5-Hydroxy-2,7,7-trimethyl-9-methylidene-4-oxatricyclo[6.3.1.01,6]dodecan-3-one

Details

• Internal ID: 09bfb0e8-88cb-4b07-9d96-056653304fcc
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: 5-hydroxy-2,7,7-trimethyl-9-methylidene-4-oxatricyclo[6.3.1.01,6]dodecan-3-one
• SMILES (Canonical): CC1C(=O)OC(C2C13CCC(=C)C(C3)C2(C)C)O
• SMILES (Isomeric): CC1C(=O)OC(C2C13CCC(=C)C(C3)C2(C)C)O
• InChI: InChI=1S/C15H22O3/c1-8-5-6-15-7-10(8)14(3,4)11(15)13(17)18-12(16)9(15)2/h9-11,13,17H,1,5-7H2,2-4H3
• InChI Key: HKKCVRNTZZMCNU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.50
• 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	+	0.9815	98.15%
Caco-2	+	0.5832	58.32%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5734	57.34%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8816	88.16%
OATP1B3 inhibitior	+	0.8861	88.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9545	95.45%
P-glycoprotein inhibitior	-	0.9275	92.75%
P-glycoprotein substrate	-	0.8543	85.43%
CYP3A4 substrate	+	0.6199	61.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8470	84.70%
CYP3A4 inhibition	-	0.8783	87.83%
CYP2C9 inhibition	-	0.7509	75.09%
CYP2C19 inhibition	-	0.6388	63.88%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.5488	54.88%
CYP2C8 inhibition	-	0.9486	94.86%
CYP inhibitory promiscuity	-	0.9070	90.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6525	65.25%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.8081	80.81%
Skin irritation	+	0.4907	49.07%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5159	51.59%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.5644	56.44%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.4902	49.02%
Acute Oral Toxicity (c)	III	0.5151	51.51%
Estrogen receptor binding	-	0.4755	47.55%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5149	51.49%
Glucocorticoid receptor binding	-	0.5937	59.37%
Aromatase binding	-	0.7231	72.31%
PPAR gamma	-	0.6055	60.55%
Honey bee toxicity	-	0.8538	85.38%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9964	99.64%

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	92.62%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.47%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.20%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.03%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.21%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	81.59%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.27%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.11%	86.33%

Plants that contains it

• Juniperus chinensis

Cross-Links

• PubChem: 162997473
• LOTUS: LTS0050221
• wikiData: Q105029709