2-(4-Methyl-1,3-pentadien-1-yl)-9,10-anthracenedione

Details

• Internal ID: 25380ba4-4ddd-49dd-bc6a-5f721cc73dd0
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 2-(4-methylpenta-1,3-dienyl)anthracene-9,10-dione
• SMILES (Canonical): CC(=CC=CC1=CC2=C(C=C1)C(=O)C3=CC=CC=C3C2=O)C
• SMILES (Isomeric): CC(=CC=CC1=CC2=C(C=C1)C(=O)C3=CC=CC=C3C2=O)C
• InChI: InChI=1S/C20H16O2/c1-13(2)6-5-7-14-10-11-17-18(12-14)20(22)16-9-4-3-8-15(16)19(17)21/h3-12H,1-2H3
• InChI Key: BIHNBOKNHXYFQJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₂
• Molecular Weight: 288.30 g/mol
• Exact Mass: 288.115029749 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 4.44
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 2-(4-Methyl-1,3-pentadien-1-yl)-9,10-anthracenedione
• 150900-95-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8612	86.12%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8239	82.39%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9281	92.81%
OATP1B3 inhibitior	+	0.9654	96.54%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9631	96.31%
P-glycoprotein inhibitior	-	0.5489	54.89%
P-glycoprotein substrate	-	0.9291	92.91%
CYP3A4 substrate	-	0.5851	58.51%
CYP2C9 substrate	-	0.6200	62.00%
CYP2D6 substrate	-	0.7628	76.28%
CYP3A4 inhibition	-	0.7447	74.47%
CYP2C9 inhibition	+	0.9123	91.23%
CYP2C19 inhibition	+	0.8654	86.54%
CYP2D6 inhibition	+	0.7555	75.55%
CYP1A2 inhibition	+	0.8597	85.97%
CYP2C8 inhibition	-	0.9324	93.24%
CYP inhibitory promiscuity	+	0.8314	83.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8477	84.77%
Carcinogenicity (trinary)	Non-required	0.6017	60.17%
Eye corrosion	-	0.9908	99.08%
Eye irritation	+	0.8052	80.52%
Skin irritation	-	0.7847	78.47%
Skin corrosion	-	0.9709	97.09%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6837	68.37%
Micronuclear	-	0.6118	61.18%
Hepatotoxicity	+	0.7399	73.99%
skin sensitisation	+	0.8607	86.07%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5654	56.54%
Acute Oral Toxicity (c)	III	0.4650	46.50%
Estrogen receptor binding	+	0.9637	96.37%
Androgen receptor binding	+	0.8761	87.61%
Thyroid receptor binding	-	0.5258	52.58%
Glucocorticoid receptor binding	+	0.8536	85.36%
Aromatase binding	+	0.8538	85.38%
PPAR gamma	+	0.6678	66.78%
Honey bee toxicity	-	0.8304	83.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9912	99.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.52%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.29%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	96.23%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.03%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.72%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.82%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.09%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	87.26%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.58%	95.50%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.31%	96.67%

Plants that contains it

• Sesamum indicum

Cross-Links

• PubChem: 85902880
• LOTUS: LTS0025227
• wikiData: Q104936487