13-Hydroxy-2,6,10-trimethyl-12-oxatetracyclo[8.2.1.01,8.02,5]tridec-5-en-7-one

Details

• Internal ID: 3090a4bb-63e3-40f2-8d07-6931aed5dee3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 13-hydroxy-2,6,10-trimethyl-12-oxatetracyclo[8.2.1.01,8.02,5]tridec-5-en-7-one
• SMILES (Canonical): CC1=C2CCC2(C34C(C1=O)CC(C3O)(CO4)C)C
• SMILES (Isomeric): CC1=C2CCC2(C34C(C1=O)CC(C3O)(CO4)C)C
• InChI: InChI=1S/C15H20O3/c1-8-9-4-5-14(9,3)15-10(11(8)16)6-13(2,7-18-15)12(15)17/h10,12,17H,4-7H2,1-3H3
• InChI Key: LQLVTOGQDRMKGZ-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: 0.90
• Atomic LogP (AlogP): 1.84
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• .delta.6-Coprinolone
• 3,8b-Methano-8bH-cyclobuta[5,6]benzo[1,2-b]pyran-5(7H)-one, 2,3,4,4a,8,8a-hexahydro-9-hydroxy-3,6,8a-trimethyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.8000	80.00%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7586	75.86%
OATP2B1 inhibitior	-	0.8488	84.88%
OATP1B1 inhibitior	+	0.8765	87.65%
OATP1B3 inhibitior	+	0.9603	96.03%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5148	51.48%
BSEP inhibitior	-	0.6446	64.46%
P-glycoprotein inhibitior	-	0.9147	91.47%
P-glycoprotein substrate	-	0.8917	89.17%
CYP3A4 substrate	+	0.5904	59.04%
CYP2C9 substrate	-	0.7688	76.88%
CYP2D6 substrate	-	0.8599	85.99%
CYP3A4 inhibition	-	0.8317	83.17%
CYP2C9 inhibition	-	0.7187	71.87%
CYP2C19 inhibition	-	0.7186	71.86%
CYP2D6 inhibition	-	0.8906	89.06%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.9390	93.90%
CYP inhibitory promiscuity	-	0.7957	79.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5037	50.37%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.5870	58.70%
Skin irritation	-	0.5472	54.72%
Skin corrosion	-	0.9224	92.24%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8440	84.40%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5697	56.97%
skin sensitisation	-	0.7884	78.84%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.8565	85.65%
Acute Oral Toxicity (c)	III	0.5561	55.61%
Estrogen receptor binding	+	0.5752	57.52%
Androgen receptor binding	+	0.6922	69.22%
Thyroid receptor binding	-	0.5051	50.51%
Glucocorticoid receptor binding	-	0.5542	55.42%
Aromatase binding	-	0.6872	68.72%
PPAR gamma	+	0.5605	56.05%
Honey bee toxicity	-	0.8219	82.19%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9563	95.63%

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	92.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.80%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.45%	96.09%
CHEMBL1871	P10275	Androgen Receptor	88.18%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.78%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.78%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.12%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.43%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.06%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.79%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.77%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	81.33%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 494753
• LOTUS: LTS0067553
• wikiData: Q104171212