[(2R,3S,4S,5R,6S)-6-[[(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]-3,4,5-trihydroxyoxan-2-yl]methyl hexanoate

Details

• Internal ID: 8ced2d9f-f912-4aeb-aa5b-6d52f2079da8
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[[(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]-3,4,5-trihydroxyoxan-2-yl]methyl hexanoate
• SMILES (Canonical): CCCCCC(=O)OCC1C(C(C(C(O1)OC2CC3C(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)O)O)O
• SMILES (Isomeric): CCCCCC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[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)O)O)O
• InChI: InChI=1S/C39H63N7O18S/c1-5-6-7-8-26(47)60-17-24-28(48)29(49)30(50)36(63-24)62-21-14-23-32(51)39(15-21)31(44-38(55)64-39)27(34(53)42-11-9-20-10-12-45(16-20)37(40)41)46(23)35(54)22(13-19(2)3)43-33(52)25(59-4)18-61-65(56,57)58/h10,19,21-25,27-32,36,48-51H,5-9,11-18H2,1-4H3,(H3,40,41)(H,42,53)(H,43,52)(H,44,55)(H,56,57,58)/t21-,22-,23-,24-,25+,27-,28-,29+,30-,31+,32+,36+,39+/m1/s1
• InChI Key: KJFWBWHYMLHCPE-RNSLNDHDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₃N₇O₁₈S
• Molecular Weight: 950.00 g/mol
• Exact Mass: 949.39502936 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: -3.00
• Atomic LogP (AlogP): -3.11
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8097	80.97%
Caco-2	-	0.8638	86.38%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Lysosomes	0.4357	43.57%
OATP2B1 inhibitior	-	0.8630	86.30%
OATP1B1 inhibitior	+	0.8207	82.07%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	0.8254	82.54%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8021	80.21%
P-glycoprotein inhibitior	+	0.7455	74.55%
P-glycoprotein substrate	+	0.8617	86.17%
CYP3A4 substrate	+	0.7463	74.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8592	85.92%
CYP3A4 inhibition	-	0.8976	89.76%
CYP2C9 inhibition	-	0.7198	71.98%
CYP2C19 inhibition	-	0.6771	67.71%
CYP2D6 inhibition	-	0.8651	86.51%
CYP1A2 inhibition	-	0.6885	68.85%
CYP2C8 inhibition	+	0.7959	79.59%
CYP inhibitory promiscuity	-	0.9611	96.11%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.6000	60.00%
Carcinogenicity (trinary)	Non-required	0.5211	52.11%
Eye corrosion	-	0.9756	97.56%
Eye irritation	-	0.9029	90.29%
Skin irritation	-	0.7510	75.10%
Skin corrosion	-	0.9074	90.74%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5283	52.83%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5052	50.52%
skin sensitisation	-	0.8202	82.02%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8054	80.54%
Acute Oral Toxicity (c)	III	0.5720	57.20%
Estrogen receptor binding	+	0.8472	84.72%
Androgen receptor binding	+	0.7238	72.38%
Thyroid receptor binding	+	0.5585	55.85%
Glucocorticoid receptor binding	+	0.6940	69.40%
Aromatase binding	+	0.6617	66.17%
PPAR gamma	+	0.7809	78.09%
Honey bee toxicity	-	0.6518	65.18%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9508	95.08%

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	99.69%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.65%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.94%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.78%	94.45%
CHEMBL230	P35354	Cyclooxygenase-2	98.58%	89.63%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.10%	97.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	97.96%	95.71%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	97.43%	91.81%
CHEMBL4588	P22894	Matrix metalloproteinase 8	97.32%	94.66%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.23%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	97.12%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	96.98%	100.00%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	96.87%	90.24%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.80%	93.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	96.18%	92.86%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	95.09%	92.29%
CHEMBL299	P17252	Protein kinase C alpha	93.79%	98.03%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	93.68%	96.28%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.50%	96.47%
CHEMBL255	P29275	Adenosine A2b receptor	93.46%	98.59%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	92.61%	96.90%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.60%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.42%	96.21%
CHEMBL2996	Q05655	Protein kinase C delta	92.31%	97.79%
CHEMBL5028	O14672	ADAM10	92.24%	97.50%
CHEMBL2094135	Q96BI3	Gamma-secretase	92.17%	98.05%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.02%	96.00%
CHEMBL1801	P00747	Plasminogen	91.91%	92.44%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.91%	97.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.64%	97.21%
CHEMBL5255	O00206	Toll-like receptor 4	91.47%	92.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	91.23%	95.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	91.03%	94.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	90.79%	96.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.56%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.94%	94.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.71%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.54%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.06%	95.56%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	88.07%	98.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.47%	95.17%
CHEMBL2514	O95665	Neurotensin receptor 2	87.19%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.90%	91.19%
CHEMBL333	P08253	Matrix metalloproteinase-2	86.66%	96.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.60%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.23%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.16%	95.89%
CHEMBL5646	Q6L5J4	FML2_HUMAN	86.13%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.00%	95.83%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.89%	89.62%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.66%	90.08%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.14%	91.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.82%	96.38%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.02%	97.29%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	82.40%	97.50%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.25%	92.08%
CHEMBL3776	Q14790	Caspase-8	82.21%	97.06%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.02%	83.10%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	81.85%	88.84%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.37%	85.14%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.62%	97.64%
CHEMBL1871	P10275	Androgen Receptor	80.60%	96.43%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	80.50%	92.38%

Plants that contains it

• Neurolaena lobata

Cross-Links

• PubChem: 102411752
• NPASS: NPC189454
• LOTUS: LTS0152318
• wikiData: Q105141828