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(3S,4R,5S)-3-[9-[(2R,5R)-5-[(1R,4R)-1,4-dihydroxy-4-[(2R,5R)-5-[(1S)-1-hydroxyundecyl]oxolan-2-yl]butyl]oxolan-2-yl]nonyl]-4-hydroxy-5-methyloxolan-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 f46ef363-ab25-48a5-9ace-6fc3be74fb4b
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
IUPAC Name (3S,4R,5S)-3-[9-[(2R,5R)-5-[(1R,4R)-1,4-dihydroxy-4-[(2R,5R)-5-[(1S)-1-hydroxyundecyl]oxolan-2-yl]butyl]oxolan-2-yl]nonyl]-4-hydroxy-5-methyloxolan-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H68O8/c1-3-4-5-6-7-11-14-17-20-30(38)34-25-26-35(45-34)32(40)23-22-31(39)33-24-21-28(44-33)18-15-12-9-8-10-13-16-19-29-36(41)27(2)43-37(29)42/h27-36,38-41H,3-26H2,1-2H3/t27-,28+,29-,30-,31+,32+,33+,34+,35+,36-/m0/s1
InChI Key BIXWLUMDIFSPDE-YEJRUQLBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H68O8
Molecular Weight 640.90 g/mol
Exact Mass 640.49141912 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP 8.80
Atomic LogP (AlogP) 6.91
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 25

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4R,5S)-3-[9-[(2R,5R)-5-[(1R,4R)-1,4-dihydroxy-4-[(2R,5R)-5-[(1S)-1-hydroxyundecyl]oxolan-2-yl]butyl]oxolan-2-yl]nonyl]-4-hydroxy-5-methyloxolan-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 + 0.9201 92.01%
Caco-2 - 0.8321 83.21%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7349 73.49%
OATP2B1 inhibitior - 0.5660 56.60%
OATP1B1 inhibitior + 0.9009 90.09%
OATP1B3 inhibitior + 0.8999 89.99%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6515 65.15%
P-glycoprotein inhibitior + 0.6009 60.09%
P-glycoprotein substrate - 0.5556 55.56%
CYP3A4 substrate + 0.6015 60.15%
CYP2C9 substrate - 0.5918 59.18%
CYP2D6 substrate - 0.8601 86.01%
CYP3A4 inhibition - 0.6824 68.24%
CYP2C9 inhibition - 0.8887 88.87%
CYP2C19 inhibition - 0.7643 76.43%
CYP2D6 inhibition - 0.9393 93.93%
CYP1A2 inhibition - 0.8319 83.19%
CYP2C8 inhibition - 0.8264 82.64%
CYP inhibitory promiscuity - 0.9520 95.20%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6711 67.11%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.8612 86.12%
Skin irritation - 0.5634 56.34%
Skin corrosion - 0.8938 89.38%
Ames mutagenesis - 0.7920 79.20%
Human Ether-a-go-go-Related Gene inhibition - 0.3957 39.57%
Micronuclear - 0.9600 96.00%
Hepatotoxicity - 0.6283 62.83%
skin sensitisation - 0.8920 89.20%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.5202 52.02%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.6978 69.78%
Acute Oral Toxicity (c) III 0.5030 50.30%
Estrogen receptor binding + 0.7893 78.93%
Androgen receptor binding + 0.6153 61.53%
Thyroid receptor binding - 0.6159 61.59%
Glucocorticoid receptor binding - 0.6233 62.33%
Aromatase binding + 0.5488 54.88%
PPAR gamma + 0.5369 53.69%
Honey bee toxicity - 0.9370 93.70%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6118 61.18%
Fish aquatic toxicity + 0.9022 90.22%

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
CHEMBL2581 P07339 Cathepsin D 97.97% 98.95%
CHEMBL230 P35354 Cyclooxygenase-2 96.01% 89.63%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.19% 96.09%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 92.55% 92.86%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.87% 91.11%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 91.63% 97.29%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.76% 97.25%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 89.88% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.15% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.87% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 87.75% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.40% 93.56%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 85.82% 90.24%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.77% 90.71%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 85.51% 92.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.45% 95.56%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.37% 92.88%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 84.68% 91.81%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 84.35% 85.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.21% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.87% 95.89%
CHEMBL4588 P22894 Matrix metalloproteinase 8 81.33% 94.66%
CHEMBL5255 O00206 Toll-like receptor 4 81.07% 92.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.82% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.74% 96.77%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.63% 90.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.61% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.13% 100.00%

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.
There are no matching plants.

Cross-Links

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PubChem 163056805
LOTUS LTS0038015
wikiData Q104936863