[(2S,3R,4S,5R,6R)-2-[[(1S,5S,6R,8R,10R,12S)-6-[2-(1-carbamimidoyl-2,5-dihydropyrrol-3-yl)ethylcarbamoyl]-12-hydroxy-7-[(2R)-2-[[(2S)-2-methoxy-3-sulfooxypropanoyl]amino]-4-methylpentanoyl]-3-oxo-2-oxa-4,7-diazatricyclo[6.3.1.01,5]dodecan-10-yl]oxy]-4-carbamoyloxy-5-hydroxy-6-(hydroxymethyl)oxan-3-yl] hexanoate

Details

• Internal ID: c1759560-00e1-463a-9c76-d51a2d6f8499
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2S,3R,4S,5R,6R)-2-[[(1S,5S,6R,8R,10R,12S)-6-[2-(1-carbamimidoyl-2,5-dihydropyrrol-3-yl)ethylcarbamoyl]-12-hydroxy-7-[(2R)-2-[[(2S)-2-methoxy-3-sulfooxypropanoyl]amino]-4-methylpentanoyl]-3-oxo-2-oxa-4,7-diazatricyclo[6.3.1.01,5]dodecan-10-yl]oxy]-4-carbamoyloxy-5-hydroxy-6-(hydroxymethyl)oxan-3-yl] hexanoate
• SMILES (Canonical): CCCCCC(=O)OC1C(C(C(OC1OC2CC3C(C4(C2)C(C(N3C(=O)C(CC(C)C)NC(=O)C(COS(=O)(=O)O)OC)C(=O)NCCC5=CCN(C5)C(=N)N)NC(=O)O4)O)CO)O)OC(=O)N
• SMILES (Isomeric): CCCCCC(=O)O[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1O[C@@H]2C[C@@H]3[C@@H]([C@]4(C2)[C@H]([C@@H](N3C(=O)[C@@H](CC(C)C)NC(=O)[C@H](COS(=O)(=O)O)OC)C(=O)NCCC5=CCN(C5)C(=N)N)NC(=O)O4)O)CO)O)OC(=O)N
• InChI: InChI=1S/C40H64N8O19S/c1-5-6-7-8-26(50)65-30-29(66-38(43)56)28(51)24(17-49)64-36(30)63-21-14-23-32(52)40(15-21)31(46-39(57)67-40)27(34(54)44-11-9-20-10-12-47(16-20)37(41)42)48(23)35(55)22(13-19(2)3)45-33(53)25(61-4)18-62-68(58,59)60/h10,19,21-25,27-32,36,49,51-52H,5-9,11-18H2,1-4H3,(H3,41,42)(H2,43,56)(H,44,54)(H,45,53)(H,46,57)(H,58,59,60)/t21-,22-,23-,24-,25+,27-,28-,29+,30-,31+,32+,36+,40+/m1/s1
• InChI Key: UQTGAESHECRZID-ICNKCJGYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₄N₈O₁₉S
• Molecular Weight: 993.00 g/mol
• Exact Mass: 992.40084301 g/mol
• Topological Polar Surface Area (TPSA): 409.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -3.01
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 22

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8689	86.89%
Caco-2	-	0.8626	86.26%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Lysosomes	0.4284	42.84%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8144	81.44%
OATP1B3 inhibitior	+	0.9252	92.52%
MATE1 inhibitior	-	0.8054	80.54%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7435	74.35%
P-glycoprotein inhibitior	+	0.7476	74.76%
P-glycoprotein substrate	+	0.8682	86.82%
CYP3A4 substrate	+	0.7479	74.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8580	85.80%
CYP3A4 inhibition	-	0.9018	90.18%
CYP2C9 inhibition	-	0.7173	71.73%
CYP2C19 inhibition	-	0.6701	67.01%
CYP2D6 inhibition	-	0.8668	86.68%
CYP1A2 inhibition	-	0.6914	69.14%
CYP2C8 inhibition	+	0.8054	80.54%
CYP inhibitory promiscuity	-	0.9452	94.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6000	60.00%
Carcinogenicity (trinary)	Non-required	0.5186	51.86%
Eye corrosion	-	0.9758	97.58%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.7519	75.19%
Skin corrosion	-	0.9078	90.78%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5054	50.54%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5252	52.52%
skin sensitisation	-	0.8205	82.05%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6274	62.74%
Acute Oral Toxicity (c)	III	0.5721	57.21%
Estrogen receptor binding	+	0.8111	81.11%
Androgen receptor binding	+	0.7377	73.77%
Thyroid receptor binding	+	0.5738	57.38%
Glucocorticoid receptor binding	+	0.6742	67.42%
Aromatase binding	+	0.6608	66.08%
PPAR gamma	+	0.7919	79.19%
Honey bee toxicity	-	0.6396	63.96%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5352	53.52%
Fish aquatic toxicity	+	0.9468	94.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.78%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.74%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	99.23%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.20%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.19%	91.11%
CHEMBL4588	P22894	Matrix metalloproteinase 8	98.97%	94.66%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.20%	97.09%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	97.64%	91.81%
CHEMBL4227	P25090	Lipoxin A4 receptor	96.88%	100.00%
CHEMBL230	P35354	Cyclooxygenase-2	96.85%	89.63%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	96.62%	90.24%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.60%	93.56%
CHEMBL2996	Q05655	Protein kinase C delta	96.21%	97.79%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	95.79%	95.71%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.56%	92.86%
CHEMBL299	P17252	Protein kinase C alpha	95.47%	98.03%
CHEMBL255	P29275	Adenosine A2b receptor	94.23%	98.59%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.02%	97.25%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.90%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.21%	97.14%
CHEMBL1801	P00747	Plasminogen	93.08%	92.44%
CHEMBL2094135	Q96BI3	Gamma-secretase	93.01%	98.05%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	92.77%	92.29%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	92.76%	95.00%
CHEMBL5255	O00206	Toll-like receptor 4	92.64%	92.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	91.66%	92.88%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	91.07%	94.33%
CHEMBL5028	O14672	ADAM10	91.03%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	91.00%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.00%	95.56%
CHEMBL204	P00734	Thrombin	90.37%	96.01%
CHEMBL333	P08253	Matrix metalloproteinase-2	90.19%	96.31%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.78%	97.29%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.72%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	89.69%	95.83%
CHEMBL340	P08684	Cytochrome P450 3A4	89.66%	91.19%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	89.15%	96.28%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.09%	91.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.73%	99.17%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	88.61%	92.38%
CHEMBL3437	Q16853	Amine oxidase, copper containing	88.59%	94.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	88.45%	96.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.39%	99.23%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.96%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.35%	90.71%
CHEMBL2514	O95665	Neurotensin receptor 2	87.16%	100.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	87.14%	98.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.60%	90.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.58%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.38%	96.47%
CHEMBL5646	Q6L5J4	FML2_HUMAN	86.11%	100.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.80%	97.64%
CHEMBL221	P23219	Cyclooxygenase-1	85.74%	90.17%
CHEMBL321	P14780	Matrix metalloproteinase 9	85.66%	92.12%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.35%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.55%	97.21%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.67%	92.32%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.89%	92.08%
CHEMBL3776	Q14790	Caspase-8	80.82%	97.06%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	80.40%	97.50%
CHEMBL4581	P52732	Kinesin-like protein 1	80.17%	93.18%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.10%	85.14%

Plants that contains it

• Neurolaena lobata

Cross-Links

• PubChem: 102411750
• NPASS: NPC218754
• LOTUS: LTS0038978
• wikiData: Q105277445