13-Hydroxystreptazolin

Details

• Internal ID: fd456f35-de1c-4b73-81f3-5ea8afa447e5
• Taxonomy: Organoheterocyclic compounds > Azolidines > Oxazolidines > Oxazolidinones
• IUPAC Name: (4S,5S,6Z,11S)-5-hydroxy-6-(2-hydroxyethylidene)-3-oxa-1-azatricyclo[5.3.1.04,11]undec-7-en-2-one
• SMILES (Canonical): C1CN2C3C(C(C(=CCO)C3=C1)O)OC2=O
• SMILES (Isomeric): C1CN2[C@@H]3[C@@H]([C@H](/C(=C\CO)/C3=C1)O)OC2=O
• InChI: InChI=1S/C11H13NO4/c13-5-3-7-6-2-1-4-12-8(6)10(9(7)14)16-11(12)15/h2-3,8-10,13-14H,1,4-5H2/b7-3-/t8-,9-,10-/m0/s1
• InChI Key: XGUFQWYNNZVQCB-ABBOFZCMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₃NO₄
• Molecular Weight: 223.22 g/mol
• Exact Mass: 223.08445790 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -0.20
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• (4S,5S,6Z,11S)-5-hydroxy-6-(2-hydroxyethylidene)-3-oxa-1-azatricyclo[5.3.1.04,11]undec-7-en-2-one
• (4S,5S,6Z,11S)-5-hydroxy-6-(2-hydroxyethylidene)-3-oxa-1-azatricyclo(5.3.1.04,11)undec-7-en-2-one
• RefChem:78469
• 321999-51-3
• CHEBI:226483

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9208	92.08%
Caco-2	+	0.6525	65.25%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6886	68.86%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.9268	92.68%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9593	95.93%
P-glycoprotein inhibitior	-	0.9795	97.95%
P-glycoprotein substrate	-	0.7995	79.95%
CYP3A4 substrate	-	0.5303	53.03%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.6919	69.19%
CYP3A4 inhibition	-	0.9774	97.74%
CYP2C9 inhibition	-	0.8335	83.35%
CYP2C19 inhibition	-	0.8733	87.33%
CYP2D6 inhibition	-	0.8820	88.20%
CYP1A2 inhibition	-	0.6473	64.73%
CYP2C8 inhibition	-	0.9425	94.25%
CYP inhibitory promiscuity	-	0.8700	87.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4997	49.97%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.5728	57.28%
Skin irritation	-	0.7385	73.85%
Skin corrosion	-	0.9067	90.67%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8341	83.41%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5800	58.00%
skin sensitisation	-	0.8551	85.51%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5066	50.66%
Acute Oral Toxicity (c)	III	0.5282	52.82%
Estrogen receptor binding	-	0.7660	76.60%
Androgen receptor binding	-	0.5569	55.69%
Thyroid receptor binding	-	0.7952	79.52%
Glucocorticoid receptor binding	-	0.7085	70.85%
Aromatase binding	-	0.9038	90.38%
PPAR gamma	-	0.5567	55.67%
Honey bee toxicity	-	0.8843	88.43%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.6938	69.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.84%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.06%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.03%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.34%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.66%	89.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.52%	98.46%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.57%	95.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.08%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10537043
• LOTUS: LTS0245686
• wikiData: Q77512023