Murucoidin V

Details

• Internal ID: ca31b99b-a233-4bcf-a4b3-721c107d1c5f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3R,4S,5R,6S)-4,5-dihydroxy-2-methyl-6-[(2S,3S,4R,5R,6S)-2-methyl-5-[(2S)-2-methylbutanoyl]oxy-6-[[(1S,3R,4S,5R,6R,8R,10S,22S,23S,24S,26R)-4,5,26-trihydroxy-6,24-dimethyl-20-oxo-10-pentyl-2,7,9,21,25-pentaoxatricyclo[20.3.1.03,8]hexacosan-23-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxyoxan-3-yl] (2S)-2-methylbutanoate
• SMILES (Canonical): CCCCCC1CCCCCCCCCC(=O)OC2C(C(OC(C2OC3C(C(C(C(O3)C)OC4C(C(C(C(O4)C)OC(=O)C(C)CC)O)O)OC5C(C(C(C(O5)CO)O)O)O)OC(=O)C(C)CC)C)OC6C(C(C(OC6O1)C)O)O)O
• SMILES (Isomeric): CCCCC[C@H]1CCCCCCCCCC(=O)O[C@H]2[C@H]([C@@H](O[C@H]([C@@H]2O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)OC(=O)[C@@H](C)CC)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC(=O)[C@@H](C)CC)C)O[C@@H]6[C@H]([C@H]([C@H](O[C@H]6O1)C)O)O)O
• InChI: InChI=1S/C56H96O25/c1-10-13-19-22-32-23-20-17-15-14-16-18-21-24-34(58)75-46-42(66)54(80-47-38(62)35(59)28(6)69-55(47)73-32)71-30(8)44(46)79-56-49(77-51(68)27(5)12-3)48(81-53-40(64)37(61)36(60)33(25-57)74-53)45(31(9)72-56)78-52-41(65)39(63)43(29(7)70-52)76-50(67)26(4)11-2/h26-33,35-49,52-57,59-66H,10-25H2,1-9H3/t26-,27-,28+,29-,30-,31-,32-,33+,35-,36+,37-,38-,39-,40+,41+,42+,43-,44-,45-,46-,47+,48+,49+,52-,53-,54-,55-,56-/m0/s1
• InChI Key: OIBCXMKASWTFQZ-YKAIXMTBSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₆O₂₅
• Molecular Weight: 1169.30 g/mol
• Exact Mass: 1168.62406854 g/mol
• Topological Polar Surface Area (TPSA): 353.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 25
• H-Bond Donor: 9
• Rotatable Bonds: 17

Synonyms

• (-)-Murucoidin V
• CHEMBL505000

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6807	68.07%
Caco-2	-	0.8675	86.75%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8196	81.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8188	81.88%
OATP1B3 inhibitior	+	0.8390	83.90%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9619	96.19%
P-glycoprotein inhibitior	+	0.7397	73.97%
P-glycoprotein substrate	+	0.6355	63.55%
CYP3A4 substrate	+	0.7012	70.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8881	88.81%
CYP3A4 inhibition	-	0.6899	68.99%
CYP2C9 inhibition	-	0.8985	89.85%
CYP2C19 inhibition	-	0.8467	84.67%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.8724	87.24%
CYP2C8 inhibition	+	0.6520	65.20%
CYP inhibitory promiscuity	-	0.9690	96.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7568	75.68%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9007	90.07%
Skin irritation	-	0.7803	78.03%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	-	0.6878	68.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7293	72.93%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6915	69.15%
skin sensitisation	-	0.9386	93.86%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9230	92.30%
Acute Oral Toxicity (c)	III	0.5743	57.43%
Estrogen receptor binding	+	0.8331	83.31%
Androgen receptor binding	+	0.6448	64.48%
Thyroid receptor binding	+	0.5393	53.93%
Glucocorticoid receptor binding	+	0.7106	71.06%
Aromatase binding	+	0.6266	62.66%
PPAR gamma	+	0.7559	75.59%
Honey bee toxicity	-	0.7544	75.44%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5188	51.88%
Fish aquatic toxicity	+	0.9302	93.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.19%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.59%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.97%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.98%	93.56%
CHEMBL4072	P07858	Cathepsin B	93.91%	93.67%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.91%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	92.54%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.60%	92.62%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.59%	96.61%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	90.17%	90.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.00%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.13%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.06%	96.47%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.60%	96.21%
CHEMBL2996	Q05655	Protein kinase C delta	88.48%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.36%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.72%	90.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.93%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.09%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.92%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.38%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	84.04%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.95%	94.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.67%	83.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.74%	97.29%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.40%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.62%	96.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.36%	95.64%
CHEMBL1968	P07099	Epoxide hydrolase 1	80.83%	98.57%

Plants that contains it

• Ipomoea murucoides

Cross-Links

• PubChem: 11607781
• LOTUS: LTS0057148
• wikiData: Q105192420