5-acetyl-2-hydroxy-4,4a-dimethyl-2,3,4,5,7,8-hexahydro-1aH-naphtho[1,8a-b]oxiren-6-one

Details

• Internal ID: fcfc1fb4-c380-44be-8f61-9043691fd9d9
• IUPAC Name: 5-acetyl-2-hydroxy-4,4a-dimethyl-2,3,4,5,7,8-hexahydro-1aH-naphtho[1,8a-b]oxiren-6-one
• SMILES (Canonical): CC1CC(C2C3(C1(C(C(=O)CC3)C(=O)C)C)O2)O
• SMILES (Isomeric): CC1CC(C2C3(C1(C(C(=O)CC3)C(=O)C)C)O2)O
• InChI: InChI=1S/C14H20O4/c1-7-6-10(17)12-14(18-12)5-4-9(16)11(8(2)15)13(7,14)3/h7,10-12,17H,4-6H2,1-3H3
• InChI Key: DCQOYCOHCRMNKO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31 g/mol
• Exact Mass: 252.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.90 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9651	96.51%
Caco-2	+	0.6818	68.18%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5266	52.66%
OATP2B1 inhibitior	-	0.8492	84.92%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9343	93.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8584	85.84%
P-glycoprotein inhibitior	-	0.8724	87.24%
P-glycoprotein substrate	-	0.7636	76.36%
CYP3A4 substrate	+	0.6125	61.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7754	77.54%
CYP3A4 inhibition	-	0.6120	61.20%
CYP2C9 inhibition	-	0.8696	86.96%
CYP2C19 inhibition	-	0.8678	86.78%
CYP2D6 inhibition	-	0.9526	95.26%
CYP1A2 inhibition	-	0.6181	61.81%
CYP2C8 inhibition	-	0.9139	91.39%
CYP inhibitory promiscuity	-	0.9861	98.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6519	65.19%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8585	85.85%
Skin irritation	+	0.5125	51.25%
Skin corrosion	-	0.8311	83.11%
Ames mutagenesis	-	0.6323	63.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.6631	66.31%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8033	80.33%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5712	57.12%
Acute Oral Toxicity (c)	III	0.4858	48.58%
Estrogen receptor binding	+	0.6418	64.18%
Androgen receptor binding	+	0.5558	55.58%
Thyroid receptor binding	-	0.6138	61.38%
Glucocorticoid receptor binding	-	0.7351	73.51%
Aromatase binding	-	0.7608	76.08%
PPAR gamma	-	0.6318	63.18%
Honey bee toxicity	-	0.8373	83.73%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8314	83.14%

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	95.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.55%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.47%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.18%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.56%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.13%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.50%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.33%	99.23%
CHEMBL2581	P07339	Cathepsin D	83.44%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.08%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.89%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.66%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74052275
• LOTUS: LTS0236299
• wikiData: Q104975785