PlantaeDB Logo
Login Sign-up

methyl (4S,5E,6S)-4-[2-[[(1R,2R,3S,5S)-2-(1,3-dihydroxypropan-2-yl)-3-[2-[(2S,3E,4S)-3-ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxy-5-methylcyclopentyl]methoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

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 102a6ca0-a241-4a2c-ad52-95aaef0cbacc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl (4S,5E,6S)-4-[2-[[(1R,2R,3S,5S)-2-(1,3-dihydroxypropan-2-yl)-3-[2-[(2S,3E,4S)-3-ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxy-5-methylcyclopentyl]methoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H64O24/c1-6-20-22(25(39(57)59-4)16-62-41(20)67-43-37(55)35(53)33(51)28(13-47)65-43)9-30(49)61-15-24-18(3)8-27(32(24)19(11-45)12-46)64-31(50)10-23-21(7-2)42(63-17-26(23)40(58)60-5)68-44-38(56)36(54)34(52)29(14-48)66-44/h6-7,16-19,22-24,27-29,32-38,41-48,51-56H,8-15H2,1-5H3/b20-6+,21-7+/t18-,22-,23-,24+,27-,28+,29+,32-,33+,34+,35-,36-,37+,38+,41-,42-,43-,44-/m0/s1
InChI Key GRSXDODWOZXZCE-PGCSNTCFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C44H64O24
Molecular Weight 977.00 g/mol
Exact Mass 976.37875290 g/mol
Topological Polar Surface Area (TPSA) 363.00 Ų
XlogP -3.20
Atomic LogP (AlogP) -3.32
H-Bond Acceptor 24
H-Bond Donor 10
Rotatable Bonds 18

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (4S,5E,6S)-4-[2-[[(1R,2R,3S,5S)-2-(1,3-dihydroxypropan-2-yl)-3-[2-[(2S,3E,4S)-3-ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxy-5-methylcyclopentyl]methoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6425 64.25%
Caco-2 - 0.8661 86.61%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7953 79.53%
OATP2B1 inhibitior - 0.8651 86.51%
OATP1B1 inhibitior + 0.7644 76.44%
OATP1B3 inhibitior + 0.9308 93.08%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9645 96.45%
P-glycoprotein inhibitior + 0.7404 74.04%
P-glycoprotein substrate + 0.6365 63.65%
CYP3A4 substrate + 0.6938 69.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8894 88.94%
CYP3A4 inhibition - 0.8532 85.32%
CYP2C9 inhibition - 0.8960 89.60%
CYP2C19 inhibition - 0.8687 86.87%
CYP2D6 inhibition - 0.9237 92.37%
CYP1A2 inhibition - 0.8951 89.51%
CYP2C8 inhibition + 0.6341 63.41%
CYP inhibitory promiscuity - 0.9299 92.99%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7158 71.58%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9019 90.19%
Skin irritation - 0.7666 76.66%
Skin corrosion - 0.9593 95.93%
Ames mutagenesis + 0.5446 54.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7282 72.82%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7199 71.99%
skin sensitisation - 0.9046 90.46%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.5846 58.46%
Acute Oral Toxicity (c) III 0.5273 52.73%
Estrogen receptor binding + 0.8028 80.28%
Androgen receptor binding + 0.6929 69.29%
Thyroid receptor binding + 0.5532 55.32%
Glucocorticoid receptor binding + 0.7582 75.82%
Aromatase binding + 0.5725 57.25%
PPAR gamma + 0.7819 78.19%
Honey bee toxicity - 0.6823 68.23%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9428 94.28%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.50% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.40% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.98% 96.00%
CHEMBL2581 P07339 Cathepsin D 89.80% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.37% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 87.99% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.92% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.89% 94.80%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.54% 86.33%
CHEMBL5028 O14672 ADAM10 86.49% 97.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.42% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 86.23% 94.73%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.17% 95.83%
CHEMBL2996 Q05655 Protein kinase C delta 85.16% 97.79%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.18% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.80% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 83.20% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.90% 94.45%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.23% 94.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.65% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.57% 96.90%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.32% 95.50%

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.
Jasminum abyssinicum

Cross-Links

Top
PubChem 162863742
LOTUS LTS0267762
wikiData Q105016418