12,12-Dimethyl-6-propan-2-yl-5-oxatricyclo[9.4.0.03,8]pentadeca-1,3(8),6,10,14-pentaene-4,9,13-trione

Details

• Internal ID: daec8ecc-f7fc-4be7-ba51-fa657beb98f9
• Taxonomy: Organoheterocyclic compounds > Cycloheptapyrans
• IUPAC Name: 12,12-dimethyl-6-propan-2-yl-5-oxatricyclo[9.4.0.03,8]pentadeca-1,3(8),6,10,14-pentaene-4,9,13-trione
• SMILES (Canonical): CC(C)C1=CC2=C(C=C3C=CC(=O)C(C3=CC2=O)(C)C)C(=O)O1
• SMILES (Isomeric): CC(C)C1=CC2=C(C=C3C=CC(=O)C(C3=CC2=O)(C)C)C(=O)O1
• InChI: InChI=1S/C19H18O4/c1-10(2)16-8-12-13(18(22)23-16)7-11-5-6-17(21)19(3,4)14(11)9-15(12)20/h5-10H,1-4H3
• InChI Key: OCLGUJIAXLMPLM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₄
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.12050905 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.8704	87.04%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6556	65.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8778	87.78%
OATP1B3 inhibitior	+	0.9766	97.66%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4548	45.48%
P-glycoprotein inhibitior	-	0.5599	55.99%
P-glycoprotein substrate	-	0.7459	74.59%
CYP3A4 substrate	+	0.5242	52.42%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.9000	90.00%
CYP3A4 inhibition	+	0.6138	61.38%
CYP2C9 inhibition	-	0.5930	59.30%
CYP2C19 inhibition	-	0.7055	70.55%
CYP2D6 inhibition	-	0.8982	89.82%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8373	83.73%
CYP inhibitory promiscuity	-	0.6838	68.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9813	98.13%
Carcinogenicity (trinary)	Non-required	0.4901	49.01%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.8837	88.37%
Skin irritation	-	0.7135	71.35%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6150	61.50%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	-	0.7900	79.00%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5233	52.33%
Acute Oral Toxicity (c)	III	0.5032	50.32%
Estrogen receptor binding	+	0.9010	90.10%
Androgen receptor binding	+	0.7834	78.34%
Thyroid receptor binding	+	0.5911	59.11%
Glucocorticoid receptor binding	+	0.7563	75.63%
Aromatase binding	+	0.6217	62.17%
PPAR gamma	+	0.7380	73.80%
Honey bee toxicity	-	0.8300	83.00%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	97.15%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.44%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.40%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.94%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.22%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.74%	96.77%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.87%	90.71%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.56%	100.00%
CHEMBL2535	P11166	Glucose transporter	82.07%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	81.67%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.23%	94.00%

Plants that contains it

• Taxus cuspidata

Cross-Links

• PubChem: 11438304
• LOTUS: LTS0169604
• wikiData: Q105189426