% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.71% 99.17%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 91.57% 97.29%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.25% 91.11%
CHEMBL230 P35354 Cyclooxygenase-2 91.22% 89.63%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.52% 97.09%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 89.63% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 87.85% 92.86%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 86.94% 90.24%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.43% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.39% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.07% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.88% 95.56%
CHEMBL4588 P22894 Matrix metalloproteinase 8 84.29% 94.66%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 84.19% 85.94%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.61% 94.33%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 83.37% 92.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.30% 99.23%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.80% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 82.30% 91.19%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.09% 92.88%
CHEMBL3401 O75469 Pregnane X receptor 81.92% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.67% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.52% 90.08%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.41% 90.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.87% 100.00%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 80.34% 97.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162949641
LOTUS LTS0264415
wikiData Q105346655