1-Hydroxy-2-(4-methylpent-3-enyl)anthracene-9,10-dione

Details

• Internal ID: fdc44918-f1c4-4dad-a1db-fb79d279a37e
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1-hydroxy-2-(4-methylpent-3-enyl)anthracene-9,10-dione
• SMILES (Canonical): CC(=CCCC1=C(C2=C(C=C1)C(=O)C3=CC=CC=C3C2=O)O)C
• SMILES (Isomeric): CC(=CCCC1=C(C2=C(C=C1)C(=O)C3=CC=CC=C3C2=O)O)C
• InChI: InChI=1S/C20H18O3/c1-12(2)6-5-7-13-10-11-16-17(18(13)21)20(23)15-9-4-3-8-14(15)19(16)22/h3-4,6,8-11,21H,5,7H2,1-2H3
• InChI Key: JUALUQSCKLUXDY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₃
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.125594432 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.07
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6601	66.01%
Blood Brain Barrier	+	0.5105	51.05%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.9020	90.20%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8871	88.71%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8664	86.64%
P-glycoprotein inhibitior	-	0.6531	65.31%
P-glycoprotein substrate	-	0.7998	79.98%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7983	79.83%
CYP3A4 inhibition	-	0.8669	86.69%
CYP2C9 inhibition	+	0.8479	84.79%
CYP2C19 inhibition	+	0.6157	61.57%
CYP2D6 inhibition	-	0.7398	73.98%
CYP1A2 inhibition	+	0.8915	89.15%
CYP2C8 inhibition	-	0.8608	86.08%
CYP inhibitory promiscuity	+	0.7534	75.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8811	88.11%
Carcinogenicity (trinary)	Non-required	0.6267	62.67%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.6818	68.18%
Skin irritation	-	0.6639	66.39%
Skin corrosion	-	0.8618	86.18%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4177	41.77%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.5651	56.51%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5850	58.50%
Acute Oral Toxicity (c)	III	0.5914	59.14%
Estrogen receptor binding	+	0.9209	92.09%
Androgen receptor binding	+	0.7015	70.15%
Thyroid receptor binding	-	0.5471	54.71%
Glucocorticoid receptor binding	+	0.9303	93.03%
Aromatase binding	+	0.7277	72.77%
PPAR gamma	+	0.9509	95.09%
Honey bee toxicity	-	0.7686	76.86%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.40%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.04%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.75%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.50%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	91.55%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.08%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.17%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.09%	96.67%
CHEMBL226	P30542	Adenosine A1 receptor	85.01%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.26%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.31%	99.23%

Plants that contains it

• Sesamum indicum

Cross-Links

• PubChem: 21576544
• LOTUS: LTS0238783
• wikiData: Q105135117