Murucoidin II

Details

• Internal ID: 6c40a365-0e91-424f-94fb-845644cc4cea
• 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,25R,26S)-7,25,26-trihydroxy-5,24-dimethyl-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)C)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)C)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/C55H94O24/c1-11-13-19-22-32-23-20-17-15-14-16-18-21-24-33(56)73-46-41(64)43(30(9)70-54(46)78-45-37(60)35(58)28(7)68-53(45)72-32)76-55-48(75-50(66)26(5)12-2)47(79-51-39(62)36(59)34(57)27(6)67-51)44(31(10)71-55)77-52-40(63)38(61)42(29(8)69-52)74-49(65)25(3)4/h25-32,34-48,51-55,57-64H,11-24H2,1-10H3/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: IEFBWUNIFJHUDL-WBUXSDOXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₉₄O₂₄
• Molecular Weight: 1139.30 g/mol
• Exact Mass: 1138.61350386 g/mol
• Topological Polar Surface Area (TPSA): 333.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 24
• H-Bond Donor: 8
• Rotatable Bonds: 15

Synonyms

• CHEMBL452418

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5932	59.32%
Caco-2	-	0.8671	86.71%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7447	74.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8319	83.19%
OATP1B3 inhibitior	+	0.8440	84.40%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9698	96.98%
P-glycoprotein inhibitior	+	0.7408	74.08%
P-glycoprotein substrate	+	0.6259	62.59%
CYP3A4 substrate	+	0.6943	69.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8928	89.28%
CYP3A4 inhibition	-	0.7337	73.37%
CYP2C9 inhibition	-	0.8899	88.99%
CYP2C19 inhibition	-	0.8420	84.20%
CYP2D6 inhibition	-	0.9367	93.67%
CYP1A2 inhibition	-	0.9158	91.58%
CYP2C8 inhibition	+	0.6402	64.02%
CYP inhibitory promiscuity	-	0.9772	97.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7506	75.06%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.7523	75.23%
Skin corrosion	-	0.9303	93.03%
Ames mutagenesis	-	0.6978	69.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7101	71.01%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5915	59.15%
skin sensitisation	-	0.8785	87.85%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8806	88.06%
Acute Oral Toxicity (c)	III	0.6861	68.61%
Estrogen receptor binding	+	0.8287	82.87%
Androgen receptor binding	+	0.6024	60.24%
Thyroid receptor binding	+	0.5167	51.67%
Glucocorticoid receptor binding	+	0.7113	71.13%
Aromatase binding	+	0.6153	61.53%
PPAR gamma	+	0.7487	74.87%
Honey bee toxicity	-	0.7764	77.64%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6228	62.28%
Fish aquatic toxicity	+	0.9654	96.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.20%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.23%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.04%	91.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.23%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	92.73%	100.00%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	92.72%	90.24%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.50%	96.61%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.35%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.99%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	89.94%	92.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.75%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.13%	97.36%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.09%	93.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.68%	83.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.72%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.35%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.35%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.06%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.65%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.51%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.38%	96.77%
CHEMBL1968	P07099	Epoxide hydrolase 1	84.00%	98.57%
CHEMBL4072	P07858	Cathepsin B	83.52%	93.67%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.49%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.33%	86.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.19%	96.38%
CHEMBL1914	P06276	Butyrylcholinesterase	82.47%	95.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.85%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	81.75%	94.73%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	80.39%	95.00%
CHEMBL5957	P21589	5'-nucleotidase	80.19%	97.78%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.10%	98.75%

Plants that contains it

• Ipomoea murucoides

Cross-Links

• PubChem: 11586207
• LOTUS: LTS0261800
• wikiData: Q105111733