Porphyromonas gingivalis lipid A

Details

• Internal ID: f47faea3-3071-4eea-9bdc-3109db2a8664
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Amino sugars > Acylaminosugars
• IUPAC Name: [(3S,6R)-2-[[(2R,5S)-3-[(3-hexadecanoyloxy-15-methylhexadecanoyl)amino]-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-hydroxy-5-[(3-hydroxy-15-methylhexadecanoyl)amino]-6-phosphonooxyoxan-4-yl] 3-hydroxyhexadecanoate
• InChI: InChI=1S/C78H149N2O19P/c1-7-9-11-13-15-17-19-20-22-30-36-42-48-54-69(86)95-64(53-47-41-35-29-24-26-32-38-44-50-61(5)6)57-68(85)79-71-75(90)73(88)65(58-81)96-77(71)94-59-66-74(89)76(98-70(87)56-63(83)52-46-40-34-27-21-18-16-14-12-10-8-2)72(78(97-66)99-100(91,92)93)80-67(84)55-62(82)51-45-39-33-28-23-25-31-37-43-49-60(3)4/h60-66,71-78,81-83,88-90H,7-59H2,1-6H3,(H,79,85)(H,80,84)(H2,91,92,93)/t62?,63?,64?,65?,66?,71?,72?,73-,74-,75?,76?,77-,78-/m1/s1
• InChI Key: PLELIMGHEDFXFZ-YMYLJYMDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₈H₁₄₉N₂O₁₉P
• Molecular Weight: 1450.00 g/mol
• Exact Mass: 1449.04921752 g/mol
• Topological Polar Surface Area (TPSA): 327.00 Ų
• XlogP: 21.60
• Atomic LogP (AlogP): 15.40
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 66

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8383	83.83%
Caco-2	-	0.8574	85.74%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6799	67.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8186	81.86%
OATP1B3 inhibitior	+	0.9208	92.08%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9683	96.83%
P-glycoprotein inhibitior	+	0.7395	73.95%
P-glycoprotein substrate	+	0.6805	68.05%
CYP3A4 substrate	+	0.7143	71.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	+	0.5525	55.25%
CYP2C9 inhibition	-	0.8340	83.40%
CYP2C19 inhibition	-	0.7869	78.69%
CYP2D6 inhibition	-	0.8966	89.66%
CYP1A2 inhibition	-	0.8719	87.19%
CYP2C8 inhibition	+	0.6089	60.89%
CYP inhibitory promiscuity	-	0.9268	92.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5818	58.18%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.8979	89.79%
Skin irritation	-	0.7663	76.63%
Skin corrosion	-	0.9194	91.94%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7826	78.26%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5357	53.57%
skin sensitisation	-	0.8485	84.85%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.8661	86.61%
Acute Oral Toxicity (c)	III	0.5865	58.65%
Estrogen receptor binding	+	0.8172	81.72%
Androgen receptor binding	+	0.6560	65.60%
Thyroid receptor binding	+	0.5427	54.27%
Glucocorticoid receptor binding	+	0.6940	69.40%
Aromatase binding	+	0.6477	64.77%
PPAR gamma	+	0.7530	75.30%
Honey bee toxicity	-	0.6832	68.32%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5172	51.72%
Fish aquatic toxicity	+	0.8910	89.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	99.49%	97.29%
CHEMBL5255	O00206	Toll-like receptor 4	98.81%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.39%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.49%	96.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	96.94%	92.86%
CHEMBL2581	P07339	Cathepsin D	95.19%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.99%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.60%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.37%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.76%	96.61%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.58%	96.47%
CHEMBL2996	Q05655	Protein kinase C delta	92.54%	97.79%
CHEMBL299	P17252	Protein kinase C alpha	92.07%	98.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.93%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.55%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	90.77%	94.73%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	89.98%	80.33%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	89.91%	82.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.79%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.33%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.30%	94.33%
CHEMBL3776	Q14790	Caspase-8	87.02%	97.06%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.56%	95.50%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	85.48%	85.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.32%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.14%	96.21%
CHEMBL230	P35354	Cyclooxygenase-2	85.07%	89.63%
CHEMBL2514	O95665	Neurotensin receptor 2	84.40%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.37%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.13%	100.00%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	83.41%	99.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.82%	99.23%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.33%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.20%	98.75%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.81%	92.08%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.66%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.62%	97.09%
CHEMBL256	P0DMS8	Adenosine A3 receptor	80.61%	95.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585331
• LOTUS: LTS0052472
• wikiData: Q77420252