Anthracene

Details

• Internal ID: 5e95a5ee-80ac-42af-9d98-db4b514e1675
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: anthracene
• SMILES (Canonical): C1=CC=C2C=C3C=CC=CC3=CC2=C1
• SMILES (Isomeric): C1=CC=C2C=C3C=CC=CC3=CC2=C1
• InChI: InChI=1S/C14H10/c1-2-6-12-10-14-8-4-3-7-13(14)9-11(12)5-1/h1-10H
• InChI Key: MWPLVEDNUUSJAV-UHFFFAOYSA-N
• Popularity: 21,281 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀
• Molecular Weight: 178.23 g/mol
• Exact Mass: 178.078250319 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 120-12-7
• Paranaphthalene
• Anthracin
• Tetra Olive N2G
• Anthracen
• Anthrazen
• Anthracene, pure
• Anthracen [German]
• CCRIS 767
• HSDB 702
• CHEBI:35298
• NSC 7958
• EINECS 204-371-1
• antraceno
• Acen
• p-Naphthalene
• AI3-00155
• UNII-EH46A1TLD7
• EH46A1TLD7
• Deuterated anthracene
• DTXSID0023878
• Sterilite hop defoliant
• NSC7958
• Coal tar pitch volatiles:anthracene
• NSC-7958
• Tetraoliven2G
• DTXCID203878
• WLN: L C666J
• Anthracene, labeled with deuterium
• EC 204-371-1
• Coal tar pitch volatiles: anthracene
• MFCD00001240
• NCGC00163972-01
• ANTHRACENE (IARC)
• ANTHRACENE [IARC]
• C14315
• Anthracene, analytical standard
• Anthraxcene
• 54261-80-2
• AN3
• CAS-120-12-7
• acene
• acenes
• antracene
• Anthracne
• Azen
• 9-Anthracene
• ANTHRACENE (1,2,3,4,5,6,7,8,9,10-D10)
• Anthracene technical
• Anthracene, Reagent
• HRACENE
• PARANAPTHALENE
• Anthracene, Practical
• ATH (CHRIS Code)
• ANTHRACENE [MI]
• ANTHRACENE [HSDB]
• Epitope ID:119716
• A89200_ALDRICH
• 40076_SUPELCO
• 48567_SUPELCO
• 48647_SUPELCO
• 331481_ALDRICH
• 46051_RIEDEL
• CHEMBL333179
• Anthracene, puriss., 99.0%
• 10580_FLUKA
• Anthracene, reagent grade, 97%
• CHEBI:35297
• Anthracene, zone-refined, >=99%
• 141062_SIAL
• Anthracene, ReagentPlus(R), 99%
• Anthracene (purified by sublimation)
• Tox21_202226
• Tox21_300014
• Anthracene, sublimed grade, >=99%
• BDBM50060894
• LS-627
• STK398386
• AKOS000119970
• Anthracene polycyclic aromatic compound
• AC-5799
• (9,10-Dihydroanthracene-9,10-diyl)
• Anthracene 10 microg/mL in Acetonitrile
• NCGC00163972-02
• NCGC00163972-03
• NCGC00254204-01
• NCGC00259775-01
• Anthracene 100 microg/mL in Acetonitrile
• AS-14635
• A0405
• A0495
• A0992
• FT-0622409
• FT-0662238
• EN300-18023
• J3.643.785E
• Anthracene Zone Refined (number of passes:30)
• D88363
• Anthracene, vial of 250 mg, analytical standard
• Anthracene, Zone Refined (number of passes:30)
• A804437
• Q422152
• J-200085
• Anthracene, certified reference material, TraceCERT(R)
• Anthracene, suitable for scintillation, >=99.0% (GC)
• F0001-0328
• InChI=1/C14H10/c1-2-6-12-10-14-8-4-3-7-13(14)9-11(12)5-1/h1-10

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.9175	91.75%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Lysosomes	0.8244	82.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9764	97.64%
OATP1B3 inhibitior	+	0.9656	96.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.4500	45.00%
P-glycoprotein inhibitior	-	0.9430	94.30%
P-glycoprotein substrate	-	0.9969	99.69%
CYP3A4 substrate	-	0.8477	84.77%
CYP2C9 substrate	-	0.8036	80.36%
CYP2D6 substrate	+	0.3525	35.25%
CYP3A4 inhibition	-	0.9288	92.88%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.8548	85.48%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.6798	67.98%
CYP2C8 inhibition	-	0.9437	94.37%
CYP inhibitory promiscuity	+	0.5335	53.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5700	57.00%
Carcinogenicity (trinary)	Warning	0.4954	49.54%
Eye corrosion	+	0.6689	66.89%
Eye irritation	+	0.9952	99.52%
Skin irritation	+	0.9222	92.22%
Skin corrosion	-	0.7730	77.30%
Ames mutagenesis	+	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6551	65.51%
Micronuclear	-	0.6024	60.24%
Hepatotoxicity	+	0.9375	93.75%
skin sensitisation	+	0.9334	93.34%
Respiratory toxicity	-	0.9889	98.89%
Reproductive toxicity	-	0.8778	87.78%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	+	0.5763	57.63%
Acute Oral Toxicity (c)	III	0.7913	79.13%
Estrogen receptor binding	+	0.8906	89.06%
Androgen receptor binding	+	0.7755	77.55%
Thyroid receptor binding	+	0.6301	63.01%
Glucocorticoid receptor binding	+	0.6184	61.84%
Aromatase binding	+	0.8224	82.24%
PPAR gamma	+	0.7172	71.72%
Honey bee toxicity	-	0.9420	94.20%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.9800	98.00%
Fish aquatic toxicity	+	0.9750	97.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.62%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.33%	95.56%
CHEMBL3902	P09211	Glutathione S-transferase Pi	83.11%	93.81%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.37%	86.33%

Plants that contains it

• Bletilla striata
• Cornus officinalis
• Festuca rubra
• Houttuynia cordata
• Jatropha curcas
• Liquidambar styraciflua
• Nelumbo nucifera
• Pinellia ternata
• Trichosanthes kirilowii

Cross-Links

• PubChem: 8418
• NPASS: NPC258492
• LOTUS: LTS0044698
• wikiData: Q422152