Stresgenin B

Details

• Internal ID: 5364a3fe-7cde-4b3c-8b12-b3ef08e71191
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: methyl (2E)-2-[(2R,3aR,6aS)-2-carbamoyl-2-methyl-3a,6a-dihydrocyclopenta[d][1,3]dioxol-4-ylidene]acetate
• InChI: InChI=1S/C11H13NO5/c1-11(10(12)14)16-7-4-3-6(9(7)17-11)5-8(13)15-2/h3-5,7,9H,1-2H3,(H2,12,14)/b6-5+/t7-,9+,11+/m0/s1
• InChI Key: CARRZAASGLNADG-OTTCUZNQSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₃NO₅
• Molecular Weight: 239.22 g/mol
• Exact Mass: 239.07937252 g/mol
• Topological Polar Surface Area (TPSA): 87.90 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.36
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• Methyl (2E)-2-[(2R,3aR,6aS)-2-carbamoyl-2-methyl-3a,6a-dihydrocyclopenta[d][1,3]dioxol-4-ylidene]acetate
• methyl (2E)-2-((2R,3aR,6aS)-2-carbamoyl-2-methyl-3a,6a-dihydrocyclopenta(d)(1,3)dioxol-4-ylidene)acetate
• RefChem:186010
• 254433-09-5
• SCHEMBL29884633
• CHEBI:207760

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9632	96.32%
Caco-2	-	0.6229	62.29%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4438	44.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9013	90.13%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9433	94.33%
P-glycoprotein inhibitior	-	0.9048	90.48%
P-glycoprotein substrate	-	0.8621	86.21%
CYP3A4 substrate	+	0.5224	52.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9000	90.00%
CYP3A4 inhibition	-	0.9332	93.32%
CYP2C9 inhibition	-	0.7219	72.19%
CYP2C19 inhibition	-	0.8534	85.34%
CYP2D6 inhibition	-	0.9060	90.60%
CYP1A2 inhibition	-	0.5616	56.16%
CYP2C8 inhibition	-	0.7414	74.14%
CYP inhibitory promiscuity	-	0.7441	74.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7943	79.43%
Carcinogenicity (trinary)	Non-required	0.4895	48.95%
Eye corrosion	-	0.9672	96.72%
Eye irritation	-	0.8899	88.99%
Skin irritation	-	0.7789	77.89%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6232	62.32%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5483	54.83%
skin sensitisation	-	0.8374	83.74%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6540	65.40%
Acute Oral Toxicity (c)	III	0.6074	60.74%
Estrogen receptor binding	-	0.6538	65.38%
Androgen receptor binding	+	0.5755	57.55%
Thyroid receptor binding	-	0.7696	76.96%
Glucocorticoid receptor binding	-	0.6879	68.79%
Aromatase binding	-	0.5356	53.56%
PPAR gamma	-	0.5269	52.69%
Honey bee toxicity	-	0.8498	84.98%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.6553	65.53%

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	98.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.70%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.77%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	92.32%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	86.75%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.74%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.85%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.37%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.07%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.05%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.77%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.76%	91.07%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9881218
• LOTUS: LTS0228768
• wikiData: Q77516693