1,2-Dimethylnaphthalene

Details

• Internal ID: cbbd1113-edbc-47e2-ade6-17220bc9fde1
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: 1,2-dimethylnaphthalene
• SMILES (Canonical): CC1=C(C2=CC=CC=C2C=C1)C
• SMILES (Isomeric): CC1=C(C2=CC=CC=C2C=C1)C
• InChI: InChI=1S/C12H12/c1-9-7-8-11-5-3-4-6-12(11)10(9)2/h3-8H,1-2H3
• InChI Key: QNLZIZAQLLYXTC-UHFFFAOYSA-N
• Popularity: 623 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂
• Molecular Weight: 156.22 g/mol
• Exact Mass: 156.093900383 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 573-98-8
• DIMETHYLNAPHTHALENE
• Naphthalene, dimethyl-
• Naphthalene, 1,2-dimethyl-
• 1,2-Dimethyl naphthalene
• 1,2-Dimethyl-naphthalene
• 1,2-DMN
• UNII-23T7O135BD
• CHEMBL382541
• CHEBI:34052
• 23T7O135BD
• EINECS 209-364-7
• EINECS 249-241-5
• NSC 59832
• NSC-59832
• DSSTox_CID_5130
• DSSTox_RID_77675
• DSSTox_GSID_25130
• CAS-28804-88-8
• MFCD00004035
• Naphthalene,2-dimethyl-
• BIDD:ER0550
• 1,2-Dimethylnaphthalene, 95%
• 1,2-Dimethylnaphthalene, 98%
• DTXSID1058717
• NSC59832
• Tox21_202167
• Tox21_303140
• BDBM50159280
• STL196684
• AKOS015842353
• AS-0224
• LS-1135
• NCGC00091381-01
• NCGC00257181-01
• NCGC00259716-01
• 1,2-Dimethylnaphthalene, analytical standard
• CS-0204519
• D0747
• FT-0606428
• D89712
• Q27115775

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.9352	93.52%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Lysosomes	0.6711	67.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9523	95.23%
OATP1B3 inhibitior	+	0.9680	96.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6524	65.24%
P-glycoprotein inhibitior	-	0.9827	98.27%
P-glycoprotein substrate	-	0.9728	97.28%
CYP3A4 substrate	-	0.6527	65.27%
CYP2C9 substrate	-	0.8375	83.75%
CYP2D6 substrate	-	0.6845	68.45%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.7603	76.03%
CYP2C19 inhibition	-	0.5696	56.96%
CYP2D6 inhibition	-	0.8594	85.94%
CYP1A2 inhibition	+	0.6719	67.19%
CYP2C8 inhibition	-	0.8092	80.92%
CYP inhibitory promiscuity	+	0.6562	65.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.4047	40.47%
Eye corrosion	-	0.8239	82.39%
Eye irritation	+	0.9932	99.32%
Skin irritation	+	0.8493	84.93%
Skin corrosion	-	0.9826	98.26%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5454	54.54%
Micronuclear	-	0.7716	77.16%
Hepatotoxicity	+	0.7472	74.72%
skin sensitisation	+	0.9082	90.82%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	-	0.7889	78.89%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.6280	62.80%
Acute Oral Toxicity (c)	II	0.7440	74.40%
Estrogen receptor binding	-	0.7854	78.54%
Androgen receptor binding	-	0.6816	68.16%
Thyroid receptor binding	-	0.7228	72.28%
Glucocorticoid receptor binding	-	0.7887	78.87%
Aromatase binding	-	0.7480	74.80%
PPAR gamma	-	0.8224	82.24%
Honey bee toxicity	-	0.9728	97.28%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.8200	82.00%
Fish aquatic toxicity	+	0.9923	99.23%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3356	P05177	Cytochrome P450 1A2	5500 nM	IC50	PMID: 15916432
CHEMBL5282	P11509	Cytochrome P450 2A6	26000 nM; 26001.6 nM	IC50; IC50	PMID: 15658857; PMID: 19110342
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	31.6 nM; 31.6 nM; 31.6 nM	Potency; Potency; Potency	via CMAUP; via CMAUP; via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.36%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.46%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	84.94%	94.73%
CHEMBL1936	P10721	Stem cell growth factor receptor	82.18%	84.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.93%	91.11%
CHEMBL2885	P07451	Carbonic anhydrase III	81.31%	87.45%
CHEMBL3085	P43003	Excitatory amino acid transporter 1	81.28%	94.67%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.13%	96.25%
CHEMBL3959	P16083	Quinone reductase 2	80.65%	89.49%

Plants that contains it

• Meconopsis punicea
• Nelumbo lutea
• Phaseolus vulgaris
• Senna alexandrina

Cross-Links

• PubChem: 11317
• NPASS: NPC158028
• ChEMBL: CHEMBL382541
• LOTUS: LTS0073561
• wikiData: Q27115775