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methyl (5S,6S,7Z)-5,6-diacetyloxy-7-[(1S,4S,5R)-1-chloro-4-hydroxy-4-[(E)-oct-2-enyl]-2-oxo-6-oxabicyclo[3.1.0]hexan-3-ylidene]heptanoate

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 ae9bc86b-08d7-4073-ac7e-c171445fc7cc
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Clavulones and derivatives
IUPAC Name methyl (5S,6S,7Z)-5,6-diacetyloxy-7-[(1S,4S,5R)-1-chloro-4-hydroxy-4-[(E)-oct-2-enyl]-2-oxo-6-oxabicyclo[3.1.0]hexan-3-ylidene]heptanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H35ClO9/c1-5-6-7-8-9-10-14-24(31)18(22(30)25(26)23(24)35-25)15-20(34-17(3)28)19(33-16(2)27)12-11-13-21(29)32-4/h9-10,15,19-20,23,31H,5-8,11-14H2,1-4H3/b10-9+,18-15+/t19-,20-,23+,24-,25-/m0/s1
InChI Key HFXPAQIRUHKPTL-SZRJFDBTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H35ClO9
Molecular Weight 515.00 g/mol
Exact Mass 514.1969604 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.29
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (5S,6S,7Z)-5,6-diacetyloxy-7-[(1S,4S,5R)-1-chloro-4-hydroxy-4-[(E)-oct-2-enyl]-2-oxo-6-oxabicyclo[3.1.0]hexan-3-ylidene]heptanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9801 98.01%
Caco-2 - 0.7511 75.11%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6091 60.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8040 80.40%
OATP1B3 inhibitior + 0.8906 89.06%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8124 81.24%
P-glycoprotein inhibitior + 0.7586 75.86%
P-glycoprotein substrate + 0.5183 51.83%
CYP3A4 substrate + 0.6775 67.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8897 88.97%
CYP3A4 inhibition - 0.7361 73.61%
CYP2C9 inhibition - 0.7772 77.72%
CYP2C19 inhibition - 0.7940 79.40%
CYP2D6 inhibition - 0.8797 87.97%
CYP1A2 inhibition - 0.8475 84.75%
CYP2C8 inhibition + 0.5640 56.40%
CYP inhibitory promiscuity - 0.9497 94.97%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8401 84.01%
Carcinogenicity (trinary) Non-required 0.5777 57.77%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.9399 93.99%
Skin irritation - 0.5658 56.58%
Skin corrosion - 0.9053 90.53%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5773 57.73%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.5574 55.74%
skin sensitisation - 0.8173 81.73%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.6482 64.82%
Acute Oral Toxicity (c) III 0.4770 47.70%
Estrogen receptor binding + 0.6783 67.83%
Androgen receptor binding + 0.5599 55.99%
Thyroid receptor binding + 0.5730 57.30%
Glucocorticoid receptor binding + 0.7625 76.25%
Aromatase binding + 0.6012 60.12%
PPAR gamma + 0.5661 56.61%
Honey bee toxicity - 0.7899 78.99%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.7501 75.01%
Fish aquatic toxicity + 0.9781 97.81%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.13% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.79% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 97.13% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.75% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.01% 96.09%
CHEMBL230 P35354 Cyclooxygenase-2 92.90% 89.63%
CHEMBL240 Q12809 HERG 92.71% 89.76%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.05% 93.56%
CHEMBL299 P17252 Protein kinase C alpha 90.21% 98.03%
CHEMBL3401 O75469 Pregnane X receptor 90.11% 94.73%
CHEMBL221 P23219 Cyclooxygenase-1 89.76% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.69% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 88.15% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 86.65% 92.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.34% 100.00%
CHEMBL321 P14780 Matrix metalloproteinase 9 83.86% 92.12%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.53% 92.86%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.71% 96.90%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.44% 89.34%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 81.22% 91.81%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.21% 96.00%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 81.07% 96.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.78% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.69% 89.00%

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 101676770
LOTUS LTS0070120
wikiData Q105027620