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18-O-b-d-Glucopyranosyl-18S-hydroxyneodihydroprotolichesterinate21-O-b-d-glucopyranoside

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 759678fa-0840-451e-bc6a-c4524439952a
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,3R,4R)-4-methyl-5-oxo-2-[(14S)-14-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentadecyl]oxolane-3-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H58O15/c1-18(44-32-28(40)26(38)24(36)21(16-34)46-32)14-12-10-8-6-4-3-5-7-9-11-13-15-20-23(19(2)30(42)45-20)31(43)48-33-29(41)27(39)25(37)22(17-35)47-33/h18-29,32-41H,3-17H2,1-2H3/t18-,19+,20-,21+,22+,23+,24+,25+,26-,27-,28+,29+,32+,33-/m0/s1
InChI Key RJAHGHJUHVHAQR-HQUFRHIYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H58O15
Molecular Weight 694.80 g/mol
Exact Mass 694.37757114 g/mol
Topological Polar Surface Area (TPSA) 242.00 Ų
XlogP 2.60
Atomic LogP (AlogP) -0.22
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 20

Synonyms

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[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,3R,4R)-4-methyl-5-oxo-2-[(14S)-14-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentadecyl]oxolane-3-carboxylate
((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl) (2S,3R,4R)-4-methyl-5-oxo-2-((14S)-14-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxypentadecyl)oxolane-3-carboxylate
(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl (2S,3R,4R)-4-methyl-5-oxo-2-((14S)-14-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)pentadecyl)oxolane-3-carboxylic acid
(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl (2S,3R,4R)-4-methyl-5-oxo-2-[(14S)-14-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}pentadecyl]oxolane-3-carboxylic acid
RefChem:79399
CHEBI:215343

2D Structure

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2D Structure of 18-O-b-d-Glucopyranosyl-18S-hydroxyneodihydroprotolichesterinate21-O-b-d-glucopyranoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8126 81.26%
Caco-2 - 0.8460 84.60%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8745 87.45%
OATP2B1 inhibitior - 0.7145 71.45%
OATP1B1 inhibitior + 0.8873 88.73%
OATP1B3 inhibitior + 0.9401 94.01%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.4615 46.15%
P-glycoprotein inhibitior + 0.6921 69.21%
P-glycoprotein substrate - 0.6507 65.07%
CYP3A4 substrate + 0.6226 62.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8915 89.15%
CYP3A4 inhibition - 0.8153 81.53%
CYP2C9 inhibition - 0.8778 87.78%
CYP2C19 inhibition - 0.8836 88.36%
CYP2D6 inhibition - 0.9303 93.03%
CYP1A2 inhibition - 0.8871 88.71%
CYP2C8 inhibition - 0.8805 88.05%
CYP inhibitory promiscuity - 0.9356 93.56%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7318 73.18%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9044 90.44%
Skin irritation - 0.7904 79.04%
Skin corrosion - 0.9573 95.73%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3892 38.92%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7032 70.32%
skin sensitisation - 0.9471 94.71%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity - 0.5889 58.89%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.6975 69.75%
Acute Oral Toxicity (c) III 0.5035 50.35%
Estrogen receptor binding + 0.7037 70.37%
Androgen receptor binding - 0.4870 48.70%
Thyroid receptor binding - 0.5857 58.57%
Glucocorticoid receptor binding - 0.4663 46.63%
Aromatase binding + 0.5633 56.33%
PPAR gamma + 0.5781 57.81%
Honey bee toxicity - 0.8219 82.19%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6788 67.88%
Fish aquatic toxicity + 0.9011 90.11%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.44% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.01% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.76% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.16% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.62% 99.17%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.22% 96.47%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.23% 90.08%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.84% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 87.45% 94.73%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 87.26% 97.29%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.93% 95.56%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 80.87% 92.32%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.73% 93.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.31% 94.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.27% 86.92%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.24% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.22% 95.89%

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 139586068
LOTUS LTS0139715
wikiData Q77498099