Morphine 6-glucuronide

Details

• Internal ID: 07a0ea15-799e-4681-80b7-5593e93a3285
• Taxonomy: Alkaloids and derivatives > Morphinans
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(4R,4aR,7S,7aR,12bS)-9-hydroxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• InChI: InChI=1S/C23H27NO9/c1-24-7-6-23-10-3-5-13(31-22-17(28)15(26)16(27)19(33-22)21(29)30)20(23)32-18-12(25)4-2-9(14(18)23)8-11(10)24/h2-5,10-11,13,15-17,19-20,22,25-28H,6-8H2,1H3,(H,29,30)/t10-,11+,13-,15-,16-,17+,19-,20-,22+,23-/m0/s1
• InChI Key: GNJCUHZOSOYIEC-GAROZEBRSA-N
• Popularity: 709 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₇NO₉
• Molecular Weight: 461.50 g/mol
• Exact Mass: 461.16858144 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -0.89
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• Morphine 6-glucuronide
• 20290-10-2
• MORPHINE GLUCURONIDE
• Morphine glucuronide [INN]
• Morphine 6-beta-D-glucopyranosiduronide
• Morphine glucuronide, (-)-
• 64Y9KYM60R
• CHEBI:80581
• Morphine 6-.beta.-d-glucuronide
• MORPHINE 6-GLUCURONIDE(MINOR)
• morphine-6-beta-d-glucuronide
• Morphine 6-beta-D-Glucuronide
• UNII-64Y9KYM60R
• morphine-glucuronide
• CHEMBL1330
• beta-D-Glucopyranosiduronic acid, (5alpha,6alpha)-7,8-didehydro-4,5-epoxy-3-hydroxy-17-methylmorphinan-6-yl
• Morfina 6beta- D-Glucuronide
• SCHEMBL152647
• DTXSID40174158
• GNJCUHZOSOYIEC-GAROZEBRSA-N
• .beta.-D-Glucopyranosiduronic acid, (5.alpha.,6.alpha.)-7,8-didehydro-4,5-epoxy-3-hydroxy-17-methylmorphinan-6-yl
• BDBM50370478
• PDSP2_000436
• DB06409
• Glucopyranosiduronic acid, 7,8-didehydro-4,5-alpha-epoxy-3-hydroxy-17-methylmorphinan-6-alpha-yl-, beta-D-
• Morphine 6-beta-D-Glucuronide 0.1 mg/ml in Water
• Morphine 6-beta-D-Glucuronide 1.0 mg/ml in Water
• Q4303469
• Morphine-6-Beta-D-glucuronide, 1mg/ml in Acetonitrile/Water : 1/1
• (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,5R,13R,14S,17R)-10-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10,15-tetraen-14-yl]oxy}oxane-2-carboxylic acid
• (2S,3S,4S,5R,6R)-6-[[(4R,4aR,7S,7aR,12bS)-9-hydroxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8958	89.58%
Caco-2	-	0.8400	84.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.9571	95.71%
Subcellular localzation	Mitochondria	0.4044	40.44%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9289	92.89%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8156	81.56%
P-glycoprotein inhibitior	-	0.7070	70.70%
P-glycoprotein substrate	+	0.8990	89.90%
CYP3A4 substrate	+	0.7396	73.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7707	77.07%
CYP3A4 inhibition	-	0.8981	89.81%
CYP2C9 inhibition	-	0.8516	85.16%
CYP2C19 inhibition	-	0.7773	77.73%
CYP2D6 inhibition	-	0.7850	78.50%
CYP1A2 inhibition	-	0.7542	75.42%
CYP2C8 inhibition	-	0.8158	81.58%
CYP inhibitory promiscuity	-	0.8862	88.62%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5684	56.84%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9649	96.49%
Skin irritation	-	0.7641	76.41%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.7554	75.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6540	65.40%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.8091	80.91%
skin sensitisation	-	0.7940	79.40%
Respiratory toxicity	+	0.9444	94.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8448	84.48%
Acute Oral Toxicity (c)	III	0.6158	61.58%
Estrogen receptor binding	+	0.6784	67.84%
Androgen receptor binding	-	0.5660	56.60%
Thyroid receptor binding	+	0.5451	54.51%
Glucocorticoid receptor binding	+	0.5622	56.22%
Aromatase binding	+	0.6200	62.00%
PPAR gamma	+	0.5955	59.55%
Honey bee toxicity	-	0.7684	76.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9592	95.92%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL233	P35372	Mu opioid receptor	63 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.94%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.16%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.18%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.35%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.33%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.03%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.55%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.78%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.07%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.83%	89.00%
CHEMBL236	P41143	Delta opioid receptor	83.46%	99.35%
CHEMBL4208	P20618	Proteasome component C5	83.25%	90.00%
CHEMBL5028	O14672	ADAM10	82.94%	97.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.74%	91.03%
CHEMBL217	P14416	Dopamine D2 receptor	82.15%	95.62%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.71%	90.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5360621
• LOTUS: LTS0265980
• wikiData: Q4303469