NAPHTHO(1,8-bc)PYRAN-7,8-DIONE, 6,9-DIMETHYL-3-(4-METHYL-3-PENTENYL)-

Details

• Internal ID: b1023119-3c26-4553-a978-eafd1f05496c
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 8,12-dimethyl-4-(4-methylpent-3-enyl)-2-oxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),6,8-pentaene-10,11-dione
• InChI: InChI=1S/C20H20O3/c1-11(2)6-5-7-14-10-23-20-13(4)18(21)19(22)16-12(3)8-9-15(14)17(16)20/h6,8-10H,5,7H2,1-4H3
• InChI Key: DSVUOBIQVPVZST-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₃
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.61
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 99671-97-3
• Biflorin (Capraria)
• BRN 0034279
• 4-17-00-06468 (Beilstein Handbook Reference)
• CHEMBL252517
• SCHEMBL1765780
• DTXSID90244198

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.8961	89.61%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7835	78.35%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8858	88.58%
OATP1B3 inhibitior	+	0.9671	96.71%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8332	83.32%
P-glycoprotein inhibitior	-	0.5353	53.53%
P-glycoprotein substrate	-	0.7607	76.07%
CYP3A4 substrate	+	0.5112	51.12%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.8196	81.96%
CYP3A4 inhibition	-	0.8238	82.38%
CYP2C9 inhibition	+	0.7438	74.38%
CYP2C19 inhibition	+	0.6588	65.88%
CYP2D6 inhibition	-	0.7166	71.66%
CYP1A2 inhibition	+	0.9042	90.42%
CYP2C8 inhibition	-	0.7334	73.34%
CYP inhibitory promiscuity	+	0.7167	71.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9518	95.18%
Carcinogenicity (trinary)	Non-required	0.6589	65.89%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.7958	79.58%
Skin irritation	-	0.6157	61.57%
Skin corrosion	-	0.9152	91.52%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7137	71.37%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.7177	71.77%
skin sensitisation	-	0.5709	57.09%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4782	47.82%
Acute Oral Toxicity (c)	III	0.6949	69.49%
Estrogen receptor binding	+	0.8006	80.06%
Androgen receptor binding	+	0.5389	53.89%
Thyroid receptor binding	-	0.5302	53.02%
Glucocorticoid receptor binding	+	0.8080	80.80%
Aromatase binding	-	0.5657	56.57%
PPAR gamma	+	0.6226	62.26%
Honey bee toxicity	-	0.9337	93.37%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9737	97.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.61%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.44%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.72%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.52%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.37%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.95%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.00%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.79%	96.67%

Plants that contains it

• Capraria biflora

Cross-Links

• PubChem: 57525
• LOTUS: LTS0055355
• wikiData: Q83128500