2,6a-Dihydroxy-6-methyl-6-(4-methylpent-3-enyl)-7,8-dihydrobenzo[c]chromen-9-one

Details

• Internal ID: 757a3592-706f-4afe-a096-c10a6ecd020c
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 2,6a-dihydroxy-6-methyl-6-(4-methylpent-3-enyl)-7,8-dihydrobenzo[c]chromen-9-one
• InChI: InChI=1S/C20H24O4/c1-13(2)5-4-9-19(3)20(23)10-8-15(22)12-17(20)16-11-14(21)6-7-18(16)24-19/h5-7,11-12,21,23H,4,8-10H2,1-3H3
• InChI Key: GEWDLXCYSDFOOV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.7990	79.90%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8153	81.53%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.7693	76.93%
OATP1B3 inhibitior	+	0.9206	92.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6262	62.62%
P-glycoprotein inhibitior	-	0.8525	85.25%
P-glycoprotein substrate	-	0.6280	62.80%
CYP3A4 substrate	+	0.6435	64.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7714	77.14%
CYP3A4 inhibition	-	0.5979	59.79%
CYP2C9 inhibition	-	0.7646	76.46%
CYP2C19 inhibition	-	0.6002	60.02%
CYP2D6 inhibition	-	0.8483	84.83%
CYP1A2 inhibition	+	0.6090	60.90%
CYP2C8 inhibition	+	0.5224	52.24%
CYP inhibitory promiscuity	-	0.6968	69.68%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.7062	70.62%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.6482	64.82%
Skin irritation	-	0.6064	60.64%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5886	58.86%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5701	57.01%
skin sensitisation	-	0.7628	76.28%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5569	55.69%
Acute Oral Toxicity (c)	III	0.5822	58.22%
Estrogen receptor binding	+	0.8091	80.91%
Androgen receptor binding	+	0.7748	77.48%
Thyroid receptor binding	+	0.7199	71.99%
Glucocorticoid receptor binding	+	0.6566	65.66%
Aromatase binding	+	0.6328	63.28%
PPAR gamma	+	0.7992	79.92%
Honey bee toxicity	-	0.8585	85.85%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9940	99.40%

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	99.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.70%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.10%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.02%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.19%	85.14%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	92.55%	93.10%
CHEMBL4208	P20618	Proteasome component C5	91.73%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.81%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.52%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.88%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.77%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.50%	95.56%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.78%	82.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.16%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	81.92%	94.75%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.13%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682397
• LOTUS: LTS0003158
• wikiData: Q105007375