[(2S,3R,4S,5R)-2-[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-dihydroxyoxan-3-yl] acetate

Details

• Internal ID: f2666e34-d0d4-44ee-943f-11eb2b8c82e5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(2S,3R,4S,5R)-2-[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-dihydroxyoxan-3-yl] acetate
• InChI: InChI=1S/C22H36O8/c1-12(23)22-10-14(6-8-21(22,5)9-7-16(22)26)20(3,4)30-19-18(29-13(2)24)17(27)15(25)11-28-19/h14-19,25-27H,6-11H2,1-5H3/t14-,15-,16-,17+,18-,19+,21+,22+/m1/s1
• InChI Key: OIZXWVSYFUMRPK-NVTTYYAUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₈
• Molecular Weight: 428.50 g/mol
• Exact Mass: 428.24101810 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8804	88.04%
Caco-2	-	0.7130	71.30%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8569	85.69%
OATP2B1 inhibitior	-	0.7112	71.12%
OATP1B1 inhibitior	+	0.9005	90.05%
OATP1B3 inhibitior	+	0.9177	91.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7792	77.92%
BSEP inhibitior	+	0.7624	76.24%
P-glycoprotein inhibitior	-	0.6368	63.68%
P-glycoprotein substrate	-	0.7024	70.24%
CYP3A4 substrate	+	0.7005	70.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8808	88.08%
CYP3A4 inhibition	-	0.8568	85.68%
CYP2C9 inhibition	-	0.8645	86.45%
CYP2C19 inhibition	-	0.8820	88.20%
CYP2D6 inhibition	-	0.9681	96.81%
CYP1A2 inhibition	-	0.7376	73.76%
CYP2C8 inhibition	-	0.6407	64.07%
CYP inhibitory promiscuity	-	0.9872	98.72%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6873	68.73%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9150	91.50%
Skin irritation	-	0.6042	60.42%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7293	72.93%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9213	92.13%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6935	69.35%
Acute Oral Toxicity (c)	III	0.3413	34.13%
Estrogen receptor binding	+	0.6860	68.60%
Androgen receptor binding	+	0.6226	62.26%
Thyroid receptor binding	+	0.5288	52.88%
Glucocorticoid receptor binding	+	0.6700	67.00%
Aromatase binding	+	0.6459	64.59%
PPAR gamma	-	0.5078	50.78%
Honey bee toxicity	-	0.7078	70.78%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9588	95.88%

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	98.14%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.98%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.52%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.17%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.71%	94.45%
CHEMBL204	P00734	Thrombin	91.26%	96.01%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.03%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.02%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.82%	89.00%
CHEMBL1871	P10275	Androgen Receptor	85.39%	96.43%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.88%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.27%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.22%	97.14%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.12%	82.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.80%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	83.64%	91.19%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.47%	97.28%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.00%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.65%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	82.61%	95.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.77%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.69%	91.07%
CHEMBL5028	O14672	ADAM10	81.13%	97.50%

Plants that contains it

• Iphiona scabra

Cross-Links

• PubChem: 162874788
• LOTUS: LTS0052376
• wikiData: Q105192943