[(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,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxyoxan-3-yl] octanoate

Details

• Internal ID: 156df83c-277b-4c8b-b38d-5997a5abfccb
• 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,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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)CO)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)CO)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/C62H108O25/c1-8-11-14-19-25-30-40(64)81-51-35(5)76-58(49(73)47(51)71)84-53-37(7)78-62(57(83-42(66)32-26-20-15-12-9-2)56(53)87-59-48(72)45(69)44(68)39(33-63)80-59)85-52-36(6)77-60-50(74)54(52)82-41(65)31-27-22-18-16-17-21-24-29-38(28-23-13-10-3)79-61-55(86-60)46(70)43(67)34(4)75-61/h34-39,43-63,67-74H,8-33H2,1-7H3/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+/m1/s1
• InChI Key: PFIYLJOTFZEAHC-RYZYQEKMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₂H₁₀₈O₂₅
• Molecular Weight: 1253.50 g/mol
• Exact Mass: 1252.71796893 g/mol
• Topological Polar Surface Area (TPSA): 353.00 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 4.06
• H-Bond Acceptor: 25
• H-Bond Donor: 9
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6807	68.07%
Caco-2	-	0.8663	86.63%
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	+	0.8085	80.85%
OATP1B3 inhibitior	+	0.8390	83.90%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9649	96.49%
P-glycoprotein inhibitior	+	0.7398	73.98%
P-glycoprotein substrate	+	0.6525	65.25%
CYP3A4 substrate	+	0.7039	70.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8826	88.26%
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	+	0.6744	67.44%
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	-	0.8995	89.95%
Skin irritation	-	0.7803	78.03%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7517	75.17%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7342	73.42%
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	-	0.8906	89.06%
Acute Oral Toxicity (c)	III	0.5743	57.43%
Estrogen receptor binding	+	0.8284	82.84%
Androgen receptor binding	+	0.5440	54.40%
Thyroid receptor binding	+	0.5358	53.58%
Glucocorticoid receptor binding	+	0.6750	67.50%
Aromatase binding	+	0.5945	59.45%
PPAR gamma	+	0.7518	75.18%
Honey bee toxicity	-	0.7599	75.99%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5748	57.48%
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	98.70%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.41%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	96.79%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.63%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.54%	96.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	94.35%	100.00%
CHEMBL220	P22303	Acetylcholinesterase	92.77%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.67%	97.36%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.83%	93.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.50%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.43%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.95%	92.62%
CHEMBL2996	Q05655	Protein kinase C delta	88.54%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.18%	86.33%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	88.16%	90.24%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.13%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.12%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.80%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.20%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.58%	94.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.38%	83.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.21%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.83%	100.00%
CHEMBL1968	P07099	Epoxide hydrolase 1	81.42%	98.57%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.06%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.03%	95.56%

Plants that contains it

• Ipomoea aquatica

Cross-Links

• PubChem: 118716656
• LOTUS: LTS0067273
• wikiData: Q105207781