Chimaphilin

Details

• Internal ID: 68811a62-5cb5-4695-964e-329f11c79f0e
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 2,7-dimethylnaphthalene-1,4-dione
• InChI: InChI=1S/C12H10O2/c1-7-3-4-9-10(5-7)12(14)8(2)6-11(9)13/h3-6H,1-2H3
• InChI Key: YZACZIYTZCJVSN-UHFFFAOYSA-N
• Popularity: 56 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₂
• Molecular Weight: 186.21 g/mol
• Exact Mass: 186.068079557 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 482-70-2
• 2,7-Dimethyl-1,4-naphthoquinone
• 2,7-dimethylnaphthalene-1,4-dione
• DTXSID80197462
• NSC-400245
• U8Z086618U
• RefChem:125190
• DTXCID90119953
• Chimaphylin
• Chimaphilin (6CI)
• 1, 2,7-dimethyl-
• CHEBI:3595
• AC1L2QCI
• UNII-U8Z086618U
• YZACZIYTZCJVSN-UHFFFAOYSA-N
• 2,7-dimethyl-1,4-naphthalenedione
• NSC 400245
• starbld0009547
• CHIMAPHILIN [MI]
• CHEMBL495277
• orb1680939
• SCHEMBL3141540
• SCHEMBL30186450
• HY-N6611
• NSC400245
• 1,4-Naphthoquinone, 2,7-dimethyl-
• AKOS006271751
• 1,4-Naphthalenedione, 2,7-dimethyl-
• DA-51831
• NCI60_003733
• CS-0034366
• 482C702
• Q27106145

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8878	88.78%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8247	82.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9518	95.18%
OATP1B3 inhibitior	+	0.9774	97.74%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7517	75.17%
P-glycoprotein inhibitior	-	0.9540	95.40%
P-glycoprotein substrate	-	0.9653	96.53%
CYP3A4 substrate	-	0.6522	65.22%
CYP2C9 substrate	-	0.6181	61.81%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.6550	65.50%
CYP2C9 inhibition	+	0.8842	88.42%
CYP2C19 inhibition	+	0.8983	89.83%
CYP2D6 inhibition	+	0.8077	80.77%
CYP1A2 inhibition	+	0.8981	89.81%
CYP2C8 inhibition	-	0.9654	96.54%
CYP inhibitory promiscuity	+	0.8618	86.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8277	82.77%
Carcinogenicity (trinary)	Non-required	0.5327	53.27%
Eye corrosion	-	0.9885	98.85%
Eye irritation	+	0.9762	97.62%
Skin irritation	+	0.5179	51.79%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7485	74.85%
Micronuclear	-	0.5508	55.08%
Hepatotoxicity	+	0.6305	63.05%
skin sensitisation	+	0.9209	92.09%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.7372	73.72%
Acute Oral Toxicity (c)	II	0.6997	69.97%
Estrogen receptor binding	-	0.5113	51.13%
Androgen receptor binding	+	0.6267	62.67%
Thyroid receptor binding	-	0.7834	78.34%
Glucocorticoid receptor binding	-	0.5864	58.64%
Aromatase binding	-	0.5388	53.88%
PPAR gamma	-	0.8767	87.67%
Honey bee toxicity	-	0.9202	92.02%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9839	98.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.10%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.88%	95.56%
CHEMBL2039	P27338	Monoamine oxidase B	93.41%	92.51%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.92%	96.67%
CHEMBL1951	P21397	Monoamine oxidase A	82.84%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	82.82%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.18%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.45%	90.71%

Plants that contains it

• Dioscorea nipponica
• Isodon scoparius
• Moneses uniflora
• Pyrola americana
• Pyrola calliantha
• Pyrola japonica
• Pyrola media
• Pyrola renifolia

Cross-Links

• PubChem: 101211
• NPASS: NPC173413
• LOTUS: LTS0209349
• wikiData: Q27106145