9-hydroxy-2,2-dimethyl-2H,5H,10H-benzo[g]chromene-5,10-dione

Details

• Internal ID: 7a1c72d9-04a0-4985-b8fb-ea9c22e7c257
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 9-hydroxy-2,2-dimethylbenzo[g]chromene-5,10-dione
• SMILES (Canonical): CC1(C=CC2=C(O1)C(=O)C3=C(C2=O)C=CC=C3O)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C(=O)C3=C(C2=O)C=CC=C3O)C
• InChI: InChI=1S/C15H12O4/c1-15(2)7-6-9-12(17)8-4-3-5-10(16)11(8)13(18)14(9)19-15/h3-7,16H,1-2H3
• InChI Key: VDVJFNSKGHGQBS-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.07355886 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• BDBM24794
• Pyranonaphthoquinone derivative, 31
• 9-hydroxy-2,2-dimethyl-2H-benzo[g]chromene-5,10-dione
• 9-hydroxy-2,2-dimethyl-2H,5H,10H-benzo[g]chromene-5,10-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.7119	71.19%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8131	81.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8921	89.21%
OATP1B3 inhibitior	+	0.9783	97.83%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6940	69.40%
P-glycoprotein inhibitior	-	0.7769	77.69%
P-glycoprotein substrate	-	0.8714	87.14%
CYP3A4 substrate	+	0.5667	56.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8521	85.21%
CYP3A4 inhibition	-	0.5731	57.31%
CYP2C9 inhibition	+	0.8495	84.95%
CYP2C19 inhibition	+	0.6689	66.89%
CYP2D6 inhibition	-	0.6455	64.55%
CYP1A2 inhibition	+	0.5333	53.33%
CYP2C8 inhibition	-	0.7588	75.88%
CYP inhibitory promiscuity	+	0.5905	59.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9518	95.18%
Carcinogenicity (trinary)	Non-required	0.5904	59.04%
Eye corrosion	-	0.9761	97.61%
Eye irritation	+	0.8979	89.79%
Skin irritation	-	0.6063	60.63%
Skin corrosion	-	0.9171	91.71%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6717	67.17%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.8102	81.02%
skin sensitisation	-	0.5995	59.95%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.8128	81.28%
Acute Oral Toxicity (c)	III	0.6772	67.72%
Estrogen receptor binding	+	0.8984	89.84%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5788	57.88%
Glucocorticoid receptor binding	+	0.6772	67.72%
Aromatase binding	+	0.6690	66.90%
PPAR gamma	+	0.8033	80.33%
Honey bee toxicity	-	0.9393	93.93%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9620	96.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.56%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	95.93%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.08%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.78%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	92.34%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.29%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.21%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.12%	96.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.81%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.15%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.35%	96.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.99%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.69%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 12239942
• LOTUS: LTS0033613
• wikiData: Q105284398