[(3R,4S,5R,6S)-6-[2-[(3R,3aR,5R,7aS)-3a-acetyl-3-hydroxy-7a-methyl-2,3,4,5,6,7-hexahydro-1H-inden-5-yl]propan-2-yloxy]-4,5-diacetyloxyoxan-3-yl] acetate

Details

• Internal ID: 12e57101-b2a4-442f-aea0-15cbfbfd2241
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(3R,4S,5R,6S)-6-[2-[(3R,3aR,5R,7aS)-3a-acetyl-3-hydroxy-7a-methyl-2,3,4,5,6,7-hexahydro-1H-inden-5-yl]propan-2-yloxy]-4,5-diacetyloxyoxan-3-yl] acetate
• SMILES (Canonical): CC(=O)C12CC(CCC1(CCC2O)C)C(C)(C)OC3C(C(C(CO3)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)[C@]12C[C@@H](CC[C@]1(CC[C@H]2O)C)C(C)(C)O[C@H]3[C@@H]([C@H]([C@@H](CO3)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C26H40O10/c1-14(27)26-12-18(8-10-25(26,7)11-9-20(26)31)24(5,6)36-23-22(35-17(4)30)21(34-16(3)29)19(13-32-23)33-15(2)28/h18-23,31H,8-13H2,1-7H3/t18-,19-,20-,21+,22-,23+,25+,26+/m1/s1
• InChI Key: JLHWZNYRZMQCJE-AIUFNOAXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₁₀
• Molecular Weight: 512.60 g/mol
• Exact Mass: 512.26214747 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9536	95.36%
Caco-2	-	0.7302	73.02%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8341	83.41%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8881	88.81%
OATP1B3 inhibitior	+	0.9239	92.39%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6364	63.64%
BSEP inhibitior	+	0.7808	78.08%
P-glycoprotein inhibitior	+	0.7276	72.76%
P-glycoprotein substrate	-	0.7403	74.03%
CYP3A4 substrate	+	0.7129	71.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8771	87.71%
CYP3A4 inhibition	-	0.8245	82.45%
CYP2C9 inhibition	-	0.7918	79.18%
CYP2C19 inhibition	-	0.8169	81.69%
CYP2D6 inhibition	-	0.9696	96.96%
CYP1A2 inhibition	-	0.7551	75.51%
CYP2C8 inhibition	-	0.6091	60.91%
CYP inhibitory promiscuity	-	0.9813	98.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6832	68.32%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8946	89.46%
Skin irritation	-	0.5959	59.59%
Skin corrosion	-	0.9279	92.79%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6599	65.99%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5947	59.47%
skin sensitisation	-	0.9196	91.96%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.4540	45.40%
Acute Oral Toxicity (c)	III	0.3738	37.38%
Estrogen receptor binding	+	0.7880	78.80%
Androgen receptor binding	+	0.6593	65.93%
Thyroid receptor binding	+	0.5539	55.39%
Glucocorticoid receptor binding	+	0.6997	69.97%
Aromatase binding	+	0.6922	69.22%
PPAR gamma	+	0.6482	64.82%
Honey bee toxicity	-	0.6626	66.26%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9508	95.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.69%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.26%	91.11%
CHEMBL204	P00734	Thrombin	93.99%	96.01%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.90%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.14%	94.45%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.53%	97.28%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.59%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	85.96%	91.19%
CHEMBL1871	P10275	Androgen Receptor	85.82%	96.43%
CHEMBL5255	O00206	Toll-like receptor 4	85.70%	92.50%
CHEMBL2581	P07339	Cathepsin D	84.97%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	84.88%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.32%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.25%	89.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.90%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.83%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.23%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.68%	94.33%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.42%	82.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.87%	91.03%
CHEMBL5028	O14672	ADAM10	81.69%	97.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.55%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.08%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.35%	91.07%

Plants that contains it

• Iphiona scabra

Cross-Links

• PubChem: 162816904
• LOTUS: LTS0205154
• wikiData: Q105130717