Estriol 17-glucuronide

Details

• Internal ID: 954146ec-afbe-4664-be59-0055b7814db5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(8R,9S,13S,14S,16R,17R)-3,16-dihydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• InChI: InChI=1S/C24H32O9/c1-24-7-6-13-12-5-3-11(25)8-10(12)2-4-14(13)15(24)9-16(26)21(24)33-23-19(29)17(27)18(28)20(32-23)22(30)31/h3,5,8,13-21,23,25-29H,2,4,6-7,9H2,1H3,(H,30,31)/t13-,14-,15+,16-,17+,18+,19-,20+,21+,23+,24+/m1/s1
• InChI Key: CZGFLAQOJPXVRV-FLVROIOLSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₉
• Molecular Weight: 464.50 g/mol
• Exact Mass: 464.20463259 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

• Estriol 17beta-(beta-D-glucuronide)
• MLS000069769
• Estriol 17-glucuronide
• 16alpha,17beta-Estriol 17-(beta-D-glucuronide)
• CHEBI:772
• SMR000058699
• 16-alpha,17-beta-estriol 17-beta-D-glucuronide
• Opera_ID_500
• Estriol 17beta-glucuronide
• Estriol 17beta-monoglucuronide
• SCHEMBL3222326
• CHEMBL1417173
• DTXSID50992906
• HMS2234H14
• LMST05010034
• Estriol 17beta-(beta-delta-glucuronide)
• NCGC00247032-01
• (2S,3S,4S,5R,6R)-6-[[(8R,9S,13S,14S,16R,17R)-3,16-dihydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• beta-D-glucopyranosiduronic acid derivative of Estrane
• Q27105356
• beta-delta-glucopyranosiduronic acid derivative of Estrane
• 1,3,5[10]-ESTRATRIENE-3,16ALPHA,17BETA-TRIHYDROXY 17-GLUCURONIDE
• 3,16-Dihydroxyestra-1(10),2,4-trien-17-yl hexopyranosiduronic acid
• 17beta-(beta-D-glucopyranuronosyloxy)estra-1,3,5(10)-triene-3,16alpha-diol
• 17beta-(beta-delta-glucopyranuronosyloxy) estra-1,3,5(10)-triene-3,16alpha-diol
• 17beta-(beta-delta-glucopyranuronosyloxy)estra-1,3,5(10)-triene-3,16alpha-diol
• 3,16alpha-dihydroxyestra-1,3,5(10)-trien-17beta-yl glucopyranosiduronic acid
• (16alpha,17beta)-3,16-dihydroxyestra-1,3,5(10)-trien-17-yl beta-D-glucopyranosiduronic acid
• (16alpha,17beta)-3,16-dihydroxyestra-1,3,5(10)-trien-17-yl beta-delta-Glucopyranosiduronic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8851	88.51%
Caco-2	-	0.8494	84.94%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6858	68.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9093	90.93%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7429	74.29%
P-glycoprotein inhibitior	-	0.7794	77.94%
P-glycoprotein substrate	-	0.7040	70.40%
CYP3A4 substrate	+	0.7478	74.78%
CYP2C9 substrate	-	0.6134	61.34%
CYP2D6 substrate	-	0.8563	85.63%
CYP3A4 inhibition	-	0.8129	81.29%
CYP2C9 inhibition	-	0.9363	93.63%
CYP2C19 inhibition	-	0.7981	79.81%
CYP2D6 inhibition	-	0.9065	90.65%
CYP1A2 inhibition	-	0.5201	52.01%
CYP2C8 inhibition	+	0.9429	94.29%
CYP inhibitory promiscuity	-	0.9481	94.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5894	58.94%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9693	96.93%
Skin irritation	-	0.5533	55.33%
Skin corrosion	-	0.9018	90.18%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6965	69.65%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8626	86.26%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.9345	93.45%
Acute Oral Toxicity (c)	III	0.3611	36.11%
Estrogen receptor binding	+	0.8712	87.12%
Androgen receptor binding	+	0.7503	75.03%
Thyroid receptor binding	+	0.6052	60.52%
Glucocorticoid receptor binding	+	0.6658	66.58%
Aromatase binding	+	0.6821	68.21%
PPAR gamma	+	0.5606	56.06%
Honey bee toxicity	-	0.7796	77.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9740	97.40%

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	99.07%	91.11%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	96.89%	89.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.22%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.14%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.16%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.41%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.26%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.07%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.06%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.31%	85.14%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	89.84%	97.33%
CHEMBL242	Q92731	Estrogen receptor beta	89.65%	98.35%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.03%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.46%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.82%	94.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.42%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	85.71%	91.19%
CHEMBL206	P03372	Estrogen receptor alpha	85.34%	97.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.00%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.01%	94.08%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.92%	91.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.80%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	81.42%	95.93%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.05%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5281904
• LOTUS: LTS0060320
• wikiData: Q27105356