(1S,5S,6R)-4-amino-5-hydroxy-2-oxo-5-(2-oxopropyl)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid

Details

• Internal ID: e10a6bcf-ab17-4efc-9d88-8187dc03198f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1S,5S,6R)-4-amino-5-hydroxy-2-oxo-5-(2-oxopropyl)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid
• SMILES (Canonical): CC(=O)CC1(C2C(O2)C(=O)C(=C1N)C(=O)O)O
• SMILES (Isomeric): CC(=O)C[C@]1([C@H]2[C@H](O2)C(=O)C(=C1N)C(=O)O)O
• InChI: InChI=1S/C10H11NO6/c1-3(12)2-10(16)7(11)4(9(14)15)5(13)6-8(10)17-6/h6,8,16H,2,11H2,1H3,(H,14,15)/t6-,8-,10+/m1/s1
• InChI Key: PWWNTPFXJSBHQK-YNEQXMIYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₁NO₆
• Molecular Weight: 241.20 g/mol
• Exact Mass: 241.05863707 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.66
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6541	65.41%
Caco-2	-	0.9110	91.10%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4754	47.54%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9404	94.04%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8701	87.01%
P-glycoprotein inhibitior	-	0.9374	93.74%
P-glycoprotein substrate	-	0.8676	86.76%
CYP3A4 substrate	-	0.5643	56.43%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8634	86.34%
CYP3A4 inhibition	-	0.9463	94.63%
CYP2C9 inhibition	-	0.8676	86.76%
CYP2C19 inhibition	-	0.8143	81.43%
CYP2D6 inhibition	-	0.9212	92.12%
CYP1A2 inhibition	-	0.8468	84.68%
CYP2C8 inhibition	-	0.9476	94.76%
CYP inhibitory promiscuity	-	0.9521	95.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5352	53.52%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.7082	70.82%
Skin irritation	-	0.7440	74.40%
Skin corrosion	-	0.9185	91.85%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7826	78.26%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.6001	60.01%
skin sensitisation	-	0.7900	79.00%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.8369	83.69%
Acute Oral Toxicity (c)	III	0.5358	53.58%
Estrogen receptor binding	-	0.8269	82.69%
Androgen receptor binding	-	0.6484	64.84%
Thyroid receptor binding	-	0.7014	70.14%
Glucocorticoid receptor binding	-	0.7599	75.99%
Aromatase binding	-	0.7346	73.46%
PPAR gamma	+	0.5184	51.84%
Honey bee toxicity	-	0.9507	95.07%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.4556	45.56%

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	95.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.17%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.20%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.31%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	87.89%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.75%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.45%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.47%	99.23%
CHEMBL2581	P07339	Cathepsin D	81.31%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3051964
• LOTUS: LTS0065338
• wikiData: Q83095292