murucoidin VII

Details

• Internal ID: ceb399c1-1cf7-449f-8e01-8d51dcaee427
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3R,4R,5S,6S)-5-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-(2-methylpropanoyloxy)oxan-2-yl]oxy-6-methyl-2-[[(1R,3S,5S,6R,7R,8R,20S,22R,24R,25S,26S)-7,25,26-trihydroxy-24-(hydroxymethyl)-5-methyl-10-oxo-20-pentyl-2,4,9,21,23-pentaoxatricyclo[20.4.0.03,8]hexacosan-6-yl]oxy]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (2S)-2-methylbutanoate
• SMILES (Canonical): CCCCCC1CCCCCCCCCC(=O)OC2C(C(C(OC2OC3C(C(C(OC3O1)CO)O)O)C)OC4C(C(C(C(O4)C)OC5C(C(C(C(O5)C)OC(=O)C(C)C)O)O)OC6C(C(C(C(O6)C)O)O)O)OC(=O)C(C)CC)O
• SMILES (Isomeric): CCCCC[C@H]1CCCCCCCCCC(=O)O[C@@H]2[C@@H]([C@H]([C@@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O1)CO)O)O)C)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)OC(=O)C(C)C)O)O)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)O)O)O)OC(=O)[C@@H](C)CC)O
• InChI: InChI=1S/C55H94O25/c1-10-12-18-21-31-22-19-16-14-13-15-17-20-23-33(57)74-46-41(65)43(29(8)70-53(46)79-45-37(61)35(59)32(24-56)73-54(45)72-31)77-55-48(76-50(67)26(5)11-2)47(80-51-39(63)36(60)34(58)27(6)68-51)44(30(9)71-55)78-52-40(64)38(62)42(28(7)69-52)75-49(66)25(3)4/h25-32,34-48,51-56,58-65H,10-24H2,1-9H3/t26-,27-,28-,29-,30-,31-,32+,34-,35+,36+,37-,38-,39+,40+,41+,42-,43-,44-,45+,46+,47+,48+,51-,52-,53-,54+,55-/m0/s1
• InChI Key: TXQJQQFSZZXWBI-KHCOJAJISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₉₄O₂₅
• Molecular Weight: 1155.30 g/mol
• Exact Mass: 1154.60841848 g/mol
• Topological Polar Surface Area (TPSA): 353.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 25
• H-Bond Donor: 9
• Rotatable Bonds: 16

Synonyms

• CHEMBL504701

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5841	58.41%
Caco-2	-	0.8678	86.78%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8510	85.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8076	80.76%
OATP1B3 inhibitior	+	0.8280	82.80%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9682	96.82%
P-glycoprotein inhibitior	+	0.7380	73.80%
P-glycoprotein substrate	+	0.6386	63.86%
CYP3A4 substrate	+	0.7012	70.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8909	89.09%
CYP3A4 inhibition	-	0.6558	65.58%
CYP2C9 inhibition	-	0.8457	84.57%
CYP2C19 inhibition	-	0.8390	83.90%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.8740	87.40%
CYP2C8 inhibition	+	0.6665	66.65%
CYP inhibitory promiscuity	-	0.9696	96.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7479	74.79%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.7986	79.86%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	-	0.7178	71.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7409	74.09%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6540	65.40%
skin sensitisation	-	0.9276	92.76%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8645	86.45%
Acute Oral Toxicity (c)	III	0.6304	63.04%
Estrogen receptor binding	+	0.8354	83.54%
Androgen receptor binding	+	0.6278	62.78%
Thyroid receptor binding	+	0.5254	52.54%
Glucocorticoid receptor binding	+	0.7091	70.91%
Aromatase binding	+	0.6227	62.27%
PPAR gamma	+	0.7519	75.19%
Honey bee toxicity	-	0.7461	74.61%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5277	52.77%
Fish aquatic toxicity	+	0.9481	94.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.25%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.96%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.08%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.96%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.46%	96.61%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.37%	100.00%
CHEMBL4072	P07858	Cathepsin B	92.76%	93.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.50%	92.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.97%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.49%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	90.38%	92.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.12%	96.47%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.99%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.94%	89.00%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	89.59%	90.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.32%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.19%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.72%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.16%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.15%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.02%	96.21%
CHEMBL340	P08684	Cytochrome P450 3A4	84.44%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.16%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	84.07%	97.79%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.67%	83.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.26%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.25%	96.77%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.05%	98.75%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.76%	97.29%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.69%	92.32%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.56%	96.00%
CHEMBL2514	O95665	Neurotensin receptor 2	81.36%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.35%	95.89%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.83%	96.37%
CHEMBL3401	O75469	Pregnane X receptor	80.50%	94.73%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	80.39%	95.00%

Plants that contains it

• Ipomoea murucoides

Cross-Links

• PubChem: 24899161
• LOTUS: LTS0170439
• wikiData: Q105266919