2-[7-[4-Hydroxy-5-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypyrrolidin-2-yl]heptyl]cyclohex-2-en-1-one

Details

• Internal ID: cf2e0ab4-ce43-4815-bf68-60e7c46627ae
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-[7-[4-hydroxy-5-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypyrrolidin-2-yl]heptyl]cyclohex-2-en-1-one
• SMILES (Canonical): C1CC=C(C(=O)C1)CCCCCCCC2C(C(C(N2)CO)O)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C1CC=C(C(=O)C1)CCCCCCCC2C(C(C(N2)CO)O)OC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C24H41NO9/c26-12-16-19(29)23(34-24-22(32)21(31)20(30)18(13-27)33-24)15(25-16)10-5-3-1-2-4-8-14-9-6-7-11-17(14)28/h9,15-16,18-27,29-32H,1-8,10-13H2
• InChI Key: XZKKUHFZPYQKNG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₁NO₉
• Molecular Weight: 487.60 g/mol
• Exact Mass: 487.27813189 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.72
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5608	56.08%
Caco-2	-	0.8557	85.57%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7017	70.17%
OATP2B1 inhibitior	-	0.5720	57.20%
OATP1B1 inhibitior	+	0.8950	89.50%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7699	76.99%
P-glycoprotein inhibitior	-	0.6204	62.04%
P-glycoprotein substrate	-	0.7769	77.69%
CYP3A4 substrate	+	0.6100	61.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8303	83.03%
CYP3A4 inhibition	-	0.9829	98.29%
CYP2C9 inhibition	-	0.9109	91.09%
CYP2C19 inhibition	-	0.9124	91.24%
CYP2D6 inhibition	-	0.8998	89.98%
CYP1A2 inhibition	-	0.8289	82.89%
CYP2C8 inhibition	-	0.6795	67.95%
CYP inhibitory promiscuity	-	0.9050	90.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6615	66.15%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9261	92.61%
Skin irritation	-	0.7720	77.20%
Skin corrosion	-	0.9281	92.81%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8432	84.32%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.6603	66.03%
skin sensitisation	-	0.8599	85.99%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7128	71.28%
Acute Oral Toxicity (c)	III	0.5393	53.93%
Estrogen receptor binding	-	0.5127	51.27%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5210	52.10%
Glucocorticoid receptor binding	-	0.7196	71.96%
Aromatase binding	+	0.6491	64.91%
PPAR gamma	+	0.6240	62.40%
Honey bee toxicity	-	0.7951	79.51%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6549	65.49%
Fish aquatic toxicity	-	0.7313	73.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.21%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.37%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.44%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.59%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.18%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	90.56%	92.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.57%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.14%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.36%	95.89%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.86%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.68%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.26%	94.00%
CHEMBL4208	P20618	Proteasome component C5	84.24%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.98%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.33%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	82.67%	94.73%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.60%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.45%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.43%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.21%	99.17%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.72%	93.04%

Plants that contains it

• Broussonetia kazinoki
• Broussonetia papyrifera

Cross-Links

• PubChem: 85363692
• LOTUS: LTS0211402
• wikiData: Q105344997