(1R,4R)-4-hydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopent-2-ene-1-carboxamide

Details

• Internal ID: 493ace4f-b7c2-417f-8a05-d99588bf5783
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (1R,4R)-4-hydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopent-2-ene-1-carboxamide
• InChI: InChI=1S/C12H19NO8/c13-11(19)12(2-1-5(15)3-12)21-10-9(18)8(17)7(16)6(4-14)20-10/h1-2,5-10,14-18H,3-4H2,(H2,13,19)/t5-,6+,7+,8-,9+,10-,12-/m0/s1
• InChI Key: DLTOXAHPWHUWNI-PJFDDNOXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₉NO₈
• Molecular Weight: 305.28 g/mol
• Exact Mass: 305.11106656 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -3.65
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7430	74.30%
Caco-2	-	0.8948	89.48%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4820	48.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9438	94.38%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9651	96.51%
P-glycoprotein inhibitior	-	0.9163	91.63%
P-glycoprotein substrate	-	0.9404	94.04%
CYP3A4 substrate	+	0.5269	52.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.9682	96.82%
CYP2C9 inhibition	-	0.9339	93.39%
CYP2C19 inhibition	-	0.8828	88.28%
CYP2D6 inhibition	-	0.9237	92.37%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	-	0.8910	89.10%
CYP inhibitory promiscuity	-	0.9281	92.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6759	67.59%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9787	97.87%
Skin irritation	-	0.8063	80.63%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5533	55.33%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.7324	73.24%
skin sensitisation	-	0.8488	84.88%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8228	82.28%
Acute Oral Toxicity (c)	III	0.5631	56.31%
Estrogen receptor binding	-	0.6179	61.79%
Androgen receptor binding	+	0.5946	59.46%
Thyroid receptor binding	-	0.4922	49.22%
Glucocorticoid receptor binding	-	0.5568	55.68%
Aromatase binding	-	0.6122	61.22%
PPAR gamma	-	0.5124	51.24%
Honey bee toxicity	-	0.8118	81.18%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.9458	94.58%

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	98.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.78%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.16%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.21%	90.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.84%	95.83%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.41%	86.92%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.11%	96.61%
CHEMBL3474	P14555	Phospholipase A2 group IIA	81.72%	94.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.77%	95.89%

Plants that contains it

• Adenia volkensii

Cross-Links

• PubChem: 15596197
• LOTUS: LTS0133018
• wikiData: Q104984697