PlantaeDB Logo
Login Sign-up

methyl 5-[(6S,7S,8S,9E,15S)-6,15-dihydroxy-8-methoxyheptadeca-9,16-dien-11,13-diyn-7-yl]oxypentanoate

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

Top
Internal ID 37388b8d-e5d1-4617-9e48-39084ec6776c
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
IUPAC Name methyl 5-[(6S,7S,8S,9E,15S)-6,15-dihydroxy-8-methoxyheptadeca-9,16-dien-11,13-diyn-7-yl]oxypentanoate
SMILES (Canonical) CCCCCC(C(C(C=CC#CC#CC(C=C)O)OC)OCCCCC(=O)OC)O
SMILES (Isomeric) CCCCC[C@@H]([C@@H]([C@H](/C=C/C#CC#C[C@H](C=C)O)OC)OCCCCC(=O)OC)O
InChI InChI=1S/C24H36O6/c1-5-7-10-16-21(26)24(30-19-14-13-18-23(27)29-4)22(28-3)17-12-9-8-11-15-20(25)6-2/h6,12,17,20-22,24-26H,2,5,7,10,13-14,16,18-19H2,1,3-4H3/b17-12+/t20-,21-,22-,24-/m0/s1
InChI Key LCCGCXCFZHBCJT-TUAHSIHMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C24H36O6
Molecular Weight 420.50 g/mol
Exact Mass 420.25118886 g/mol
Topological Polar Surface Area (TPSA) 85.20 Ų
XlogP 3.50
Atomic LogP (AlogP) 2.78
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 15

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl 5-[(6S,7S,8S,9E,15S)-6,15-dihydroxy-8-methoxyheptadeca-9,16-dien-11,13-diyn-7-yl]oxypentanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9376 93.76%
Caco-2 - 0.6551 65.51%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7507 75.07%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8718 87.18%
OATP1B3 inhibitior + 0.9218 92.18%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7507 75.07%
P-glycoprotein inhibitior - 0.4579 45.79%
P-glycoprotein substrate + 0.5551 55.51%
CYP3A4 substrate + 0.6326 63.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8654 86.54%
CYP3A4 inhibition + 0.6857 68.57%
CYP2C9 inhibition - 0.8203 82.03%
CYP2C19 inhibition - 0.8044 80.44%
CYP2D6 inhibition - 0.9130 91.30%
CYP1A2 inhibition - 0.6906 69.06%
CYP2C8 inhibition + 0.5054 50.54%
CYP inhibitory promiscuity - 0.8420 84.20%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7500 75.00%
Carcinogenicity (trinary) Non-required 0.7340 73.40%
Eye corrosion - 0.9520 95.20%
Eye irritation - 0.9521 95.21%
Skin irritation - 0.7809 78.09%
Skin corrosion - 0.9641 96.41%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8599 85.99%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.6279 62.79%
skin sensitisation - 0.7286 72.86%
Respiratory toxicity - 0.7556 75.56%
Reproductive toxicity - 0.8821 88.21%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity + 0.6073 60.73%
Acute Oral Toxicity (c) III 0.4195 41.95%
Estrogen receptor binding + 0.7653 76.53%
Androgen receptor binding - 0.6427 64.27%
Thyroid receptor binding + 0.6010 60.10%
Glucocorticoid receptor binding + 0.6485 64.85%
Aromatase binding + 0.5421 54.21%
PPAR gamma - 0.4916 49.16%
Honey bee toxicity - 0.7902 79.02%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5418 54.18%
Fish aquatic toxicity + 0.9648 96.48%

Targets

Top

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 98.25% 99.17%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 95.99% 97.29%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 95.95% 85.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.76% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.39% 98.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 91.18% 100.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 91.02% 95.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.53% 91.11%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 89.60% 96.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.31% 93.56%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 89.09% 92.08%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.79% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 88.19% 91.19%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.40% 89.34%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 87.04% 92.86%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.00% 91.24%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 85.82% 100.00%
CHEMBL256 P0DMS8 Adenosine A3 receptor 85.38% 95.93%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.32% 96.47%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.55% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 83.96% 92.50%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.24% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.26% 94.45%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.98% 100.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 81.75% 95.71%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.74% 90.71%
CHEMBL1907 P15144 Aminopeptidase N 81.72% 93.31%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.25% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 80.52% 94.73%

Plants that contains it

Top
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.
Centella asiatica

Cross-Links

Top
PubChem 163077828
LOTUS LTS0092213
wikiData Q105149767