[(2S,3R,4S,5R,6S)-4,5-dihydroxy-2-methyl-6-[(2S,3S,4R,5R,6S)-2-methyl-5-octanoyloxy-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,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxyoxan-3-yl] octanoate

Details

• Internal ID: c30d81ef-faec-4e6b-a853-50b83816d66c
• 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-octanoyloxy-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,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxyoxan-3-yl] octanoate
• SMILES (Canonical): CCCCCCCC(=O)OC1C(OC(C(C1O)O)OC2C(OC(C(C2OC3C(C(C(C(O3)C)O)O)O)OC(=O)CCCCCCC)OC4C(OC5C(C4OC(=O)CCCCCCCCCC(OC6C(O5)C(C(C(O6)C)O)O)CCCCC)O)C)C)C
• SMILES (Isomeric): CCCCCCCC(=O)O[C@H]1[C@@H](O[C@H]([C@@H]([C@@H]1O)O)O[C@H]2[C@@H](O[C@H]([C@@H]([C@@H]2O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)OC(=O)CCCCCCC)O[C@H]4[C@@H](O[C@@H]5[C@@H]([C@@H]4OC(=O)CCCCCCCCC[C@@H](O[C@H]6[C@H](O5)[C@H]([C@H]([C@H](O6)C)O)O)CCCCC)O)C)C)C
• InChI: InChI=1S/C62H108O24/c1-9-12-15-20-26-31-40(63)80-51-36(6)76-59(49(72)47(51)70)83-53-38(8)78-62(57(82-42(65)33-27-21-16-13-10-2)56(53)86-58-48(71)45(68)43(66)34(4)74-58)84-52-37(7)77-60-50(73)54(52)81-41(64)32-28-23-19-17-18-22-25-30-39(29-24-14-11-3)79-61-55(85-60)46(69)44(67)35(5)75-61/h34-39,43-62,66-73H,9-33H2,1-8H3/t34-,35+,36-,37-,38-,39-,43-,44-,45+,46-,47-,48+,49+,50+,51-,52-,53-,54-,55+,56+,57+,58-,59-,60-,61-,62-/m0/s1
• InChI Key: TZQZNQYSOWUCIZ-XCHASAEZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₂H₁₀₈O₂₄
• Molecular Weight: 1237.50 g/mol
• Exact Mass: 1236.72305431 g/mol
• Topological Polar Surface Area (TPSA): 333.00 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 5.08
• H-Bond Acceptor: 24
• H-Bond Donor: 8
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8653	86.53%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6926	69.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8290	82.90%
OATP1B3 inhibitior	+	0.8309	83.09%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9690	96.90%
P-glycoprotein inhibitior	+	0.7410	74.10%
P-glycoprotein substrate	+	0.6627	66.27%
CYP3A4 substrate	+	0.6937	69.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8840	88.40%
CYP3A4 inhibition	-	0.7800	78.00%
CYP2C9 inhibition	-	0.9333	93.33%
CYP2C19 inhibition	-	0.8567	85.67%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.9042	90.42%
CYP2C8 inhibition	+	0.6586	65.86%
CYP inhibitory promiscuity	-	0.9756	97.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7479	74.79%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.8993	89.93%
Skin irritation	-	0.7208	72.08%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7610	76.10%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6342	63.42%
skin sensitisation	-	0.8982	89.82%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8704	87.04%
Acute Oral Toxicity (c)	III	0.6582	65.82%
Estrogen receptor binding	+	0.8225	82.25%
Androgen receptor binding	-	0.4860	48.60%
Thyroid receptor binding	+	0.5461	54.61%
Glucocorticoid receptor binding	+	0.6897	68.97%
Aromatase binding	+	0.5928	59.28%
PPAR gamma	+	0.7534	75.34%
Honey bee toxicity	-	0.7979	79.79%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.7133	71.33%
Fish aquatic toxicity	+	0.9527	95.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.61%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.28%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	95.80%	92.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.55%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.07%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.80%	100.00%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	91.09%	90.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.95%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.47%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.71%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.58%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.77%	97.25%
CHEMBL1968	P07099	Epoxide hydrolase 1	87.09%	98.57%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.47%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.38%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.71%	93.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.60%	83.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.30%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.79%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.93%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.50%	91.19%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.49%	92.08%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.37%	96.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.77%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.75%	96.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.36%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.25%	95.56%

Plants that contains it

• Ipomoea aquatica

Cross-Links

• PubChem: 118716654
• LOTUS: LTS0127523
• wikiData: Q105268349