6a-hydroxy-5-(2-hydroxypropan-2-yl)-1a-methyl-3a,4,5,6b-tetrahydro-3H-oxireno[2,3-g][1]benzofuran-2-one

Details

• Internal ID: 029ca9a8-c29b-4f22-8e7f-7bc8ef03fb03
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: 6a-hydroxy-5-(2-hydroxypropan-2-yl)-1a-methyl-3a,4,5,6b-tetrahydro-3H-oxireno[2,3-g][1]benzofuran-2-one
• SMILES (Canonical): CC12C(O1)C3(C(CC(O3)C(C)(C)O)CC2=O)O
• SMILES (Isomeric): CC12C(O1)C3(C(CC(O3)C(C)(C)O)CC2=O)O
• InChI: InChI=1S/C12H18O5/c1-10(2,14)8-5-6-4-7(13)11(3)9(17-11)12(6,15)16-8/h6,8-9,14-15H,4-5H2,1-3H3
• InChI Key: NDNCKIMCAYHONT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₅
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.11542367 g/mol
• Topological Polar Surface Area (TPSA): 79.30 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.02
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9536	95.36%
Caco-2	+	0.4916	49.16%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6717	67.17%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9209	92.09%
OATP1B3 inhibitior	+	0.9154	91.54%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9725	97.25%
P-glycoprotein inhibitior	-	0.9313	93.13%
P-glycoprotein substrate	-	0.8615	86.15%
CYP3A4 substrate	+	0.5487	54.87%
CYP2C9 substrate	-	0.8201	82.01%
CYP2D6 substrate	-	0.8357	83.57%
CYP3A4 inhibition	-	0.8883	88.83%
CYP2C9 inhibition	-	0.9031	90.31%
CYP2C19 inhibition	-	0.8523	85.23%
CYP2D6 inhibition	-	0.9376	93.76%
CYP1A2 inhibition	-	0.8730	87.30%
CYP2C8 inhibition	-	0.8910	89.10%
CYP inhibitory promiscuity	-	0.9460	94.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5448	54.48%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.8178	81.78%
Skin irritation	-	0.6440	64.40%
Skin corrosion	-	0.8407	84.07%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7003	70.03%
Micronuclear	-	0.6041	60.41%
Hepatotoxicity	+	0.5718	57.18%
skin sensitisation	-	0.7703	77.03%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.8114	81.14%
Acute Oral Toxicity (c)	III	0.3906	39.06%
Estrogen receptor binding	+	0.7014	70.14%
Androgen receptor binding	-	0.4929	49.29%
Thyroid receptor binding	+	0.6126	61.26%
Glucocorticoid receptor binding	-	0.6200	62.00%
Aromatase binding	+	0.5646	56.46%
PPAR gamma	+	0.6577	65.77%
Honey bee toxicity	-	0.8949	89.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.7677	76.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.97%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.76%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.36%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.93%	97.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	87.29%	85.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.71%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.70%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.48%	93.04%
CHEMBL2581	P07339	Cathepsin D	82.17%	98.95%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.12%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.09%	94.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.19%	97.79%
CHEMBL259	P32245	Melanocortin receptor 4	80.22%	95.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102220220
• LOTUS: LTS0247826
• wikiData: Q104172357