[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R)-3,5-dihydroxy-2-[[(1S,2S,4S,5R,6S,9S,11R,14R,15S,18S,23R)-6,10,10,14,15-pentamethyl-21-methylidene-25-oxo-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-9-yl]oxy]oxan-4-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate

Details

• Internal ID: 6db9ab68-ebf2-4b82-b4a2-1a188c62d7ed
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R)-3,5-dihydroxy-2-[[(1S,2S,4S,5R,6S,9S,11R,14R,15S,18S,23R)-6,10,10,14,15-pentamethyl-21-methylidene-25-oxo-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-9-yl]oxy]oxan-4-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(COC(C3O)OC4CCC5(C(C4(C)C)CCC6(C5C7C(O7)C89C6(CCC1(C8CC(=C)CC1)C(=O)O9)C)C)C)O)COC(=O)C)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3[C@@H](CO[C@H]([C@@H]3O)O[C@H]4CC[C@]5([C@H](C4(C)C)CC[C@@]6([C@@H]5[C@H]7[C@H](O7)[C@@]89[C@]6(CC[C@@]1([C@H]8CC(=C)CC1)C(=O)O9)C)C)C)O)COC(=O)C)O)O)O)O)O
• InChI: InChI=1S/C48H72O18/c1-20-9-14-47-16-15-46(8)45(7)13-10-25-43(4,5)27(11-12-44(25,6)37(45)36-38(63-36)48(46,26(47)17-20)66-42(47)57)62-39-33(56)34(23(50)18-59-39)64-41-35(31(54)29(52)24(61-41)19-58-22(3)49)65-40-32(55)30(53)28(51)21(2)60-40/h21,23-41,50-56H,1,9-19H2,2-8H3/t21-,23+,24+,25-,26+,27-,28-,29+,30+,31-,32+,33+,34-,35+,36-,37+,38-,39-,40-,41-,44-,45+,46-,47-,48+/m0/s1
• InChI Key: LYWXZPBBKGMADN-ZRSIXBBYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₂O₁₈
• Molecular Weight: 937.10 g/mol
• Exact Mass: 936.47186544 g/mol
• Topological Polar Surface Area (TPSA): 262.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.14
• H-Bond Acceptor: 18
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8127	81.27%
Caco-2	-	0.8807	88.07%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7674	76.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7737	77.37%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8236	82.36%
P-glycoprotein inhibitior	+	0.7514	75.14%
P-glycoprotein substrate	+	0.6686	66.86%
CYP3A4 substrate	+	0.7546	75.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8858	88.58%
CYP3A4 inhibition	-	0.7653	76.53%
CYP2C9 inhibition	-	0.6655	66.55%
CYP2C19 inhibition	-	0.8167	81.67%
CYP2D6 inhibition	-	0.9273	92.73%
CYP1A2 inhibition	-	0.8556	85.56%
CYP2C8 inhibition	+	0.7584	75.84%
CYP inhibitory promiscuity	-	0.9467	94.67%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6151	61.51%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.5657	56.57%
Skin corrosion	-	0.9261	92.61%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6909	69.09%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6532	65.32%
skin sensitisation	-	0.8574	85.74%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8407	84.07%
Acute Oral Toxicity (c)	I	0.5162	51.62%
Estrogen receptor binding	+	0.7828	78.28%
Androgen receptor binding	+	0.7547	75.47%
Thyroid receptor binding	-	0.5235	52.35%
Glucocorticoid receptor binding	+	0.7439	74.39%
Aromatase binding	+	0.6710	67.10%
PPAR gamma	+	0.7844	78.44%
Honey bee toxicity	-	0.6245	62.45%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9911	99.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.29%	96.09%
CHEMBL1914	P06276	Butyrylcholinesterase	96.00%	95.00%
CHEMBL2581	P07339	Cathepsin D	95.58%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.26%	97.36%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.73%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.61%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.52%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.45%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.32%	93.04%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.96%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.65%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.58%	96.61%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.50%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.04%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.77%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.62%	100.00%
CHEMBL5028	O14672	ADAM10	84.60%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.98%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.77%	94.33%
CHEMBL1951	P21397	Monoamine oxidase A	83.45%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.09%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	83.08%	92.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.36%	82.69%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.29%	91.07%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.27%	95.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.04%	95.89%

Plants that contains it

• Euptelea polyandra

Cross-Links

• PubChem: 10629660
• NPASS: NPC266266
• LOTUS: LTS0233641
• wikiData: Q105159657