8-Hydroxy-3,7,7-trimethyl-12-oxatetracyclo[8.3.0.01,3.05,9]tridec-9-en-11-one

Details

• Internal ID: 1a12a2e5-d571-49e5-b0e9-ba59a1360a85
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 8-hydroxy-3,7,7-trimethyl-12-oxatetracyclo[8.3.0.01,3.05,9]tridec-9-en-11-one
• SMILES (Canonical): CC1(CC2CC3(CC34COC(=O)C4=C2C1O)C)C
• SMILES (Isomeric): CC1(CC2CC3(CC34COC(=O)C4=C2C1O)C)C
• InChI: InChI=1S/C15H20O3/c1-13(2)4-8-5-14(3)6-15(14)7-18-12(17)10(15)9(8)11(13)16/h8,11,16H,4-7H2,1-3H3
• InChI Key: PBSKHOCGYINIMJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.8252	82.52%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7687	76.87%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.9353	93.53%
OATP1B3 inhibitior	+	0.9590	95.90%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6612	66.12%
P-glycoprotein inhibitior	-	0.9031	90.31%
P-glycoprotein substrate	-	0.8151	81.51%
CYP3A4 substrate	+	0.5628	56.28%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8656	86.56%
CYP3A4 inhibition	-	0.6962	69.62%
CYP2C9 inhibition	-	0.6529	65.29%
CYP2C19 inhibition	-	0.7139	71.39%
CYP2D6 inhibition	-	0.9241	92.41%
CYP1A2 inhibition	-	0.5197	51.97%
CYP2C8 inhibition	-	0.9196	91.96%
CYP inhibitory promiscuity	-	0.7132	71.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5713	57.13%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.6768	67.68%
Skin irritation	-	0.6187	61.87%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6944	69.44%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6050	60.50%
skin sensitisation	-	0.6592	65.92%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.8281	82.81%
Acute Oral Toxicity (c)	III	0.5101	51.01%
Estrogen receptor binding	+	0.6544	65.44%
Androgen receptor binding	+	0.6767	67.67%
Thyroid receptor binding	-	0.5571	55.71%
Glucocorticoid receptor binding	-	0.6311	63.11%
Aromatase binding	-	0.7032	70.32%
PPAR gamma	-	0.5854	58.54%
Honey bee toxicity	-	0.8632	86.32%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9970	99.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	93.87%	89.63%
CHEMBL221	P23219	Cyclooxygenase-1	90.99%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.22%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.84%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.50%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.77%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.03%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.84%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.50%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.38%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.97%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.84%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76524601
• LOTUS: LTS0225577
• wikiData: Q104194235