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2-hydroxy-N-[3-hydroxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8-dien-2-yl]octadec-3-enamide

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 8fceaed7-22ad-4eec-9ed5-ba9bd13c3f24
Taxonomy Lipids and lipid-like molecules > Sphingolipids > Glycosphingolipids > Simple glycosylceramides > Glycosyl-N-acylsphingosines
IUPAC Name 2-hydroxy-N-[3-hydroxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8-dien-2-yl]octadec-3-enamide
SMILES (Canonical) CCCCCCCCCCCCCCC=CC(C(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C=CCCC=CCCCCCCCCC)O)O
SMILES (Isomeric) CCCCCCCCCCCCCCC=CC(C(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C=CCCC=CCCCCCCCCC)O)O
InChI InChI=1S/C42H77NO9/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-36(46)41(50)43-34(33-51-42-40(49)39(48)38(47)37(32-44)52-42)35(45)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h20,22,28-31,34-40,42,44-49H,3-19,21,23-27,32-33H2,1-2H3,(H,43,50)
InChI Key GITZFVKUUYAFTR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H77NO9
Molecular Weight 740.10 g/mol
Exact Mass 739.55983303 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 10.40
Atomic LogP (AlogP) 6.69
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 33

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-hydroxy-N-[3-hydroxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8-dien-2-yl]octadec-3-enamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5446 54.46%
Caco-2 - 0.8665 86.65%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7599 75.99%
OATP2B1 inhibitior - 0.5701 57.01%
OATP1B1 inhibitior + 0.8123 81.23%
OATP1B3 inhibitior + 0.9225 92.25%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8473 84.73%
P-glycoprotein inhibitior + 0.6784 67.84%
P-glycoprotein substrate - 0.7110 71.10%
CYP3A4 substrate + 0.6321 63.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8690 86.90%
CYP3A4 inhibition - 0.6831 68.31%
CYP2C9 inhibition - 0.9257 92.57%
CYP2C19 inhibition - 0.8752 87.52%
CYP2D6 inhibition - 0.8066 80.66%
CYP1A2 inhibition - 0.8743 87.43%
CYP2C8 inhibition - 0.6352 63.52%
CYP inhibitory promiscuity - 0.8687 86.87%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7098 70.98%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9125 91.25%
Skin irritation - 0.7583 75.83%
Skin corrosion - 0.9553 95.53%
Ames mutagenesis - 0.8700 87.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6704 67.04%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.8518 85.18%
skin sensitisation - 0.8789 87.89%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6204 62.04%
Acute Oral Toxicity (c) III 0.6732 67.32%
Estrogen receptor binding + 0.7625 76.25%
Androgen receptor binding - 0.5625 56.25%
Thyroid receptor binding - 0.5823 58.23%
Glucocorticoid receptor binding - 0.5125 51.25%
Aromatase binding + 0.5498 54.98%
PPAR gamma + 0.6476 64.76%
Honey bee toxicity - 0.8726 87.26%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.5571 55.71%
Fish aquatic toxicity - 0.4074 40.74%

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
CHEMBL2581 P07339 Cathepsin D 98.72% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.46% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.66% 96.09%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 96.64% 92.86%
CHEMBL3359 P21462 Formyl peptide receptor 1 96.00% 93.56%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 95.79% 97.29%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.61% 91.11%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 92.25% 85.94%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 91.84% 92.08%
CHEMBL5255 O00206 Toll-like receptor 4 91.30% 92.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.76% 96.95%
CHEMBL3401 O75469 Pregnane X receptor 89.84% 94.73%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.70% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.72% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.61% 91.24%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.29% 96.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 88.05% 82.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.27% 96.47%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.88% 100.00%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 85.71% 91.81%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.66% 89.34%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 85.32% 92.32%
CHEMBL230 P35354 Cyclooxygenase-2 84.10% 89.63%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.02% 96.61%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.24% 92.88%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.23% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 81.27% 91.19%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.00% 92.78%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 80.86% 95.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.62% 95.50%
CHEMBL2514 O95665 Neurotensin receptor 2 80.21% 100.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.04% 97.47%
CHEMBL221 P23219 Cyclooxygenase-1 80.02% 90.17%

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.
There are no matching plants.

Cross-Links

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PubChem 75033270
LOTUS LTS0154515
wikiData Q104167207