(1S)-1,4,4,6,9-pentamethyl-1,2-dihydrobenzo[f]isochromene-7,8-dione

Details

• Internal ID: 36f38cbf-a710-4252-8ea4-6c29943ec90f
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (1S)-1,4,4,6,9-pentamethyl-1,2-dihydrobenzo[f]isochromene-7,8-dione
• InChI: InChI=1S/C18H20O3/c1-9-7-13-14(11(3)8-21-18(13,4)5)12-6-10(2)16(19)17(20)15(9)12/h6-7,11H,8H2,1-5H3/t11-/m1/s1
• InChI Key: LKKQCDCZGYUJTA-LLVKDONJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₃
• Molecular Weight: 284.30 g/mol
• Exact Mass: 284.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.8143	81.43%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7792	77.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8651	86.51%
OATP1B3 inhibitior	+	0.9713	97.13%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5725	57.25%
P-glycoprotein inhibitior	-	0.7960	79.60%
P-glycoprotein substrate	-	0.7434	74.34%
CYP3A4 substrate	+	0.5609	56.09%
CYP2C9 substrate	-	0.8009	80.09%
CYP2D6 substrate	-	0.8428	84.28%
CYP3A4 inhibition	-	0.5497	54.97%
CYP2C9 inhibition	+	0.7401	74.01%
CYP2C19 inhibition	+	0.8578	85.78%
CYP2D6 inhibition	-	0.5490	54.90%
CYP1A2 inhibition	+	0.8993	89.93%
CYP2C8 inhibition	-	0.8356	83.56%
CYP inhibitory promiscuity	+	0.7427	74.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9418	94.18%
Carcinogenicity (trinary)	Non-required	0.6441	64.41%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.7260	72.60%
Skin irritation	-	0.6992	69.92%
Skin corrosion	-	0.9326	93.26%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4519	45.19%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5230	52.30%
skin sensitisation	+	0.4771	47.71%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6064	60.64%
Acute Oral Toxicity (c)	III	0.6639	66.39%
Estrogen receptor binding	+	0.6487	64.87%
Androgen receptor binding	+	0.5945	59.45%
Thyroid receptor binding	+	0.5308	53.08%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6473	64.73%
PPAR gamma	+	0.5472	54.72%
Honey bee toxicity	-	0.7863	78.63%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9904	99.04%

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	97.95%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.97%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.66%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.51%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.39%	93.40%
CHEMBL1937	Q92769	Histone deacetylase 2	87.21%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.92%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.61%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.57%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.04%	100.00%
CHEMBL4444	P04070	Vitamin K-dependent protein C	85.46%	93.89%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.01%	86.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.67%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	84.59%	94.73%

Plants that contains it

• Thespesia populnea

Cross-Links

• PubChem: 163068545
• LOTUS: LTS0195200
• wikiData: Q105153102