(2S,3R,4S,5S,6R)-2-[4-[(3S,5S)-3,5-dihydroxydecyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 6ef93226-b719-4ef5-a0ba-7dcfe321ecb0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[4-[(3S,5S)-3,5-dihydroxydecyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CCCCCC(CC(CCC1=CC(=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O)OC)O)O
• SMILES (Isomeric): CCCCC[C@@H](C[C@H](CCC1=CC(=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)OC)O)O
• InChI: InChI=1S/C23H38O9/c1-3-4-5-6-15(25)12-16(26)9-7-14-8-10-17(18(11-14)30-2)31-23-22(29)21(28)20(27)19(13-24)32-23/h8,10-11,15-16,19-29H,3-7,9,12-13H2,1-2H3/t15-,16-,19+,20+,21-,22+,23+/m0/s1
• InChI Key: NIZBVVCYJIIIMW-MTLKXPBVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₈O₉
• Molecular Weight: 458.50 g/mol
• Exact Mass: 458.25158279 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6280	62.80%
Caco-2	-	0.8048	80.48%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7796	77.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8542	85.42%
OATP1B3 inhibitior	+	0.8957	89.57%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.7792	77.92%
BSEP inhibitior	+	0.6398	63.98%
P-glycoprotein inhibitior	-	0.6324	63.24%
P-glycoprotein substrate	+	0.6583	65.83%
CYP3A4 substrate	+	0.6270	62.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7827	78.27%
CYP3A4 inhibition	+	0.5268	52.68%
CYP2C9 inhibition	-	0.8532	85.32%
CYP2C19 inhibition	-	0.7581	75.81%
CYP2D6 inhibition	-	0.8868	88.68%
CYP1A2 inhibition	-	0.6972	69.72%
CYP2C8 inhibition	+	0.7251	72.51%
CYP inhibitory promiscuity	-	0.8647	86.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7760	77.60%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9363	93.63%
Skin irritation	-	0.7592	75.92%
Skin corrosion	-	0.9503	95.03%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8751	87.51%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7573	75.73%
skin sensitisation	-	0.7996	79.96%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8527	85.27%
Acute Oral Toxicity (c)	III	0.6601	66.01%
Estrogen receptor binding	+	0.5744	57.44%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5297	52.97%
Aromatase binding	-	0.5822	58.22%
PPAR gamma	-	0.5617	56.17%
Honey bee toxicity	-	0.8536	85.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5814	58.14%
Fish aquatic toxicity	+	0.9224	92.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.75%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.17%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.70%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.16%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.93%	92.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.49%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.49%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.47%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.42%	95.89%
CHEMBL1907	P15144	Aminopeptidase N	87.88%	93.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.76%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	86.16%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.96%	92.94%
CHEMBL1255126	O15151	Protein Mdm4	83.83%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.81%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.59%	93.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.99%	86.92%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.85%	92.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.72%	90.71%
CHEMBL2535	P11166	Glucose transporter	80.22%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.21%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.03%	92.88%

Plants that contains it

• Zingiber officinale

Cross-Links

• PubChem: 10551845
• LOTUS: LTS0088059
• wikiData: Q105180044