(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[(2R)-2-hydroxy-3-(1H-pyrrole-2-carbonyloxy)propoxy]oxane-2-carboxylic acid

Details

• Internal ID: 88f45670-9ef6-4356-8077-b21ec13f9541
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glucuronides > O-glucuronides
• IUPAC Name: (2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[(2R)-2-hydroxy-3-(1H-pyrrole-2-carbonyloxy)propoxy]oxane-2-carboxylic acid
• SMILES (Canonical): C1=CNC(=C1)C(=O)OCC(COC2C(C(C(C(O2)C(=O)O)O)O)O)O
• SMILES (Isomeric): C1=CNC(=C1)C(=O)OC[C@@H](CO[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)C(=O)O)O)O)O)O
• InChI: InChI=1S/C14H19NO10/c16-6(4-23-13(22)7-2-1-3-15-7)5-24-14-10(19)8(17)9(18)11(25-14)12(20)21/h1-3,6,8-11,14-19H,4-5H2,(H,20,21)/t6-,8+,9+,10-,11+,14-/m0/s1
• InChI Key: ICWRPDDCODKCEK-QTQQBFJESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO₁₀
• Molecular Weight: 361.30 g/mol
• Exact Mass: 361.10089580 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.56
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8176	81.76%
Caco-2	-	0.8641	86.41%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4630	46.30%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.9241	92.41%
OATP1B3 inhibitior	+	0.9369	93.69%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8430	84.30%
P-glycoprotein inhibitior	-	0.9028	90.28%
P-glycoprotein substrate	-	0.8789	87.89%
CYP3A4 substrate	+	0.5064	50.64%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8783	87.83%
CYP3A4 inhibition	-	0.9492	94.92%
CYP2C9 inhibition	-	0.9089	90.89%
CYP2C19 inhibition	-	0.9114	91.14%
CYP2D6 inhibition	-	0.8349	83.49%
CYP1A2 inhibition	-	0.8162	81.62%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9176	91.76%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6642	66.42%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9277	92.77%
Skin irritation	-	0.8257	82.57%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7567	75.67%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.6447	64.47%
skin sensitisation	-	0.8979	89.79%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9110	91.10%
Acute Oral Toxicity (c)	III	0.5884	58.84%
Estrogen receptor binding	+	0.6417	64.17%
Androgen receptor binding	-	0.7578	75.78%
Thyroid receptor binding	+	0.5548	55.48%
Glucocorticoid receptor binding	-	0.5778	57.78%
Aromatase binding	-	0.5110	51.10%
PPAR gamma	-	0.4886	48.86%
Honey bee toxicity	-	0.8549	85.49%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.9128	91.28%

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	96.72%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.28%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.59%	91.11%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.13%	85.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.13%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.35%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.33%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.24%	94.45%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.81%	83.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.52%	90.17%
CHEMBL3891	P07384	Calpain 1	81.16%	93.04%

Plants that contains it

• Ananas comosus

Cross-Links

• PubChem: 162993085
• LOTUS: LTS0116077
• wikiData: Q105111208