[(2S,3R,4R,5S,6S)-5-[(2S,3R,4R,5R,6S)-4-hydroxy-6-methyl-5-(2-methylpropanoyloxy)-3-[(E)-3-phenylprop-2-enoyl]oxyoxan-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] (2R)-2-methylbutanoate

Details

• Internal ID: 3ef7bb69-9352-4d12-9a61-63832ee3d7c9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3R,4R,5S,6S)-5-[(2S,3R,4R,5R,6S)-4-hydroxy-6-methyl-5-(2-methylpropanoyloxy)-3-[(E)-3-phenylprop-2-enoyl]oxyoxan-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] (2R)-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)OC(=O)C=CC6=CC=CC=C6)OC7C(C(C(C(O7)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)OC(=O)/C=C/C6=CC=CC=C6)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)OC(=O)[C@H](C)CC)O
• InChI: InChI=1S/C64H100O25/c1-11-13-20-27-40-28-23-17-15-14-16-18-24-29-41(65)82-55-49(73)51(37(9)79-63(55)88-53-46(70)44(68)35(7)77-61(53)81-40)86-64-57(85-59(75)33(5)12-2)56(89-60-47(71)45(69)43(67)34(6)76-60)52(38(10)80-64)87-62-54(83-42(66)31-30-39-25-21-19-22-26-39)48(72)50(36(8)78-62)84-58(74)32(3)4/h19,21-22,25-26,30-38,40,43-57,60-64,67-73H,11-18,20,23-24,27-29H2,1-10H3/b31-30+/t33-,34+,35-,36+,37+,38+,40+,43+,44+,45-,46+,47-,48-,49-,50+,51+,52+,53-,54-,55-,56-,57-,60+,61+,62+,63+,64+/m1/s1
• InChI Key: UQBJFZAVJBNKFD-ZUPZSNDVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₄H₁₀₀O₂₅
• Molecular Weight: 1269.50 g/mol
• Exact Mass: 1268.65536867 g/mol
• Topological Polar Surface Area (TPSA): 339.00 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 4.33
• H-Bond Acceptor: 25
• H-Bond Donor: 7
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7445	74.45%
Caco-2	-	0.8631	86.31%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6277	62.77%
OATP2B1 inhibitior	-	0.8669	86.69%
OATP1B1 inhibitior	+	0.8122	81.22%
OATP1B3 inhibitior	-	0.2693	26.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9870	98.70%
P-glycoprotein inhibitior	+	0.7425	74.25%
P-glycoprotein substrate	+	0.7053	70.53%
CYP3A4 substrate	+	0.7155	71.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8911	89.11%
CYP3A4 inhibition	+	0.5522	55.22%
CYP2C9 inhibition	-	0.8707	87.07%
CYP2C19 inhibition	-	0.7714	77.14%
CYP2D6 inhibition	-	0.9232	92.32%
CYP1A2 inhibition	-	0.8892	88.92%
CYP2C8 inhibition	+	0.8064	80.64%
CYP inhibitory promiscuity	-	0.9385	93.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7126	71.26%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8994	89.94%
Skin irritation	-	0.7374	73.74%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.6278	62.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7441	74.41%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8381	83.81%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9470	94.70%
Acute Oral Toxicity (c)	III	0.6200	62.00%
Estrogen receptor binding	+	0.8138	81.38%
Androgen receptor binding	+	0.6758	67.58%
Thyroid receptor binding	+	0.6082	60.82%
Glucocorticoid receptor binding	+	0.7584	75.84%
Aromatase binding	+	0.5214	52.14%
PPAR gamma	+	0.8001	80.01%
Honey bee toxicity	-	0.7321	73.21%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6450	64.50%
Fish aquatic toxicity	+	0.9939	99.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.49%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.49%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.61%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.49%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.63%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.51%	96.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	94.00%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.90%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.35%	92.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.55%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.25%	96.47%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.09%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	88.04%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.96%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.94%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.59%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.64%	91.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.04%	95.50%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.90%	96.37%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.66%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.58%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.93%	99.23%
CHEMBL5028	O14672	ADAM10	81.86%	97.50%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.15%	96.25%

Plants that contains it

• Ipomoea batatas

Cross-Links

• PubChem: 163191765
• LOTUS: LTS0069007
• wikiData: Q105277124