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Cerebroside C

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 f8467403-a534-4331-8c9a-870588ae94ba
Taxonomy Lipids and lipid-like molecules > Sphingolipids > Glycosphingolipids > Simple glycosylceramides > Glycosyl-N-acylsphingosines
IUPAC Name (E,2R)-2-hydroxy-N-[(2S,3R,4E,8E)-3-hydroxy-9-methyl-1-[(2R,3R,4S,5S,6R)-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=C(C)CCCCCCCCC)O)O
SMILES (Isomeric) CCCCCCCCCCCCCC/C=C/[C@H](C(=O)N[C@@H](CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@@H](/C=C/CC/C=C(\C)/CCCCCCCCC)O)O
InChI InChI=1S/C43H79NO9/c1-4-6-8-10-12-13-14-15-16-17-18-20-22-26-31-37(47)42(51)44-35(33-52-43-41(50)40(49)39(48)38(32-45)53-43)36(46)30-27-23-25-29-34(3)28-24-21-19-11-9-7-5-2/h26-27,29-31,35-41,43,45-50H,4-25,28,32-33H2,1-3H3,(H,44,51)/b30-27+,31-26+,34-29+/t35-,36+,37+,38+,39+,40-,41+,43+/m0/s1
InChI Key QSPMXWIFLDIBGD-DDSPGNMTSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C43H79NO9
Molecular Weight 754.10 g/mol
Exact Mass 753.57548310 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 11.00
Atomic LogP (AlogP) 7.08
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 33

Synonyms

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98677-33-9
(R,E)-2-hydroxy-N-((2S,3R,4E,8E)-3-hydroxy-9-methyl-1-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)octadeca-4,8-dien-2-yl)octadec-3-enamide
HY-N8396
AKOS040755208
CS-0143940
(E,2R)-2-hydroxy-N-[(2S,3R,4E,8E)-3-hydroxy-9-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8-dien-2-yl]octadec-3-enamide

2D Structure

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2D Structure of Cerebroside C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5572 55.72%
Caco-2 - 0.8667 86.67%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7659 76.59%
OATP2B1 inhibitior - 0.5690 56.90%
OATP1B1 inhibitior + 0.8092 80.92%
OATP1B3 inhibitior + 0.9194 91.94%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9148 91.48%
P-glycoprotein inhibitior + 0.6870 68.70%
P-glycoprotein substrate - 0.5640 56.40%
CYP3A4 substrate + 0.6633 66.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8690 86.90%
CYP3A4 inhibition - 0.6461 64.61%
CYP2C9 inhibition - 0.8984 89.84%
CYP2C19 inhibition - 0.8474 84.74%
CYP2D6 inhibition - 0.8473 84.73%
CYP1A2 inhibition - 0.8522 85.22%
CYP2C8 inhibition + 0.4756 47.56%
CYP inhibitory promiscuity - 0.8504 85.04%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6660 66.60%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9102 91.02%
Skin irritation - 0.7465 74.65%
Skin corrosion - 0.9477 94.77%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6474 64.74%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.8144 81.44%
skin sensitisation - 0.8664 86.64%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.5507 55.07%
Acute Oral Toxicity (c) III 0.6791 67.91%
Estrogen receptor binding + 0.7633 76.33%
Androgen receptor binding - 0.5261 52.61%
Thyroid receptor binding - 0.5713 57.13%
Glucocorticoid receptor binding + 0.5555 55.55%
Aromatase binding + 0.5816 58.16%
PPAR gamma + 0.6678 66.78%
Honey bee toxicity - 0.7903 79.03%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5534 55.34%
Fish aquatic toxicity + 0.6688 66.88%

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
CHEMBL3060 Q9Y345 Glycine transporter 2 98.95% 99.17%
CHEMBL2581 P07339 Cathepsin D 98.94% 98.95%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 98.29% 92.08%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.16% 96.09%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 96.92% 92.86%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.67% 91.11%
CHEMBL3359 P21462 Formyl peptide receptor 1 96.55% 93.56%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 95.55% 97.29%
CHEMBL3401 O75469 Pregnane X receptor 93.06% 94.73%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 93.02% 85.94%
CHEMBL5255 O00206 Toll-like receptor 4 92.80% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.31% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 90.27% 94.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.75% 91.24%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 89.75% 82.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.84% 96.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.09% 96.95%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.64% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.82% 96.47%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 86.65% 92.32%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.61% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 84.74% 91.19%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.02% 96.90%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.00% 89.34%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 83.64% 91.81%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.62% 97.21%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 83.58% 95.00%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 83.54% 92.29%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.12% 94.45%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.05% 92.88%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 82.43% 95.71%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.71% 97.36%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.57% 96.61%
CHEMBL2514 O95665 Neurotensin receptor 2 81.33% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.32% 95.50%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.96% 92.78%

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.
Azadirachta indica

Cross-Links

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PubChem 11767849
LOTUS LTS0266552
wikiData Q105227201