(1S,2R,5R)-2-[(1S)-1-hydroxyethyl]-5-(methylideneamino)-6-oxabicyclo[3.1.0]hex-3-en-2-ol

Details

• Internal ID: f3a2ea1a-a5e7-4dd7-926d-185addd9f3b0
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: (1S,2R,5R)-2-[(1S)-1-hydroxyethyl]-5-(methylideneamino)-6-oxabicyclo[3.1.0]hex-3-en-2-ol
• SMILES (Canonical): CC(C1(C=CC2(C1O2)N=C)O)O
• SMILES (Isomeric): C[C@@H]([C@@]1(C=C[C@@]2([C@H]1O2)N=C)O)O
• InChI: InChI=1S/C8H11NO3/c1-5(10)7(11)3-4-8(9-2)6(7)12-8/h3-6,10-11H,2H2,1H3/t5-,6-,7+,8+/m0/s1
• InChI Key: RYEOWDOXPQFCKX-RULNZFCNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₁NO₃
• Molecular Weight: 169.18 g/mol
• Exact Mass: 169.07389321 g/mol
• Topological Polar Surface Area (TPSA): 65.40 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.54
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8204	82.04%
Caco-2	-	0.6897	68.97%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4566	45.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9487	94.87%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9284	92.84%
P-glycoprotein inhibitior	-	0.9732	97.32%
P-glycoprotein substrate	-	0.9362	93.62%
CYP3A4 substrate	-	0.5562	55.62%
CYP2C9 substrate	-	0.6101	61.01%
CYP2D6 substrate	-	0.7936	79.36%
CYP3A4 inhibition	-	0.9087	90.87%
CYP2C9 inhibition	-	0.8387	83.87%
CYP2C19 inhibition	-	0.7132	71.32%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	-	0.7288	72.88%
CYP2C8 inhibition	-	0.9623	96.23%
CYP inhibitory promiscuity	-	0.8948	89.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5588	55.88%
Eye corrosion	-	0.9721	97.21%
Eye irritation	+	0.6087	60.87%
Skin irritation	-	0.6776	67.76%
Skin corrosion	-	0.8927	89.27%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7412	74.12%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5366	53.66%
skin sensitisation	-	0.7375	73.75%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4942	49.42%
Acute Oral Toxicity (c)	III	0.5694	56.94%
Estrogen receptor binding	-	0.8356	83.56%
Androgen receptor binding	-	0.7274	72.74%
Thyroid receptor binding	-	0.6852	68.52%
Glucocorticoid receptor binding	-	0.5883	58.83%
Aromatase binding	-	0.6678	66.78%
PPAR gamma	-	0.7845	78.45%
Honey bee toxicity	-	0.5706	57.06%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.8177	81.77%

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	94.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.16%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.38%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.01%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	83.95%	91.49%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.21%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.79%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162920863
• LOTUS: LTS0018840
• wikiData: Q105247518