(2R,3R,4S,5S,6R)-2-[[(1S,2R,3R,5R,8R)-3-hydroxy-8-[(3R)-3-hydroxybutyl]-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: e5458d0e-fb39-4c07-aa42-0658d757dca0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1S,2R,3R,5R,8R)-3-hydroxy-8-[(3R)-3-hydroxybutyl]-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(CCC1C2(CC(C(C1(CO2)C)OC3C(C(C(C(O3)CO)O)O)O)O)C)O
• SMILES (Isomeric): C[C@H](CC[C@H]1[C@]2(C[C@H]([C@@H]([C@@]1(CO2)C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)C)O
• InChI: InChI=1S/C19H34O9/c1-9(21)4-5-12-18(2)8-26-19(12,3)6-10(22)16(18)28-17-15(25)14(24)13(23)11(7-20)27-17/h9-17,20-25H,4-8H2,1-3H3/t9-,10-,11-,12-,13-,14+,15-,16+,17+,18-,19-/m1/s1
• InChI Key: SNMLGMAKMWIVSL-PLCWCGNJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₄O₉
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.22028266 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.49
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6997	69.97%
Caco-2	-	0.8120	81.20%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5602	56.02%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.9020	90.20%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.8326	83.26%
P-glycoprotein inhibitior	-	0.8277	82.77%
P-glycoprotein substrate	-	0.6886	68.86%
CYP3A4 substrate	+	0.6280	62.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8450	84.50%
CYP3A4 inhibition	-	0.9505	95.05%
CYP2C9 inhibition	-	0.8879	88.79%
CYP2C19 inhibition	-	0.8781	87.81%
CYP2D6 inhibition	-	0.9527	95.27%
CYP1A2 inhibition	-	0.9212	92.12%
CYP2C8 inhibition	-	0.8336	83.36%
CYP inhibitory promiscuity	-	0.9729	97.29%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6575	65.75%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9662	96.62%
Skin irritation	-	0.6950	69.50%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.7278	72.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4681	46.81%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8292	82.92%
skin sensitisation	-	0.9323	93.23%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.6468	64.68%
Acute Oral Toxicity (c)	I	0.6724	67.24%
Estrogen receptor binding	+	0.5566	55.66%
Androgen receptor binding	+	0.5636	56.36%
Thyroid receptor binding	+	0.6858	68.58%
Glucocorticoid receptor binding	+	0.5556	55.56%
Aromatase binding	+	0.6858	68.58%
PPAR gamma	+	0.6473	64.73%
Honey bee toxicity	-	0.7171	71.71%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	+	0.7527	75.27%

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	97.84%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.28%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.88%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.37%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.56%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.54%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.54%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.29%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	89.47%	97.79%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.89%	96.47%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.38%	91.24%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.65%	96.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.42%	95.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	84.15%	95.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.14%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.81%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.44%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.43%	89.05%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.10%	89.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.65%	98.75%
CHEMBL226	P30542	Adenosine A1 receptor	82.19%	95.93%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.18%	82.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.18%	97.36%
CHEMBL221	P23219	Cyclooxygenase-1	80.92%	90.17%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.68%	95.36%
CHEMBL237	P41145	Kappa opioid receptor	80.00%	98.10%

Plants that contains it

• Euphorbia resinifera

Cross-Links

• PubChem: 10916525
• LOTUS: LTS0090352
• wikiData: Q104665506