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(3R,5R)-5-[(Z,11R)-11-hydroxy-11-[(2R,5S)-5-[(1S)-1-hydroxydodecyl]oxolan-2-yl]undec-7-enyl]-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 164195a7-67d8-44a1-9571-98f6f4af7a06
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
IUPAC Name (3R,5R)-5-[(Z,11R)-11-hydroxy-11-[(2R,5S)-5-[(1S)-1-hydroxydodecyl]oxolan-2-yl]undec-7-enyl]-3-(2-oxopropyl)oxolan-2-one
SMILES (Canonical) CCCCCCCCCCCC(C1CCC(O1)C(CCC=CCCCCCCC2CC(C(=O)O2)CC(=O)C)O)O
SMILES (Isomeric) CCCCCCCCCCC[C@@H]([C@@H]1CC[C@@H](O1)[C@@H](CC/C=C\CCCCCC[C@@H]2C[C@@H](C(=O)O2)CC(=O)C)O)O
InChI InChI=1S/C34H60O6/c1-3-4-5-6-7-8-12-15-18-21-30(36)32-23-24-33(40-32)31(37)22-19-16-13-10-9-11-14-17-20-29-26-28(25-27(2)35)34(38)39-29/h13,16,28-33,36-37H,3-12,14-15,17-26H2,1-2H3/b16-13-/t28-,29+,30-,31+,32-,33+/m0/s1
InChI Key BHKBAQOZVCASRP-OKAQDLNBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H60O6
Molecular Weight 564.80 g/mol
Exact Mass 564.43898963 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 8.70
Atomic LogP (AlogP) 7.76
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 24

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,5R)-5-[(Z,11R)-11-hydroxy-11-[(2R,5S)-5-[(1S)-1-hydroxydodecyl]oxolan-2-yl]undec-7-enyl]-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 + 0.9323 93.23%
Caco-2 - 0.8281 82.81%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8000 80.00%
OATP2B1 inhibitior - 0.5664 56.64%
OATP1B1 inhibitior + 0.8337 83.37%
OATP1B3 inhibitior + 0.8888 88.88%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7435 74.35%
P-glycoprotein inhibitior + 0.6411 64.11%
P-glycoprotein substrate + 0.5275 52.75%
CYP3A4 substrate + 0.6289 62.89%
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 - 0.6512 65.12%
CYP inhibitory promiscuity - 0.9575 95.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6694 66.94%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.8591 85.91%
Skin irritation - 0.5401 54.01%
Skin corrosion - 0.9088 90.88%
Ames mutagenesis - 0.7937 79.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3978 39.78%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.5466 54.66%
skin sensitisation - 0.8775 87.75%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.6454 64.54%
Acute Oral Toxicity (c) III 0.5349 53.49%
Estrogen receptor binding + 0.7040 70.40%
Androgen receptor binding + 0.6696 66.96%
Thyroid receptor binding - 0.7155 71.55%
Glucocorticoid receptor binding - 0.5381 53.81%
Aromatase binding - 0.6309 63.09%
PPAR gamma - 0.5498 54.98%
Honey bee toxicity - 0.9155 91.55%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity + 0.6915 69.15%
Fish aquatic toxicity + 0.9735 97.35%

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
CHEMBL3060 Q9Y345 Glycine transporter 2 96.84% 99.17%
CHEMBL2581 P07339 Cathepsin D 96.78% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.91% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.14% 91.11%
CHEMBL230 P35354 Cyclooxygenase-2 91.67% 89.63%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 90.30% 97.29%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.07% 97.25%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 89.59% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.54% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.25% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.17% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.78% 93.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.70% 90.08%
CHEMBL4588 P22894 Matrix metalloproteinase 8 86.22% 94.66%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 86.09% 92.08%
CHEMBL5255 O00206 Toll-like receptor 4 86.03% 92.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.43% 96.47%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.00% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 84.73% 91.19%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 84.58% 85.94%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 84.42% 92.86%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.39% 92.88%
CHEMBL3401 O75469 Pregnane X receptor 83.35% 94.73%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.29% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.08% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.47% 99.23%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 81.21% 95.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.45% 95.89%

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

Cross-Links

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PubChem 163103510
LOTUS LTS0121520
wikiData Q104936018