1,3,8-trihydroxy-6-[(2S)-2-hydroxypentyl]anthracene-9,10-dione

Details

• Internal ID: 11bfe019-197f-46b3-a007-66d17f4230b8
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,3,8-trihydroxy-6-[(2S)-2-hydroxypentyl]anthracene-9,10-dione
• InChI: InChI=1S/C19H18O6/c1-2-3-10(20)4-9-5-12-16(14(22)6-9)19(25)17-13(18(12)24)7-11(21)8-15(17)23/h5-8,10,20-23H,2-4H2,1H3/t10-/m0/s1
• InChI Key: JDURWHCPXLVPDX-JTQLQIEISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₆
• Molecular Weight: 342.30 g/mol
• Exact Mass: 342.11033829 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9742	97.42%
Caco-2	-	0.6298	62.98%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8184	81.84%
OATP2B1 inhibitior	+	0.5673	56.73%
OATP1B1 inhibitior	+	0.8989	89.89%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8344	83.44%
P-glycoprotein inhibitior	-	0.8509	85.09%
P-glycoprotein substrate	-	0.8361	83.61%
CYP3A4 substrate	-	0.5185	51.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7712	77.12%
CYP3A4 inhibition	+	0.6007	60.07%
CYP2C9 inhibition	-	0.7864	78.64%
CYP2C19 inhibition	-	0.7138	71.38%
CYP2D6 inhibition	-	0.7938	79.38%
CYP1A2 inhibition	+	0.6452	64.52%
CYP2C8 inhibition	-	0.8671	86.71%
CYP inhibitory promiscuity	-	0.7038	70.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8711	87.11%
Carcinogenicity (trinary)	Non-required	0.6332	63.32%
Eye corrosion	-	0.9916	99.16%
Eye irritation	+	0.5836	58.36%
Skin irritation	-	0.6711	67.11%
Skin corrosion	-	0.8578	85.78%
Ames mutagenesis	+	0.5646	56.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6393	63.93%
Micronuclear	-	0.6941	69.41%
Hepatotoxicity	+	0.5567	55.67%
skin sensitisation	-	0.8471	84.71%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7166	71.66%
Acute Oral Toxicity (c)	III	0.7268	72.68%
Estrogen receptor binding	+	0.7815	78.15%
Androgen receptor binding	+	0.6494	64.94%
Thyroid receptor binding	-	0.6704	67.04%
Glucocorticoid receptor binding	+	0.8046	80.46%
Aromatase binding	+	0.7328	73.28%
PPAR gamma	+	0.7982	79.82%
Honey bee toxicity	-	0.9034	90.34%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9873	98.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.39%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.06%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.57%	96.38%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.70%	96.12%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.73%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.84%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.65%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.61%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.45%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.80%	91.11%
CHEMBL4208	P20618	Proteasome component C5	83.98%	90.00%
CHEMBL236	P41143	Delta opioid receptor	80.38%	99.35%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162893541
• LOTUS: LTS0254808
• wikiData: Q105125771