11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-[[(2R,3R,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-3-hydroxytetradecanoic acid

Details

• Internal ID: 622196f8-fda2-4a74-8e05-d4290e7c2b99
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: 11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-[[(2R,3R,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-3-hydroxytetradecanoic acid
• SMILES (Canonical): CCCC(CCCCCCCC(CC(=O)O)O)OC1C(C(C(C(O1)COC2C(C(C(C(O2)C)OC3C(C(C(C(O3)C)O)OC4C(C(C(C(O4)C)O)O)O)O)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(CO6)O)O)O
• SMILES (Isomeric): CCCC(CCCCCCCC(CC(=O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@@H]([C@H]([C@H](O2)C)O[C@H]3[C@@H]([C@@H]([C@@H]([C@H](O3)C)O)O[C@H]4[C@@H]([C@@H]([C@@H]([C@H](O4)C)O)O)O)O)O)O)O)O)O[C@H]5[C@@H]([C@@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@@H]([C@@H](CO6)O)O)O
• InChI: InChI=1S/C49H86O30/c1-5-11-22(13-10-8-6-7-9-12-21(51)14-26(53)54)73-48-42(79-49-43(33(61)30(58)24(15-50)74-49)78-45-36(64)29(57)23(52)16-68-45)34(62)31(59)25(75-48)17-69-44-38(66)35(63)40(20(4)72-44)76-47-39(67)41(28(56)19(3)71-47)77-46-37(65)32(60)27(55)18(2)70-46/h18-25,27-52,55-67H,5-17H2,1-4H3,(H,53,54)/t18-,19-,20-,21?,22?,23-,24-,25-,27-,28-,29-,30-,31-,32-,33-,34+,35+,36-,37-,38-,39-,40+,41-,42-,43-,44-,45+,46+,47+,48-,49+/m1/s1
• InChI Key: CHORHHZOKRZWJP-DYYGCGHNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₆O₃₀
• Molecular Weight: 1155.20 g/mol
• Exact Mass: 1154.52039132 g/mol
• Topological Polar Surface Area (TPSA): 472.00 Ų
• XlogP: -5.80
• Atomic LogP (AlogP): -6.62
• H-Bond Acceptor: 29
• H-Bond Donor: 17
• Rotatable Bonds: 26

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7927	79.27%
Caco-2	-	0.8698	86.98%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8168	81.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8583	85.83%
OATP1B3 inhibitior	+	0.8737	87.37%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8614	86.14%
P-glycoprotein inhibitior	+	0.7361	73.61%
P-glycoprotein substrate	+	0.6416	64.16%
CYP3A4 substrate	+	0.7000	70.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8894	88.94%
CYP3A4 inhibition	-	0.7730	77.30%
CYP2C9 inhibition	-	0.9030	90.30%
CYP2C19 inhibition	-	0.8717	87.17%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.4614	46.14%
CYP inhibitory promiscuity	-	0.9652	96.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7218	72.18%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9007	90.07%
Skin irritation	-	0.8202	82.02%
Skin corrosion	-	0.9685	96.85%
Ames mutagenesis	-	0.6778	67.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8024	80.24%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7195	71.95%
skin sensitisation	-	0.9355	93.55%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9051	90.51%
Acute Oral Toxicity (c)	III	0.6547	65.47%
Estrogen receptor binding	+	0.8426	84.26%
Androgen receptor binding	+	0.5196	51.96%
Thyroid receptor binding	+	0.5288	52.88%
Glucocorticoid receptor binding	+	0.6899	68.99%
Aromatase binding	+	0.6460	64.60%
PPAR gamma	+	0.7527	75.27%
Honey bee toxicity	-	0.7295	72.95%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.6737	67.37%

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	98.46%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.71%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.43%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.42%	97.36%
CHEMBL5255	O00206	Toll-like receptor 4	91.05%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.24%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.12%	93.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.92%	97.29%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	87.25%	97.86%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.21%	96.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.97%	98.75%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.50%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.10%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.69%	97.09%
CHEMBL3776	Q14790	Caspase-8	84.09%	97.06%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.36%	92.32%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.82%	95.89%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	82.31%	95.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.98%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.72%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.69%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.16%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.96%	96.47%
CHEMBL226	P30542	Adenosine A1 receptor	80.57%	95.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.42%	94.33%

Plants that contains it

• Ipomoea nil

Cross-Links

• PubChem: 23304565
• NPASS: NPC37696