[(2S,3R,4R,5R,6S)-5-acetyloxy-6-[(2S,3R,4R,5S,6S)-3,5-diacetyloxy-2-[(2R,3R,4S,5S,6S)-5-acetyloxy-2-dodecoxy-3-hydroxy-6-methyloxan-4-yl]oxy-6-methyloxan-4-yl]oxy-4-hydroxy-2-methyloxan-3-yl] acetate

Details

• Internal ID: 784b1bfe-3f1e-4f3d-87e2-92d96d5d9a6d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3R,4R,5R,6S)-5-acetyloxy-6-[(2S,3R,4R,5S,6S)-3,5-diacetyloxy-2-[(2R,3R,4S,5S,6S)-5-acetyloxy-2-dodecoxy-3-hydroxy-6-methyloxan-4-yl]oxy-6-methyloxan-4-yl]oxy-4-hydroxy-2-methyloxan-3-yl] acetate
• SMILES (Canonical): CCCCCCCCCCCCOC1C(C(C(C(O1)C)OC(=O)C)OC2C(C(C(C(O2)C)OC(=O)C)OC3C(C(C(C(O3)C)OC(=O)C)O)OC(=O)C)OC(=O)C)O
• SMILES (Isomeric): CCCCCCCCCCCCO[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)OC(=O)C)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)OC(=O)C)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)OC(=O)C)O)OC(=O)C)OC(=O)C)O
• InChI: InChI=1S/C40H66O18/c1-10-11-12-13-14-15-16-17-18-19-20-48-38-30(47)34(32(22(3)49-38)53-25(6)42)57-40-37(56-28(9)45)36(33(23(4)51-40)54-26(7)43)58-39-35(55-27(8)44)29(46)31(21(2)50-39)52-24(5)41/h21-23,29-40,46-47H,10-20H2,1-9H3/t21-,22-,23-,29+,30+,31-,32-,33-,34-,35+,36+,37+,38+,39-,40-/m0/s1
• InChI Key: ZZMVKJGYJCQYTJ-QBWWOGMWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₆O₁₈
• Molecular Weight: 834.90 g/mol
• Exact Mass: 834.42491525 g/mol
• Topological Polar Surface Area (TPSA): 227.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 18
• H-Bond Donor: 2
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6742	67.42%
Caco-2	-	0.8553	85.53%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8816	88.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8604	86.04%
OATP1B3 inhibitior	+	0.8467	84.67%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9361	93.61%
P-glycoprotein inhibitior	+	0.7425	74.25%
P-glycoprotein substrate	-	0.7395	73.95%
CYP3A4 substrate	+	0.6108	61.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8868	88.68%
CYP3A4 inhibition	-	0.6746	67.46%
CYP2C9 inhibition	-	0.8831	88.31%
CYP2C19 inhibition	-	0.7960	79.60%
CYP2D6 inhibition	-	0.9282	92.82%
CYP1A2 inhibition	-	0.8531	85.31%
CYP2C8 inhibition	-	0.7139	71.39%
CYP inhibitory promiscuity	-	0.9023	90.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7066	70.66%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.7790	77.90%
Skin corrosion	-	0.9663	96.63%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3678	36.78%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.9434	94.34%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6422	64.22%
Acute Oral Toxicity (c)	III	0.6722	67.22%
Estrogen receptor binding	+	0.7991	79.91%
Androgen receptor binding	-	0.5206	52.06%
Thyroid receptor binding	-	0.5591	55.91%
Glucocorticoid receptor binding	+	0.6896	68.96%
Aromatase binding	+	0.6303	63.03%
PPAR gamma	+	0.6789	67.89%
Honey bee toxicity	-	0.8839	88.39%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7749	77.49%
Fish aquatic toxicity	+	0.9554	95.54%

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	96.91%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.20%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.61%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.68%	97.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.97%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.76%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	86.62%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	86.59%	92.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.57%	96.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.07%	85.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.74%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.54%	89.00%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	82.98%	90.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.51%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.32%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.40%	100.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.20%	91.81%

Plants that contains it

• Cleistopholis glauca
• Cleistopholis patens

Cross-Links

• PubChem: 10581347
• LOTUS: LTS0266498
• wikiData: Q105386919