Anthrasesamone C

Details

• Internal ID: 5286be84-b29a-4a28-833e-0bd2c7c42713
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 2-chloro-1,4-dihydroxy-3-(4-methylpent-3-enyl)anthracene-9,10-dione
• SMILES (Canonical): CC(=CCCC1=C(C2=C(C(=C1Cl)O)C(=O)C3=CC=CC=C3C2=O)O)C
• SMILES (Isomeric): CC(=CCCC1=C(C2=C(C(=C1Cl)O)C(=O)C3=CC=CC=C3C2=O)O)C
• InChI: InChI=1S/C20H17ClO4/c1-10(2)6-5-9-13-16(21)20(25)15-14(19(13)24)17(22)11-7-3-4-8-12(11)18(15)23/h3-4,6-8,24-25H,5,9H2,1-2H3
• InChI Key: OMNIOLUJTUKRAH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₇ClO₄
• Molecular Weight: 356.80 g/mol
• Exact Mass: 356.0815367 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 4.43
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 2-chloro-1,4-dihydroxy-3-(4-methylpent-3-enyl)anthracene-9,10-dione
• 2-Chloro-1,4-dihydroxy-3-(4-methyl-pent-3-enyl)-anthraquinone
• 2-chloro-1,4-dihydroxy-3-(4-methylpent-3-en-1-yl)anthra-9,10-quinone
• 9,10-anthracenedione, 2-chloro-1,4-dihydroxy-3-(4-methyl-3-pentenyl)-
• InChI=1/C20H17ClO4/c1-10(2)6-5-9-13-16(21)20(25)15-14(19(13)24)17(22)11-7-3-4-8-12(11)18(15)23/h3-4,6-8,24-25H,5,9H2,1-2H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	+	0.5469	54.69%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8664	86.64%
OATP2B1 inhibitior	-	0.7096	70.96%
OATP1B1 inhibitior	+	0.8086	80.86%
OATP1B3 inhibitior	+	0.8975	89.75%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7914	79.14%
P-glycoprotein inhibitior	-	0.7475	74.75%
P-glycoprotein substrate	-	0.9234	92.34%
CYP3A4 substrate	+	0.5596	55.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8126	81.26%
CYP3A4 inhibition	-	0.8550	85.50%
CYP2C9 inhibition	+	0.7898	78.98%
CYP2C19 inhibition	+	0.6072	60.72%
CYP2D6 inhibition	-	0.6805	68.05%
CYP1A2 inhibition	+	0.7428	74.28%
CYP2C8 inhibition	-	0.8202	82.02%
CYP inhibitory promiscuity	+	0.8040	80.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7884	78.84%
Carcinogenicity (trinary)	Non-required	0.6377	63.77%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.6268	62.68%
Skin irritation	-	0.6869	68.69%
Skin corrosion	-	0.8856	88.56%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4243	42.43%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.6540	65.40%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5796	57.96%
Acute Oral Toxicity (c)	III	0.5557	55.57%
Estrogen receptor binding	+	0.7905	79.05%
Androgen receptor binding	+	0.6475	64.75%
Thyroid receptor binding	-	0.5868	58.68%
Glucocorticoid receptor binding	+	0.8897	88.97%
Aromatase binding	+	0.5408	54.08%
PPAR gamma	+	0.9665	96.65%
Honey bee toxicity	-	0.8996	89.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
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	98.77%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.59%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.85%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.52%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.21%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.61%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	89.33%	91.49%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.35%	96.67%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.10%	82.69%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	82.02%	85.94%
CHEMBL226	P30542	Adenosine A1 receptor	81.62%	95.93%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.61%	96.95%

Plants that contains it

• Sesamum indicum

Cross-Links

• PubChem: 641293
• NPASS: NPC245085
• LOTUS: LTS0206407
• wikiData: Q105194407