[(1S,2R,7S,10S,11S,14R,15R,16R,19S)-7-[(2R,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-14,16-dimethyl-17,20,21-trioxahexacyclo[14.4.1.01,14.02,11.05,10.015,19]henicos-4-en-10-yl]methyl acetate

Details

• Internal ID: d1c4ceda-d568-46ff-b364-af649c8e8a3d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(1S,2R,7S,10S,11S,14R,15R,16R,19S)-7-[(2R,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-14,16-dimethyl-17,20,21-trioxahexacyclo[14.4.1.01,14.02,11.05,10.015,19]henicos-4-en-10-yl]methyl acetate
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CCC5(C6CCC7(C8C9COC8(OC7(C6CC=C5C4)O9)C)C)COC(=O)C)C)C)O)OC1CC(C(C(O1)C)OC1C(C(C(C(O1)CO)O)O)O)OC
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@@H]3OC)O[C@H]4CC[C@@]5([C@H]6CC[C@@]7([C@@H]8[C@H]9CO[C@@]8(O[C@]7([C@@H]6CC=C5C4)O9)C)C)COC(=O)C)C)C)O)O[C@H]1C[C@H]([C@@H]([C@H](O1)C)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)OC
• InChI: InChI=1S/C56H88O23/c1-25-47(74-42-21-37(65-10)50(28(4)71-42)77-52-46(62)45(61)44(60)38(22-57)73-52)34(59)18-40(68-25)75-48-27(3)70-43(20-36(48)64-9)76-49-26(2)69-41(19-35(49)63-8)72-31-13-16-55(24-66-29(5)58)30(17-31)11-12-33-32(55)14-15-53(6)51-39-23-67-54(51,7)79-56(33,53)78-39/h11,25-28,31-52,57,59-62H,12-24H2,1-10H3/t25-,26-,27-,28-,31+,32+,33-,34-,35+,36-,37-,38-,39-,40+,41+,42+,43+,44+,45+,46-,47-,48-,49-,50-,51+,52+,53-,54-,55-,56+/m1/s1
• InChI Key: WTSRDWWLWHSPEH-QMBHKKDGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₈O₂₃
• Molecular Weight: 1129.30 g/mol
• Exact Mass: 1128.57163905 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 23
• H-Bond Donor: 5
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8260	82.60%
Caco-2	-	0.8687	86.87%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7543	75.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8184	81.84%
OATP1B3 inhibitior	+	0.9133	91.33%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9824	98.24%
P-glycoprotein inhibitior	+	0.7496	74.96%
P-glycoprotein substrate	+	0.7006	70.06%
CYP3A4 substrate	+	0.7427	74.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8796	87.96%
CYP3A4 inhibition	-	0.9449	94.49%
CYP2C9 inhibition	-	0.8826	88.26%
CYP2C19 inhibition	-	0.8869	88.69%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.8989	89.89%
CYP2C8 inhibition	+	0.7393	73.93%
CYP inhibitory promiscuity	-	0.9543	95.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5467	54.67%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9027	90.27%
Skin irritation	-	0.5462	54.62%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8191	81.91%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7569	75.69%
skin sensitisation	-	0.9065	90.65%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8185	81.85%
Acute Oral Toxicity (c)	I	0.4751	47.51%
Estrogen receptor binding	+	0.8312	83.12%
Androgen receptor binding	+	0.7592	75.92%
Thyroid receptor binding	+	0.5979	59.79%
Glucocorticoid receptor binding	+	0.8110	81.10%
Aromatase binding	+	0.6984	69.84%
PPAR gamma	+	0.8461	84.61%
Honey bee toxicity	-	0.6153	61.53%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9058	90.58%

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	99.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.84%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.76%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.04%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.50%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.98%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.09%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.72%	91.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.46%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.22%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.54%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.92%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.58%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.94%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.70%	94.45%
CHEMBL5028	O14672	ADAM10	83.78%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	83.43%	92.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.12%	97.33%
CHEMBL2996	Q05655	Protein kinase C delta	82.55%	97.79%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.28%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.70%	97.14%
CHEMBL299	P17252	Protein kinase C alpha	81.53%	98.03%
CHEMBL2581	P07339	Cathepsin D	81.29%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162948299
• LOTUS: LTS0072570
• wikiData: Q105312778