(5S)-5-hydroxy-4-(3-methyl-2-buten-1-yl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

Details

• Internal ID: 00807c41-576b-4f40-a7e3-3be1eabaee09
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1R,5S,6R)-5-hydroxy-4-(3-methylbut-2-enyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one
• SMILES (Canonical): CC(=CCC1=CC(=O)C2C(C1O)O2)C
• SMILES (Isomeric): CC(=CCC1=CC(=O)[C@H]2[C@@H]([C@H]1O)O2)C
• InChI: InChI=1S/C11H14O3/c1-6(2)3-4-7-5-8(12)10-11(14-10)9(7)13/h3,5,9-11,13H,4H2,1-2H3/t9-,10-,11+/m0/s1
• InChI Key: OHYNBGCNIXZIRF-GARJFASQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23 g/mol
• Exact Mass: 194.094294304 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.98
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	-	0.6824	68.24%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6921	69.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8795	87.95%
OATP1B3 inhibitior	+	0.9648	96.48%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8699	86.99%
P-glycoprotein inhibitior	-	0.9683	96.83%
P-glycoprotein substrate	-	0.9287	92.87%
CYP3A4 substrate	-	0.5880	58.80%
CYP2C9 substrate	-	0.7896	78.96%
CYP2D6 substrate	-	0.8475	84.75%
CYP3A4 inhibition	-	0.9291	92.91%
CYP2C9 inhibition	-	0.8068	80.68%
CYP2C19 inhibition	-	0.6257	62.57%
CYP2D6 inhibition	-	0.8941	89.41%
CYP1A2 inhibition	-	0.7954	79.54%
CYP2C8 inhibition	-	0.9499	94.99%
CYP inhibitory promiscuity	-	0.7680	76.80%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6490	64.90%
Eye corrosion	-	0.9249	92.49%
Eye irritation	-	0.5545	55.45%
Skin irritation	+	0.5374	53.74%
Skin corrosion	-	0.8493	84.93%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8005	80.05%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.7533	75.33%
skin sensitisation	+	0.5461	54.61%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5115	51.15%
Acute Oral Toxicity (c)	III	0.5227	52.27%
Estrogen receptor binding	-	0.6696	66.96%
Androgen receptor binding	-	0.6087	60.87%
Thyroid receptor binding	-	0.7149	71.49%
Glucocorticoid receptor binding	-	0.6595	65.95%
Aromatase binding	-	0.8903	89.03%
PPAR gamma	+	0.5950	59.50%
Honey bee toxicity	-	0.9098	90.98%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.8840	88.40%

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	95.07%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.33%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.47%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.26%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.11%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.10%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.84%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132512684
• LOTUS: LTS0097054
• wikiData: Q77280546