2,3-dimethoxy-7-methyl-9H-benzo[7]annulene-1,4-dione

Details

• Internal ID: 412ea4f1-474f-4820-a431-0ebe996c9f7a
• Taxonomy: Organic acids and derivatives > Vinylogous esters
• IUPAC Name: 2,3-dimethoxy-7-methyl-9H-benzo[7]annulene-1,4-dione
• SMILES (Canonical): CC1=CCC2=C(C=C1)C(=O)C(=C(C2=O)OC)OC
• SMILES (Isomeric): CC1=CCC2=C(C=C1)C(=O)C(=C(C2=O)OC)OC
• InChI: InChI=1S/C14H14O4/c1-8-4-6-9-10(7-5-8)12(16)14(18-3)13(17-2)11(9)15/h4-6H,7H2,1-3H3
• InChI Key: MPHQPWPVZOWZAW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.08920892 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.8632	86.32%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6544	65.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9679	96.79%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6042	60.42%
P-glycoprotein inhibitior	-	0.8842	88.42%
P-glycoprotein substrate	-	0.9338	93.38%
CYP3A4 substrate	-	0.5632	56.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8426	84.26%
CYP3A4 inhibition	-	0.6746	67.46%
CYP2C9 inhibition	-	0.9187	91.87%
CYP2C19 inhibition	-	0.7997	79.97%
CYP2D6 inhibition	-	0.8890	88.90%
CYP1A2 inhibition	-	0.6516	65.16%
CYP2C8 inhibition	-	0.9697	96.97%
CYP inhibitory promiscuity	-	0.7986	79.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8574	85.74%
Carcinogenicity (trinary)	Non-required	0.6166	61.66%
Eye corrosion	-	0.9454	94.54%
Eye irritation	+	0.9407	94.07%
Skin irritation	-	0.6031	60.31%
Skin corrosion	-	0.9619	96.19%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6480	64.80%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.6949	69.49%
skin sensitisation	-	0.6927	69.27%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.7054	70.54%
Acute Oral Toxicity (c)	II	0.3763	37.63%
Estrogen receptor binding	+	0.6491	64.91%
Androgen receptor binding	+	0.5407	54.07%
Thyroid receptor binding	-	0.7154	71.54%
Glucocorticoid receptor binding	-	0.5769	57.69%
Aromatase binding	+	0.6026	60.26%
PPAR gamma	-	0.6647	66.47%
Honey bee toxicity	-	0.9307	93.07%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9511	95.11%

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	96.36%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.40%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.89%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.51%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.37%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.03%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	81.44%	94.75%

Plants that contains it

• Pulsatilla cernua

Cross-Links

• PubChem: 85780075
• LOTUS: LTS0250810
• wikiData: Q105169522