[3,4-Dihydroxy-2-(octadecanoylamino)octadecyl] (2,3,4,5,6-pentahydroxycyclohexyl) hydrogen phosphate

Details

• Internal ID: 805cce75-5978-4ffb-bb7e-45f9ff9d00fc
• Taxonomy: Lipids and lipid-like molecules > Sphingolipids > Phosphosphingolipids
• IUPAC Name: [3,4-dihydroxy-2-(octadecanoylamino)octadecyl] (2,3,4,5,6-pentahydroxycyclohexyl) hydrogen phosphate
• SMILES (Canonical): CCCCCCCCCCCCCCCCCC(=O)NC(COP(=O)(O)OC1C(C(C(C(C1O)O)O)O)O)C(C(CCCCCCCCCCCCCC)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCC(=O)NC(COP(=O)(O)OC1C(C(C(C(C1O)O)O)O)O)C(C(CCCCCCCCCCCCCC)O)O
• InChI: InChI=1S/C42H84NO12P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-35(45)43-33(32-54-56(52,53)55-42-40(50)38(48)37(47)39(49)41(42)51)36(46)34(44)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h33-34,36-42,44,46-51H,3-32H2,1-2H3,(H,43,45)(H,52,53)
• InChI Key: AIHGLHCMQQPRQQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₈₄NO₁₂P
• Molecular Weight: 826.10 g/mol
• Exact Mass: 825.57311411 g/mol
• Topological Polar Surface Area (TPSA): 226.00 Ų
• XlogP: 9.50
• Atomic LogP (AlogP): 6.87
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 37

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6181	61.81%
Caco-2	-	0.8657	86.57%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8592	85.92%
OATP2B1 inhibitior	-	0.5632	56.32%
OATP1B1 inhibitior	+	0.9135	91.35%
OATP1B3 inhibitior	+	0.9296	92.96%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7418	74.18%
P-glycoprotein inhibitior	+	0.6671	66.71%
P-glycoprotein substrate	+	0.5407	54.07%
CYP3A4 substrate	+	0.6394	63.94%
CYP2C9 substrate	+	0.5872	58.72%
CYP2D6 substrate	-	0.8327	83.27%
CYP3A4 inhibition	-	0.8161	81.61%
CYP2C9 inhibition	-	0.8709	87.09%
CYP2C19 inhibition	-	0.7867	78.67%
CYP2D6 inhibition	-	0.8886	88.86%
CYP1A2 inhibition	-	0.7907	79.07%
CYP2C8 inhibition	-	0.8496	84.96%
CYP inhibitory promiscuity	-	0.9306	93.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6487	64.87%
Eye corrosion	-	0.9694	96.94%
Eye irritation	-	0.8978	89.78%
Skin irritation	-	0.7697	76.97%
Skin corrosion	-	0.9108	91.08%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4080	40.80%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.6142	61.42%
skin sensitisation	-	0.8540	85.40%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5901	59.01%
Acute Oral Toxicity (c)	III	0.5778	57.78%
Estrogen receptor binding	+	0.7524	75.24%
Androgen receptor binding	-	0.6263	62.63%
Thyroid receptor binding	-	0.5684	56.84%
Glucocorticoid receptor binding	-	0.5095	50.95%
Aromatase binding	+	0.6368	63.68%
PPAR gamma	+	0.6470	64.70%
Honey bee toxicity	-	0.8245	82.45%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6328	63.28%
Fish aquatic toxicity	+	0.9058	90.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.87%	83.82%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	99.47%	97.29%
CHEMBL2581	P07339	Cathepsin D	98.36%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	97.99%	92.86%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.81%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.96%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	96.79%	89.63%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.03%	95.17%
CHEMBL5255	O00206	Toll-like receptor 4	95.12%	92.50%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	93.73%	85.94%
CHEMBL221	P23219	Cyclooxygenase-1	91.51%	90.17%
CHEMBL256	P0DMS8	Adenosine A3 receptor	90.97%	95.93%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.91%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.30%	93.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.64%	94.33%
CHEMBL299	P17252	Protein kinase C alpha	87.96%	98.03%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.31%	92.08%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.29%	89.34%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.00%	97.21%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	85.95%	96.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.41%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.09%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.69%	90.71%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.56%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.45%	97.25%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.39%	82.50%
CHEMBL3401	O75469	Pregnane X receptor	84.35%	94.73%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	84.25%	94.01%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.77%	91.81%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.38%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.26%	95.89%
CHEMBL2885	P07451	Carbonic anhydrase III	82.60%	87.45%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.45%	80.33%
CHEMBL255	P29275	Adenosine A2b receptor	81.93%	98.59%
CHEMBL4333	P21453	Sphingosine 1-phosphate receptor Edg-1	81.51%	96.99%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.03%	98.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.97%	91.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.87%	91.24%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.17%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 77916493
• LOTUS: LTS0020484
• wikiData: Q104912780