(Z,2R)-2-hydroxy-N-[(2S,3S,4R,5S)-3,4,5-trihydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynonacosan-2-yl]pentadec-9-enamide

Details

• Internal ID: c2cc07d2-e39a-472a-8113-e4bfb1f3b36d
• Taxonomy: Lipids and lipid-like molecules > Sphingolipids > Glycosphingolipids
• IUPAC Name: (Z,2R)-2-hydroxy-N-[(2S,3S,4R,5S)-3,4,5-trihydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynonacosan-2-yl]pentadec-9-enamide
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCCCCCCC(C(C(C(COC1C(C(C(C(O1)CO)O)O)O)NC(=O)C(CCCCCCC=CCCCCC)O)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCCCCCCC[C@@H]([C@H]([C@H]([C@H](CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)NC(=O)[C@@H](CCCCCC/C=C\CCCCC)O)O)O)O
• InChI: InChI=1S/C50H97NO11/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-27-28-30-32-34-36-41(53)45(56)44(55)40(39-61-50-48(59)47(58)46(57)43(38-52)62-50)51-49(60)42(54)37-35-33-31-29-26-14-12-10-8-6-4-2/h12,14,40-48,50,52-59H,3-11,13,15-39H2,1-2H3,(H,51,60)/b14-12-/t40-,41-,42+,43+,44-,45+,46+,47-,48+,50+/m0/s1
• InChI Key: QPWQRCVIPXJKLA-XQISRJJDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₉₇NO₁₁
• Molecular Weight: 888.30 g/mol
• Exact Mass: 887.70616291 g/mol
• Topological Polar Surface Area (TPSA): 209.00 Ų
• XlogP: 13.20
• Atomic LogP (AlogP): 8.20
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 43

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5955	59.55%
Caco-2	-	0.8669	86.69%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7759	77.59%
OATP2B1 inhibitior	-	0.5659	56.59%
OATP1B1 inhibitior	+	0.8279	82.79%
OATP1B3 inhibitior	+	0.9207	92.07%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8530	85.30%
P-glycoprotein inhibitior	+	0.6711	67.11%
P-glycoprotein substrate	-	0.5918	59.18%
CYP3A4 substrate	+	0.6567	65.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.7519	75.19%
CYP2C9 inhibition	-	0.9321	93.21%
CYP2C19 inhibition	-	0.9108	91.08%
CYP2D6 inhibition	-	0.8519	85.19%
CYP1A2 inhibition	-	0.8906	89.06%
CYP2C8 inhibition	-	0.6579	65.79%
CYP inhibitory promiscuity	-	0.8718	87.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6977	69.77%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9109	91.09%
Skin irritation	-	0.7752	77.52%
Skin corrosion	-	0.9566	95.66%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7271	72.71%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.7450	74.50%
skin sensitisation	-	0.8711	87.11%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4883	48.83%
Acute Oral Toxicity (c)	III	0.6652	66.52%
Estrogen receptor binding	+	0.7841	78.41%
Androgen receptor binding	-	0.5240	52.40%
Thyroid receptor binding	-	0.6327	63.27%
Glucocorticoid receptor binding	-	0.4722	47.22%
Aromatase binding	+	0.6173	61.73%
PPAR gamma	+	0.6678	66.78%
Honey bee toxicity	-	0.8733	87.33%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5726	57.26%
Fish aquatic toxicity	-	0.4245	42.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	98.71%	99.17%
CHEMBL2581	P07339	Cathepsin D	98.28%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.64%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.27%	96.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	96.17%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.79%	93.56%
CHEMBL4040	P28482	MAP kinase ERK2	94.34%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.23%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	92.17%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.51%	100.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.20%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	91.00%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.53%	96.47%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.88%	91.24%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.15%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.91%	94.33%
CHEMBL221	P23219	Cyclooxygenase-1	86.45%	90.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	85.96%	85.94%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.62%	96.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.56%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.10%	89.34%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.13%	97.21%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.91%	94.66%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.22%	82.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.86%	95.71%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.82%	98.05%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.57%	91.81%
CHEMBL2514	O95665	Neurotensin receptor 2	81.97%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.59%	89.00%

Plants that contains it

• Ficus polita

Cross-Links

• PubChem: 163098886
• LOTUS: LTS0208700
• wikiData: Q105225636